id sid tid token lemma pos eurjchem-1 1 1 microsoft microsoft PROPN eurjchem-1 1 2 word word NOUN eurjchem-1 1 3 european_journal_of_chemistry_1_2_2010_67_72_1 european_journal_of_chemistry_1_2_2010_67_72_1 VERB eurjchem-1 1 4 european european ADJ eurjchem-1 1 5     SPACE eurjchem-1 1 6 journal journal NOUN eurjchem-1 1 7     SPACE eurjchem-1 1 8 of of ADP eurjchem-1 1 9     SPACE eurjchem-1 1 10 chemistry chemistry NOUN eurjchem-1 1 11     SPACE eurjchem-1 1 12 1 1 NUM eurjchem-1 1 13     SPACE eurjchem-1 1 14 ( ( PUNCT eurjchem-1 1 15 2 2 NUM eurjchem-1 1 16 ) ) PUNCT eurjchem-1 1 17     SPACE eurjchem-1 1 18 ( ( PUNCT eurjchem-1 1 19 2010 2010 NUM eurjchem-1 1 20 ) ) PUNCT eurjchem-1 1 21     SPACE eurjchem-1 1 22 67‐72 67‐72 ADJ eurjchem-1 1 23         SPACE eurjchem-1 1 24 european european ADJ eurjchem-1 1 25     SPACE eurjchem-1 1 26 journal journal NOUN eurjchem-1 1 27     SPACE eurjchem-1 1 28 of of ADP eurjchem-1 1 29     SPACE eurjchem-1 1 30 chemistry chemistry NOUN eurjchem-1 1 31     SPACE eurjchem-1 1 32 issn issn VERB eurjchem-1 1 33     SPACE eurjchem-1 1 34 2153‐2249 2153‐2249 NUM eurjchem-1 1 35     SPACE eurjchem-1 1 36 ( ( PUNCT eurjchem-1 1 37 print print NOUN eurjchem-1 1 38 ) ) PUNCT eurjchem-1 1 39     SPACE eurjchem-1 1 40 / / SYM eurjchem-1 1 41     SPACE eurjchem-1 1 42 issn issn VERB eurjchem-1 1 43     SPACE eurjchem-1 1 44 2153‐2257 2153‐2257 NUM eurjchem-1 1 45     SPACE eurjchem-1 1 46 ( ( PUNCT eurjchem-1 1 47 online online ADJ eurjchem-1 1 48 ) ) PUNCT eurjchem-1 1 49     SPACE eurjchem-1 1 50   NOUN eurjchem-1 1 51     SPACE eurjchem-1 1 52 2010 2010 NUM eurjchem-1 1 53     SPACE eurjchem-1 1 54 eurjchem eurjchem NOUN eurjchem-1 1 55     SPACE eurjchem-1 1 56 doi:10.5155 doi:10.5155 NOUN eurjchem-1 1 57 / / SYM eurjchem-1 1 58 eurjchem.1.2.67‐72.1 eurjchem.1.2.67‐72.1 NOUN eurjchem-1 1 59                 SPACE eurjchem-1 1 60 european european ADJ eurjchem-1 1 61     SPACE eurjchem-1 1 62 journal journal NOUN eurjchem-1 1 63     SPACE eurjchem-1 1 64 of of ADP eurjchem-1 1 65     SPACE eurjchem-1 1 66 chemistry chemistry NOUN eurjchem-1 1 67     SPACE eurjchem-1 1 68 journal journal NOUN eurjchem-1 1 69     SPACE eurjchem-1 1 70 homepage homepage NOUN eurjchem-1 1 71 : : PUNCT eurjchem-1 1 72     SPACE eurjchem-1 1 73 www.eurjchem.com www.eurjchem.com NOUN eurjchem-1 1 74                     SPACE eurjchem-1 1 75 synthesis synthesis NOUN eurjchem-1 1 76     SPACE eurjchem-1 1 77 and and CCONJ eurjchem-1 1 78     SPACE eurjchem-1 1 79 studying study VERB eurjchem-1 1 80     SPACE eurjchem-1 1 81 the the DET eurjchem-1 1 82     SPACE eurjchem-1 1 83 antitumor antitumor PROPN eurjchem-1 1 84     SPACE eurjchem-1 1 85 activity activity NOUN eurjchem-1 1 86     SPACE eurjchem-1 1 87 of of ADP eurjchem-1 1 88     SPACE eurjchem-1 1 89 novel novel NOUN eurjchem-1 1 90       SPACE eurjchem-1 1 91 5‐(2‐methylbenzimidazol‐5‐yl)‐1,3,4‐oxadiazole‐2(3h)‐thiones 5‐(2‐methylbenzimidazol‐5‐yl)‐1,3,4‐oxadiazole‐2(3h)‐thiones NUM eurjchem-1 1 92     SPACE eurjchem-1 1 93 shadia shadia NOUN eurjchem-1 1 94     SPACE eurjchem-1 1 95 a. a. NOUN eurjchem-1 1 96     SPACE eurjchem-1 1 97 galala galala NOUN eurjchem-1 1 98 , , PUNCT eurjchem-1 1 99 * * PROPN eurjchem-1 1 100 , , PUNCT eurjchem-1 1 101     SPACE eurjchem-1 1 102 ahmed ahmed PROPN eurjchem-1 1 103     SPACE eurjchem-1 1 104 s. s. PROPN eurjchem-1 1 105     SPACE eurjchem-1 1 106 abdelsamiea abdelsamiea PROPN eurjchem-1 1 107 , , PUNCT eurjchem-1 1 108     SPACE eurjchem-1 1 109 mireya mireya NOUN eurjchem-1 1 110     SPACE eurjchem-1 1 111 l. l. PROPN eurjchem-1 1 112     SPACE eurjchem-1 1 113 rodriguezb rodriguezb PROPN eurjchem-1 1 114 , , PUNCT eurjchem-1 1 115       SPACE eurjchem-1 1 116 sean sean NOUN eurjchem-1 1 117     SPACE eurjchem-1 1 118 m. m. NOUN eurjchem-1 1 119     SPACE eurjchem-1 1 120 kerwinb kerwinb PROPN eurjchem-1 1 121       SPACE eurjchem-1 1 122 and and CCONJ eurjchem-1 1 123     SPACE eurjchem-1 1 124 hoda hoda PROPN eurjchem-1 1 125     SPACE eurjchem-1 1 126 i. i. PROPN eurjchem-1 1 127     SPACE eurjchem-1 1 128 el el PROPN eurjchem-1 1 129     SPACE eurjchem-1 1 130 diwania diwania PROPN eurjchem-1 1 131     SPACE eurjchem-1 1 132 a a DET eurjchem-1 1 133     SPACE eurjchem-1 1 134 department department NOUN eurjchem-1 1 135     SPACE eurjchem-1 1 136 of of ADP eurjchem-1 1 137     SPACE eurjchem-1 1 138 chemistry chemistry NOUN eurjchem-1 1 139     SPACE eurjchem-1 1 140 of of ADP eurjchem-1 1 141     SPACE eurjchem-1 1 142 natural natural ADJ eurjchem-1 1 143     SPACE eurjchem-1 1 144 and and CCONJ eurjchem-1 1 145     SPACE eurjchem-1 1 146 microbial microbial ADJ eurjchem-1 1 147     SPACE eurjchem-1 1 148 products product NOUN eurjchem-1 1 149 , , PUNCT eurjchem-1 1 150     SPACE eurjchem-1 1 151 division division NOUN eurjchem-1 1 152     SPACE eurjchem-1 1 153 of of ADP eurjchem-1 1 154     SPACE eurjchem-1 1 155 pharmaceutical pharmaceutical NOUN eurjchem-1 1 156     SPACE eurjchem-1 1 157 and and CCONJ eurjchem-1 1 158     SPACE eurjchem-1 1 159 drug drug NOUN eurjchem-1 1 160     SPACE eurjchem-1 1 161 industries industry NOUN eurjchem-1 1 162     SPACE eurjchem-1 1 163 research research NOUN eurjchem-1 1 164 , , PUNCT eurjchem-1 1 165       SPACE eurjchem-1 1 166 national national ADJ eurjchem-1 1 167     SPACE eurjchem-1 1 168 research research NOUN eurjchem-1 1 169     SPACE eurjchem-1 1 170 centre centre NOUN eurjchem-1 1 171 , , PUNCT eurjchem-1 1 172     SPACE eurjchem-1 1 173 dokki dokki NOUN eurjchem-1 1 174 , , PUNCT eurjchem-1 1 175     SPACE eurjchem-1 1 176 12622 12622 NUM eurjchem-1 1 177 , , PUNCT eurjchem-1 1 178     SPACE eurjchem-1 1 179 cairo cairo PROPN eurjchem-1 1 180 , , PUNCT eurjchem-1 1 181     SPACE eurjchem-1 1 182 egypt egypt PROPN eurjchem-1 1 183     SPACE eurjchem-1 1 184 b b PROPN eurjchem-1 1 185     SPACE eurjchem-1 1 186 department department NOUN eurjchem-1 1 187     SPACE eurjchem-1 1 188 of of ADP eurjchem-1 1 189     SPACE eurjchem-1 1 190 chemistry chemistry NOUN eurjchem-1 1 191     SPACE eurjchem-1 1 192 and and CCONJ eurjchem-1 1 193     SPACE eurjchem-1 1 194 biochemistry biochemistry NOUN eurjchem-1 1 195 , , PUNCT eurjchem-1 1 196     SPACE eurjchem-1 1 197 division division NOUN eurjchem-1 1 198     SPACE eurjchem-1 1 199 of of ADP eurjchem-1 1 200     SPACE eurjchem-1 1 201 medicinal medicinal ADJ eurjchem-1 1 202     SPACE eurjchem-1 1 203 chemistry chemistry NOUN eurjchem-1 1 204     SPACE eurjchem-1 1 205 and and CCONJ eurjchem-1 1 206     SPACE eurjchem-1 1 207 institute institute NOUN eurjchem-1 1 208     SPACE eurjchem-1 1 209 for for ADP eurjchem-1 1 210     SPACE eurjchem-1 1 211 cellular cellular ADJ eurjchem-1 1 212     SPACE eurjchem-1 1 213 and and CCONJ eurjchem-1 1 214     SPACE eurjchem-1 1 215 molecular molecular ADJ eurjchem-1 1 216     SPACE eurjchem-1 1 217 biology biology NOUN eurjchem-1 1 218 , , PUNCT eurjchem-1 1 219       SPACE eurjchem-1 1 220 the the DET eurjchem-1 1 221     SPACE eurjchem-1 1 222 university university NOUN eurjchem-1 1 223     SPACE eurjchem-1 1 224 of of ADP eurjchem-1 1 225     SPACE eurjchem-1 1 226 texas texas PROPN eurjchem-1 1 227 , , PUNCT eurjchem-1 1 228     SPACE eurjchem-1 1 229 austin austin PROPN eurjchem-1 1 230 , , PUNCT eurjchem-1 1 231     SPACE eurjchem-1 1 232 tx tx PROPN eurjchem-1 1 233     SPACE eurjchem-1 1 234 78712 78712 NUM eurjchem-1 1 235     SPACE eurjchem-1 1 236 usa usa PROPN eurjchem-1 1 237     SPACE eurjchem-1 1 238 * * PUNCT eurjchem-1 1 239 corresponding corresponding ADJ eurjchem-1 1 240     SPACE eurjchem-1 1 241 author author NOUN eurjchem-1 1 242     SPACE eurjchem-1 1 243 at at ADP eurjchem-1 1 244 : : PUNCT eurjchem-1 1 245     SPACE eurjchem-1 1 246 department department NOUN eurjchem-1 1 247     SPACE eurjchem-1 1 248 of of ADP eurjchem-1 1 249     SPACE eurjchem-1 1 250 chemistry chemistry NOUN eurjchem-1 1 251     SPACE eurjchem-1 1 252 of of ADP eurjchem-1 1 253     SPACE eurjchem-1 1 254 natural natural ADJ eurjchem-1 1 255     SPACE eurjchem-1 1 256 and and CCONJ eurjchem-1 1 257     SPACE eurjchem-1 1 258 microbial microbial ADJ eurjchem-1 1 259     SPACE eurjchem-1 1 260 products product NOUN eurjchem-1 1 261 , , PUNCT eurjchem-1 1 262     SPACE eurjchem-1 1 263 division division NOUN eurjchem-1 1 264     SPACE eurjchem-1 1 265 of of ADP eurjchem-1 1 266     SPACE eurjchem-1 1 267 pharmaceutical pharmaceutical NOUN eurjchem-1 1 268     SPACE eurjchem-1 1 269 and and CCONJ eurjchem-1 1 270     SPACE eurjchem-1 1 271 drug drug NOUN eurjchem-1 1 272     SPACE eurjchem-1 1 273 industries industry NOUN eurjchem-1 1 274     SPACE eurjchem-1 1 275 research research NOUN eurjchem-1 1 276 , , PUNCT eurjchem-1 1 277     SPACE eurjchem-1 1 278 national national ADJ eurjchem-1 1 279     SPACE eurjchem-1 1 280 research research NOUN eurjchem-1 1 281     SPACE eurjchem-1 1 282 centre centre NOUN eurjchem-1 1 283 , , PUNCT eurjchem-1 1 284     SPACE eurjchem-1 1 285 dokki dokki NOUN eurjchem-1 1 286 , , PUNCT eurjchem-1 1 287     SPACE eurjchem-1 1 288 12311 12311 NUM eurjchem-1 1 289 , , PUNCT eurjchem-1 1 290     SPACE eurjchem-1 1 291 cairo cairo PROPN eurjchem-1 1 292 , , PUNCT eurjchem-1 1 293     SPACE eurjchem-1 1 294 egypt egypt PROPN eurjchem-1 1 295 . . PUNCT eurjchem-1 1 296     SPACE eurjchem-1 2 1 tel tel PROPN eurjchem-1 2 2 . . PUNCT eurjchem-1 2 3 : : PUNCT eurjchem-1 2 4     SPACE eurjchem-1 3 1 +202.33371617 +202.33371617 PROPN eurjchem-1 3 2 ; ; PUNCT eurjchem-1 3 3     SPACE eurjchem-1 3 4 fax fax NOUN eurjchem-1 3 5 : : PUNCT eurjchem-1 3 6     SPACE eurjchem-1 3 7 +202.3337093 +202.3337093 PROPN eurjchem-1 3 8 . . PUNCT eurjchem-1 3 9     SPACE eurjchem-1 3 10 e­mail e­mail NOUN eurjchem-1 3 11     SPACE eurjchem-1 3 12 address address NOUN eurjchem-1 3 13 : : PUNCT eurjchem-1 3 14     SPACE eurjchem-1 4 1 sh12galal@yahoo.com sh12galal@yahoo.com X eurjchem-1 4 2     SPACE eurjchem-1 4 3 ( ( PUNCT eurjchem-1 4 4 s. s. PROPN eurjchem-1 4 5     SPACE eurjchem-1 4 6 a. a. NOUN eurjchem-1 4 7     SPACE eurjchem-1 4 8 galal galal PROPN eurjchem-1 4 9 ) ) PUNCT eurjchem-1 4 10 . . PUNCT eurjchem-1 4 11                                 SPACE eurjchem-1 5 1 article article NOUN eurjchem-1 5 2     SPACE eurjchem-1 5 3 information information NOUN eurjchem-1 5 4         SPACE eurjchem-1 5 5 abstract abstract ADJ eurjchem-1 5 6 received receive VERB eurjchem-1 5 7 : : PUNCT eurjchem-1 5 8     SPACE eurjchem-1 5 9 23 23 NUM eurjchem-1 5 10     SPACE eurjchem-1 5 11 march march PROPN eurjchem-1 5 12     SPACE eurjchem-1 5 13 2010 2010 NUM eurjchem-1 5 14     SPACE eurjchem-1 5 15 received receive VERB eurjchem-1 5 16     SPACE eurjchem-1 5 17 in in ADP eurjchem-1 5 18     SPACE eurjchem-1 5 19 revised revise VERB eurjchem-1 5 20     SPACE eurjchem-1 5 21 form form NOUN eurjchem-1 5 22 : : PUNCT eurjchem-1 5 23     SPACE eurjchem-1 5 24 29 29 NUM eurjchem-1 5 25     SPACE eurjchem-1 5 26 april april PROPN eurjchem-1 5 27     SPACE eurjchem-1 5 28 2010 2010 NUM eurjchem-1 5 29     SPACE eurjchem-1 5 30 accepted accept VERB eurjchem-1 5 31 : : PUNCT eurjchem-1 5 32     SPACE eurjchem-1 5 33 30 30 NUM eurjchem-1 5 34     SPACE eurjchem-1 5 35 april april PROPN eurjchem-1 5 36     SPACE eurjchem-1 5 37 2010 2010 NUM eurjchem-1 5 38     SPACE eurjchem-1 5 39 online online NOUN eurjchem-1 5 40 : : PUNCT eurjchem-1 5 41     SPACE eurjchem-1 5 42 30 30 NUM eurjchem-1 5 43     SPACE eurjchem-1 5 44 june june PROPN eurjchem-1 5 45     SPACE eurjchem-1 5 46 2010 2010 NUM eurjchem-1 5 47     SPACE eurjchem-1 5 48 keywords keyword VERB eurjchem-1 5 49         SPACE eurjchem-1 5 50 the the DET eurjchem-1 5 51     SPACE eurjchem-1 5 52 influence influence NOUN eurjchem-1 5 53     SPACE eurjchem-1 5 54 of of ADP eurjchem-1 5 55     SPACE eurjchem-1 5 56 the the DET eurjchem-1 5 57     SPACE eurjchem-1 5 58 incorporation incorporation NOUN eurjchem-1 5 59     SPACE eurjchem-1 5 60 of of ADP eurjchem-1 5 61     SPACE eurjchem-1 5 62 1,3,4‐oxadiazole 1,3,4‐oxadiazole NUM eurjchem-1 5 63     SPACE eurjchem-1 5 64 ring ring NOUN eurjchem-1 5 65     SPACE eurjchem-1 5 66 into into ADP eurjchem-1 5 67     SPACE eurjchem-1 5 68 2‐methyl‐1h‐benzimidazole 2‐methyl‐1h‐benzimidazole NUM eurjchem-1 5 69     SPACE eurjchem-1 5 70 derivatives derivative NOUN eurjchem-1 5 71     SPACE eurjchem-1 5 72 producing produce VERB eurjchem-1 5 73     SPACE eurjchem-1 5 74 a a DET eurjchem-1 5 75     SPACE eurjchem-1 5 76 series series NOUN eurjchem-1 5 77     SPACE eurjchem-1 5 78 of of ADP eurjchem-1 5 79     SPACE eurjchem-1 5 80 substituted substitute VERB eurjchem-1 5 81     SPACE eurjchem-1 5 82 5(6)‐(2‐methylbenzimidazol‐5‐yl)­1,3,4‐oxadiazoles 5(6)‐(2‐methylbenzimidazol‐5‐yl)­1,3,4‐oxadiazoles NUM eurjchem-1 5 83     SPACE eurjchem-1 5 84 on on ADP eurjchem-1 5 85     SPACE eurjchem-1 5 86 the the DET eurjchem-1 5 87     SPACE eurjchem-1 5 88 antitumor antitumor PROPN eurjchem-1 5 89     SPACE eurjchem-1 5 90 activity activity NOUN eurjchem-1 5 91     SPACE eurjchem-1 5 92 was be AUX eurjchem-1 5 93     SPACE eurjchem-1 5 94 studied study VERB eurjchem-1 5 95     SPACE eurjchem-1 5 96 in in ADP eurjchem-1 5 97     SPACE eurjchem-1 5 98 this this DET eurjchem-1 5 99     SPACE eurjchem-1 5 100 study study NOUN eurjchem-1 5 101 . . PUNCT eurjchem-1 5 102     SPACE eurjchem-1 6 1 the the DET eurjchem-1 6 2     SPACE eurjchem-1 6 3 antitumor antitumor PROPN eurjchem-1 6 4     SPACE eurjchem-1 6 5 activity activity NOUN eurjchem-1 6 6     SPACE eurjchem-1 6 7 of of ADP eurjchem-1 6 8     SPACE eurjchem-1 6 9 the the DET eurjchem-1 6 10     SPACE eurjchem-1 6 11 new new ADJ eurjchem-1 6 12     SPACE eurjchem-1 6 13 compounds compound NOUN eurjchem-1 6 14     SPACE eurjchem-1 6 15 was be AUX eurjchem-1 6 16     SPACE eurjchem-1 6 17 tested test VERB eurjchem-1 6 18     SPACE eurjchem-1 6 19 against against ADP eurjchem-1 6 20     SPACE eurjchem-1 6 21 breast breast NOUN eurjchem-1 6 22     SPACE eurjchem-1 6 23 cancer cancer NOUN eurjchem-1 6 24     SPACE eurjchem-1 6 25 cell cell NOUN eurjchem-1 6 26     SPACE eurjchem-1 6 27 line line NOUN eurjchem-1 6 28     SPACE eurjchem-1 6 29 mcf‐7 mcf‐7 NOUN eurjchem-1 6 30     SPACE eurjchem-1 6 31 and and CCONJ eurjchem-1 6 32     SPACE eurjchem-1 6 33 lung lung NOUN eurjchem-1 6 34     SPACE eurjchem-1 6 35 cancer cancer NOUN eurjchem-1 6 36     SPACE eurjchem-1 6 37 cell cell NOUN eurjchem-1 6 38     SPACE eurjchem-1 6 39 line line NOUN eurjchem-1 6 40     SPACE eurjchem-1 6 41 a549 a549 PROPN eurjchem-1 6 42 . . PUNCT eurjchem-1 6 43     SPACE eurjchem-1 6 44 s‐5‐(2‐methyl‐1h‐benzo[d]imidazol‐5‐yl)‐1,3,4‐ s‐5‐(2‐methyl‐1h‐benzo[d]imidazol‐5‐yl)‐1,3,4‐ ADJ eurjchem-1 6 45 oxadiazol‐2‐yl oxadiazol‐2‐yl ADJ eurjchem-1 6 46     SPACE eurjchem-1 6 47 2‐nitrobenzenesulfonothioate 2‐nitrobenzenesulfonothioate NUM eurjchem-1 6 48     SPACE eurjchem-1 6 49 ( ( PUNCT eurjchem-1 6 50 9 9 NUM eurjchem-1 6 51 ) ) PUNCT eurjchem-1 6 52     SPACE eurjchem-1 6 53 showed show VERB eurjchem-1 6 54     SPACE eurjchem-1 6 55 potent potent NOUN eurjchem-1 6 56     SPACE eurjchem-1 6 57 activity activity NOUN eurjchem-1 6 58     SPACE eurjchem-1 6 59 against against ADP eurjchem-1 6 60     SPACE eurjchem-1 6 61 both both DET eurjchem-1 6 62     SPACE eurjchem-1 6 63 mcf‐7 mcf‐7 NOUN eurjchem-1 6 64     SPACE eurjchem-1 6 65 and and CCONJ eurjchem-1 6 66     SPACE eurjchem-1 6 67 a549 a549 PROPN eurjchem-1 6 68     SPACE eurjchem-1 6 69 cell cell NOUN eurjchem-1 6 70     SPACE eurjchem-1 6 71 lines line NOUN eurjchem-1 6 72 . . PUNCT eurjchem-1 6 73     SPACE eurjchem-1 7 1 whereas whereas ADV eurjchem-1 7 2 , , PUNCT eurjchem-1 7 3     SPACE eurjchem-1 7 4 compounds compound VERB eurjchem-1 7 5     SPACE eurjchem-1 7 6 7 7 NUM eurjchem-1 7 7 , , PUNCT eurjchem-1 7 8     SPACE eurjchem-1 7 9 11‐13 11‐13 VERB eurjchem-1 7 10     SPACE eurjchem-1 7 11 and and CCONJ eurjchem-1 7 12     SPACE eurjchem-1 7 13 15‐17 15‐17 NOUN eurjchem-1 7 14     SPACE eurjchem-1 7 15 have have VERB eurjchem-1 7 16     SPACE eurjchem-1 7 17 moderate moderate ADJ eurjchem-1 7 18     SPACE eurjchem-1 7 19 growth growth NOUN eurjchem-1 7 20     SPACE eurjchem-1 7 21 inhibitory inhibitory ADJ eurjchem-1 7 22     SPACE eurjchem-1 7 23 activity activity NOUN eurjchem-1 7 24     SPACE eurjchem-1 7 25 on on ADP eurjchem-1 7 26     SPACE eurjchem-1 7 27 the the DET eurjchem-1 7 28     SPACE eurjchem-1 7 29 two two NUM eurjchem-1 7 30     SPACE eurjchem-1 7 31 cell cell NOUN eurjchem-1 7 32     SPACE eurjchem-1 7 33 lines line NOUN eurjchem-1 7 34 . . PUNCT eurjchem-1 7 35     SPACE eurjchem-1 8 1 oxadiazoles oxadiazole NOUN eurjchem-1 8 2     SPACE eurjchem-1 8 3 benzimidazoles benzimidazole NOUN eurjchem-1 8 4     SPACE eurjchem-1 8 5 antitumor antitumor PROPN eurjchem-1 8 6     SPACE eurjchem-1 8 7 activity activity NOUN eurjchem-1 8 8     SPACE eurjchem-1 8 9 cytotoxicity cytotoxicity NOUN eurjchem-1 8 10     SPACE eurjchem-1 8 11 breast breast NOUN eurjchem-1 8 12     SPACE eurjchem-1 8 13 cancer cancer NOUN eurjchem-1 8 14     SPACE eurjchem-1 8 15 human human ADJ eurjchem-1 8 16     SPACE eurjchem-1 8 17 cell cell NOUN eurjchem-1 8 18     SPACE eurjchem-1 8 19 ( ( PUNCT eurjchem-1 8 20 mcf‐7 mcf‐7 PROPN eurjchem-1 8 21 ) ) PUNCT eurjchem-1 8 22     SPACE eurjchem-1 8 23 lung lung NOUN eurjchem-1 8 24     SPACE eurjchem-1 8 25 cancer cancer NOUN eurjchem-1 8 26     SPACE eurjchem-1 8 27 human human ADJ eurjchem-1 8 28     SPACE eurjchem-1 8 29 cell cell NOUN eurjchem-1 8 30     SPACE eurjchem-1 8 31 ( ( PUNCT eurjchem-1 8 32 a549 a549 PROPN eurjchem-1 8 33 ) ) PUNCT eurjchem-1 8 34         SPACE eurjchem-1 8 35 1 1 NUM eurjchem-1 8 36 . . PUNCT eurjchem-1 8 37     SPACE eurjchem-1 8 38 introduction introduction NOUN eurjchem-1 8 39         SPACE eurjchem-1 8 40 the the DET eurjchem-1 8 41     SPACE eurjchem-1 8 42 benzimidazole benzimidazole NOUN eurjchem-1 8 43     SPACE eurjchem-1 8 44 nucleus nucleus NOUN eurjchem-1 8 45     SPACE eurjchem-1 8 46 is be AUX eurjchem-1 8 47     SPACE eurjchem-1 8 48 an an DET eurjchem-1 8 49     SPACE eurjchem-1 8 50 important important ADJ eurjchem-1 8 51     SPACE eurjchem-1 8 52 pharmacophore pharmacophore NOUN eurjchem-1 8 53     SPACE eurjchem-1 8 54 in in ADP eurjchem-1 8 55     SPACE eurjchem-1 8 56 drug drug NOUN eurjchem-1 8 57     SPACE eurjchem-1 8 58 discovery discovery NOUN eurjchem-1 8 59     SPACE eurjchem-1 8 60 due due ADJ eurjchem-1 8 61     SPACE eurjchem-1 8 62 to to PART eurjchem-1 8 63     SPACE eurjchem-1 8 64 being be AUX eurjchem-1 8 65     SPACE eurjchem-1 8 66 a a DET eurjchem-1 8 67     SPACE eurjchem-1 8 68 good good NOUN eurjchem-1 8 69     SPACE eurjchem-1 8 70 bioisostere bioisostere PROPN eurjchem-1 8 71     SPACE eurjchem-1 8 72 of of ADP eurjchem-1 8 73     SPACE eurjchem-1 8 74 naturally naturally ADV eurjchem-1 8 75     SPACE eurjchem-1 8 76 occurring occur VERB eurjchem-1 8 77     SPACE eurjchem-1 8 78 nucleotides nucleotide NOUN eurjchem-1 8 79 . . PUNCT eurjchem-1 8 80     SPACE eurjchem-1 8 81 several several ADJ eurjchem-1 8 82     SPACE eurjchem-1 8 83 promising promising ADJ eurjchem-1 8 84     SPACE eurjchem-1 8 85 antitumor antitumor PROPN eurjchem-1 8 86     SPACE eurjchem-1 8 87 active active ADJ eurjchem-1 8 88     SPACE eurjchem-1 8 89 agents agent NOUN eurjchem-1 8 90     SPACE eurjchem-1 8 91 were be AUX eurjchem-1 8 92     SPACE eurjchem-1 8 93 found find VERB eurjchem-1 8 94     SPACE eurjchem-1 8 95 to to PART eurjchem-1 8 96     SPACE eurjchem-1 8 97 contain contain VERB eurjchem-1 8 98     SPACE eurjchem-1 8 99 the the DET eurjchem-1 8 100     SPACE eurjchem-1 8 101 benzimidazole benzimidazole NOUN eurjchem-1 8 102     SPACE eurjchem-1 8 103 ring ring NOUN eurjchem-1 8 104     SPACE eurjchem-1 8 105 system system NOUN eurjchem-1 8 106     SPACE eurjchem-1 9 1 [ [ X eurjchem-1 9 2 1‐ 1‐ NUM eurjchem-1 9 3 11 11 NUM eurjchem-1 9 4 ] ] PUNCT eurjchem-1 9 5 . . PUNCT eurjchem-1 9 6     SPACE eurjchem-1 9 7 benzimidazoles benzimidazole NOUN eurjchem-1 9 8     SPACE eurjchem-1 9 9 are be AUX eurjchem-1 9 10     SPACE eurjchem-1 9 11 also also ADV eurjchem-1 9 12     SPACE eurjchem-1 9 13 used use VERB eurjchem-1 9 14     SPACE eurjchem-1 9 15 as as ADP eurjchem-1 9 16     SPACE eurjchem-1 9 17 biomimetics biomimetic NOUN eurjchem-1 9 18     SPACE eurjchem-1 9 19 of of ADP eurjchem-1 9 20     SPACE eurjchem-1 9 21 guanine guanine NOUN eurjchem-1 9 22     SPACE eurjchem-1 9 23 residues residue NOUN eurjchem-1 9 24     SPACE eurjchem-1 10 1 [ [ X eurjchem-1 10 2 1 1 NUM eurjchem-1 10 3 ] ] PUNCT eurjchem-1 10 4     SPACE eurjchem-1 10 5 and and CCONJ eurjchem-1 10 6     SPACE eurjchem-1 10 7 benzimidazole benzimidazole NOUN eurjchem-1 10 8     SPACE eurjchem-1 10 9 derivatives derivative NOUN eurjchem-1 10 10     SPACE eurjchem-1 10 11 selectively selectively ADV eurjchem-1 10 12     SPACE eurjchem-1 10 13 inhibit inhibit VERB eurjchem-1 10 14     SPACE eurjchem-1 10 15 endothelial endothelial NOUN eurjchem-1 10 16     SPACE eurjchem-1 10 17 cell cell NOUN eurjchem-1 10 18     SPACE eurjchem-1 10 19 growth growth NOUN eurjchem-1 10 20     SPACE eurjchem-1 10 21 and and CCONJ eurjchem-1 10 22     SPACE eurjchem-1 10 23 suppress suppress VERB eurjchem-1 10 24     SPACE eurjchem-1 10 25 angiogenesis angiogenesis NOUN eurjchem-1 10 26     SPACE eurjchem-1 10 27 in in ADP eurjchem-1 10 28     SPACE eurjchem-1 10 29 vitro vitro VERB eurjchem-1 10 30     SPACE eurjchem-1 10 31 and and CCONJ eurjchem-1 10 32     SPACE eurjchem-1 10 33 in in ADP eurjchem-1 10 34     SPACE eurjchem-1 10 35 vivo vivo NOUN eurjchem-1 10 36     SPACE eurjchem-1 11 1 [ [ X eurjchem-1 11 2 2 2 NUM eurjchem-1 11 3 ] ] PUNCT eurjchem-1 11 4 . . PUNCT eurjchem-1 11 5     SPACE eurjchem-1 12 1 they they PRON eurjchem-1 12 2     SPACE eurjchem-1 12 3 were be AUX eurjchem-1 12 4     SPACE eurjchem-1 12 5 found find VERB eurjchem-1 12 6     SPACE eurjchem-1 12 7 to to PART eurjchem-1 12 8     SPACE eurjchem-1 12 9 exhibit exhibit VERB eurjchem-1 12 10     SPACE eurjchem-1 12 11 antitumor antitumor PROPN eurjchem-1 12 12     SPACE eurjchem-1 12 13 activity activity NOUN eurjchem-1 12 14     SPACE eurjchem-1 12 15 against against ADP eurjchem-1 12 16     SPACE eurjchem-1 12 17 several several ADJ eurjchem-1 12 18     SPACE eurjchem-1 12 19 tumor tumor NOUN eurjchem-1 12 20     SPACE eurjchem-1 12 21 cell cell NOUN eurjchem-1 12 22     SPACE eurjchem-1 12 23 lines line NOUN eurjchem-1 12 24     SPACE eurjchem-1 12 25 like like ADP eurjchem-1 12 26     SPACE eurjchem-1 12 27 breast breast NOUN eurjchem-1 12 28     SPACE eurjchem-1 12 29 cancer cancer NOUN eurjchem-1 12 30     SPACE eurjchem-1 12 31 human human ADJ eurjchem-1 12 32     SPACE eurjchem-1 12 33 cell cell NOUN eurjchem-1 12 34     SPACE eurjchem-1 12 35 ( ( PUNCT eurjchem-1 12 36 mcf‐7 mcf‐7 PROPN eurjchem-1 12 37 ) ) PUNCT eurjchem-1 12 38     SPACE eurjchem-1 12 39 and and CCONJ eurjchem-1 12 40     SPACE eurjchem-1 12 41 lung lung NOUN eurjchem-1 12 42     SPACE eurjchem-1 12 43 cancer cancer NOUN eurjchem-1 12 44     SPACE eurjchem-1 12 45 human human ADJ eurjchem-1 12 46     SPACE eurjchem-1 12 47 cell cell NOUN eurjchem-1 12 48     SPACE eurjchem-1 12 49 ( ( PUNCT eurjchem-1 12 50 a549 a549 PROPN eurjchem-1 12 51 ) ) PUNCT eurjchem-1 12 52     SPACE eurjchem-1 13 1 [ [ X eurjchem-1 13 2 10 10 NUM eurjchem-1 13 3 ] ] PUNCT eurjchem-1 13 4 . . PUNCT eurjchem-1 13 5     SPACE eurjchem-1 13 6 potent potent ADJ eurjchem-1 13 7     SPACE eurjchem-1 13 8 antitumor antitumor PROPN eurjchem-1 13 9     SPACE eurjchem-1 13 10 2‐methylbenzimidazole 2‐methylbenzimidazole NUM eurjchem-1 13 11     SPACE eurjchem-1 13 12 substituted substitute VERB eurjchem-1 13 13     SPACE eurjchem-1 13 14 with with ADP eurjchem-1 13 15     SPACE eurjchem-1 13 16 6 6 NUM eurjchem-1 13 17     SPACE eurjchem-1 13 18 or or CCONJ eurjchem-1 13 19     SPACE eurjchem-1 13 20 5‐ 5‐ NUM eurjchem-1 13 21 membered membere VERB eurjchem-1 13 22     SPACE eurjchem-1 13 23 heterocycles heterocycle NOUN eurjchem-1 13 24     SPACE eurjchem-1 13 25 was be AUX eurjchem-1 13 26     SPACE eurjchem-1 13 27 previously previously ADV eurjchem-1 13 28     SPACE eurjchem-1 13 29 synthesized synthesize VERB eurjchem-1 13 30     SPACE eurjchem-1 13 31 by by ADP eurjchem-1 13 32     SPACE eurjchem-1 13 33 our our PRON eurjchem-1 13 34     SPACE eurjchem-1 13 35 laboratory laboratory NOUN eurjchem-1 13 36     SPACE eurjchem-1 14 1 [ [ X eurjchem-1 14 2 12‐14 12‐14 X eurjchem-1 14 3 ] ] PUNCT eurjchem-1 14 4 . . PUNCT eurjchem-1 14 5     SPACE eurjchem-1 14 6 compounds compound VERB eurjchem-1 14 7     SPACE eurjchem-1 14 8 i i PRON eurjchem-1 14 9     SPACE eurjchem-1 14 10 and and CCONJ eurjchem-1 14 11     SPACE eurjchem-1 14 12 ii ii NOUN eurjchem-1 14 13     SPACE eurjchem-1 14 14 were be AUX eurjchem-1 14 15     SPACE eurjchem-1 14 16 found find VERB eurjchem-1 14 17     SPACE eurjchem-1 14 18 to to PART eurjchem-1 14 19     SPACE eurjchem-1 14 20 be be AUX eurjchem-1 14 21     SPACE eurjchem-1 14 22 potent potent ADJ eurjchem-1 14 23     SPACE eurjchem-1 14 24 against against ADP eurjchem-1 14 25     SPACE eurjchem-1 14 26 non‐small non‐small ADJ eurjchem-1 14 27     SPACE eurjchem-1 14 28 cell cell NOUN eurjchem-1 14 29     SPACE eurjchem-1 14 30 lung lung NOUN eurjchem-1 14 31     SPACE eurjchem-1 14 32 cancer cancer NOUN eurjchem-1 14 33     SPACE eurjchem-1 14 34 and and CCONJ eurjchem-1 14 35     SPACE eurjchem-1 14 36 breast breast NOUN eurjchem-1 14 37     SPACE eurjchem-1 14 38 cancer cancer NOUN eurjchem-1 14 39     SPACE eurjchem-1 14 40 ( ( PUNCT eurjchem-1 14 41 figure figure NOUN eurjchem-1 14 42     SPACE eurjchem-1 14 43 1 1 NUM eurjchem-1 14 44 ) ) PUNCT eurjchem-1 14 45     SPACE eurjchem-1 15 1 [ [ X eurjchem-1 15 2 12 12 NUM eurjchem-1 15 3 ] ] PUNCT eurjchem-1 15 4 . . PUNCT eurjchem-1 15 5     SPACE eurjchem-1 15 6 compounds compound VERB eurjchem-1 15 7 , , PUNCT eurjchem-1 15 8     SPACE eurjchem-1 15 9 2‐methyl‐5‐nitro‐1h‐benzo[d 2‐methyl‐5‐nitro‐1h‐benzo[d NUM eurjchem-1 15 10 ] ] X eurjchem-1 15 11     SPACE eurjchem-1 15 12 imidazole imidazole NOUN eurjchem-1 15 13     SPACE eurjchem-1 15 14 ( ( PUNCT eurjchem-1 15 15 iii iii NOUN eurjchem-1 15 16 ) ) PUNCT eurjchem-1 15 17     SPACE eurjchem-1 15 18 and and CCONJ eurjchem-1 15 19     SPACE eurjchem-1 15 20 1‐(5‐((2‐methyl‐5‐nitro‐1h‐benzo[d 1‐(5‐((2‐methyl‐5‐nitro‐1h‐benzo[d NUM eurjchem-1 15 21 ] ] PUNCT eurjchem-1 15 22     SPACE eurjchem-1 15 23 imidazol‐1‐yl)methyl)‐1,3,4‐thiadiazol‐2‐ylthio)propan‐2‐one imidazol‐1‐yl)methyl)‐1,3,4‐thiadiazol‐2‐ylthio)propan‐2‐one NOUN eurjchem-1 15 24     SPACE eurjchem-1 15 25 ( ( PUNCT eurjchem-1 15 26 iv iv NUM eurjchem-1 15 27 ) ) PUNCT eurjchem-1 15 28 , , PUNCT eurjchem-1 15 29     SPACE eurjchem-1 15 30 were be AUX eurjchem-1 15 31     SPACE eurjchem-1 15 32 found find VERB eurjchem-1 15 33     SPACE eurjchem-1 15 34 to to PART eurjchem-1 15 35     SPACE eurjchem-1 15 36 have have VERB eurjchem-1 15 37     SPACE eurjchem-1 15 38 high high ADJ eurjchem-1 15 39     SPACE eurjchem-1 15 40 cytotoxic cytotoxic ADJ eurjchem-1 15 41     SPACE eurjchem-1 15 42 activity activity NOUN eurjchem-1 15 43     SPACE eurjchem-1 15 44 against against ADP eurjchem-1 15 45     SPACE eurjchem-1 15 46 breast breast NOUN eurjchem-1 15 47     SPACE eurjchem-1 15 48 cancer cancer NOUN eurjchem-1 15 49     SPACE eurjchem-1 15 50 ( ( PUNCT eurjchem-1 15 51 mcf7 mcf7 PROPN eurjchem-1 15 52 ) ) PUNCT eurjchem-1 15 53     SPACE eurjchem-1 15 54 ( ( PUNCT eurjchem-1 15 55 figure figure NOUN eurjchem-1 15 56     SPACE eurjchem-1 15 57 1 1 NUM eurjchem-1 15 58 ) ) PUNCT eurjchem-1 15 59     SPACE eurjchem-1 16 1 [ [ X eurjchem-1 16 2 14 14 NUM eurjchem-1 16 3 ] ] PUNCT eurjchem-1 16 4 . . PUNCT eurjchem-1 16 5       SPACE eurjchem-1 16 6 on on ADP eurjchem-1 16 7     SPACE eurjchem-1 16 8 the the DET eurjchem-1 16 9     SPACE eurjchem-1 16 10 other other ADJ eurjchem-1 16 11     SPACE eurjchem-1 16 12 hand hand NOUN eurjchem-1 16 13 , , PUNCT eurjchem-1 16 14     SPACE eurjchem-1 16 15 five‐membered five‐membere VERB eurjchem-1 16 16     SPACE eurjchem-1 16 17 1,3,4‐oxadiazole 1,3,4‐oxadiazole NUM eurjchem-1 16 18     SPACE eurjchem-1 16 19 heterocycles heterocycle NOUN eurjchem-1 16 20     SPACE eurjchem-1 16 21 are be AUX eurjchem-1 16 22     SPACE eurjchem-1 16 23 also also ADV eurjchem-1 16 24     SPACE eurjchem-1 16 25 useful useful ADJ eurjchem-1 16 26     SPACE eurjchem-1 16 27 intermediates intermediate NOUN eurjchem-1 16 28     SPACE eurjchem-1 16 29 for for ADP eurjchem-1 16 30     SPACE eurjchem-1 16 31 the the DET eurjchem-1 16 32     SPACE eurjchem-1 16 33 development development NOUN eurjchem-1 16 34     SPACE eurjchem-1 16 35 of of ADP eurjchem-1 16 36     SPACE eurjchem-1 16 37 molecules molecule NOUN eurjchem-1 16 38     SPACE eurjchem-1 16 39 of of ADP eurjchem-1 16 40     SPACE eurjchem-1 16 41 pharmaceutical pharmaceutical NOUN eurjchem-1 16 42     SPACE eurjchem-1 16 43 interest interest NOUN eurjchem-1 16 44     SPACE eurjchem-1 16 45 where where SCONJ eurjchem-1 16 46     SPACE eurjchem-1 16 47 several several ADJ eurjchem-1 16 48     SPACE eurjchem-1 16 49 promising promising ADJ eurjchem-1 16 50     SPACE eurjchem-1 16 51 antitumor antitumor PROPN eurjchem-1 16 52     SPACE eurjchem-1 16 53 compounds compound NOUN eurjchem-1 16 54     SPACE eurjchem-1 16 55 are be AUX eurjchem-1 16 56     SPACE eurjchem-1 16 57 found find VERB eurjchem-1 16 58     SPACE eurjchem-1 16 59 to to PART eurjchem-1 16 60     SPACE eurjchem-1 16 61 contain contain VERB eurjchem-1 16 62     SPACE eurjchem-1 16 63 the the DET eurjchem-1 16 64     SPACE eurjchem-1 16 65 oxadiazole oxadiazole NOUN eurjchem-1 16 66     SPACE eurjchem-1 16 67 ring ring NOUN eurjchem-1 16 68     SPACE eurjchem-1 16 69 system system NOUN eurjchem-1 16 70     SPACE eurjchem-1 16 71 [ [ X eurjchem-1 16 72 15‐17 15‐17 NOUN eurjchem-1 16 73 ] ] PUNCT eurjchem-1 16 74 . . PUNCT eurjchem-1 16 75     SPACE eurjchem-1 16 76 1,3,4‐oxadiazole 1,3,4‐oxadiazole NUM eurjchem-1 16 77     SPACE eurjchem-1 16 78 heterocycles heterocycle NOUN eurjchem-1 16 79     SPACE eurjchem-1 16 80 are be AUX eurjchem-1 16 81     SPACE eurjchem-1 16 82 good good ADJ eurjchem-1 16 83     SPACE eurjchem-1 16 84 bioisosteres bioisostere NOUN eurjchem-1 16 85     SPACE eurjchem-1 16 86 of of ADP eurjchem-1 16 87     SPACE eurjchem-1 16 88 amides amide NOUN eurjchem-1 16 89     SPACE eurjchem-1 16 90 and and CCONJ eurjchem-1 16 91     SPACE eurjchem-1 16 92 esters ester NOUN eurjchem-1 16 93 , , PUNCT eurjchem-1 16 94     SPACE eurjchem-1 16 95 which which PRON eurjchem-1 16 96     SPACE eurjchem-1 16 97 can can AUX eurjchem-1 16 98     SPACE eurjchem-1 16 99 contribute contribute VERB eurjchem-1 16 100     SPACE eurjchem-1 16 101 substantially substantially ADV eurjchem-1 16 102     SPACE eurjchem-1 16 103 in in ADP eurjchem-1 16 104     SPACE eurjchem-1 16 105 increasing increase VERB eurjchem-1 16 106     SPACE eurjchem-1 16 107 pharmacological pharmacological NOUN eurjchem-1 16 108     SPACE eurjchem-1 16 109 activity activity NOUN eurjchem-1 16 110     SPACE eurjchem-1 16 111 by by ADP eurjchem-1 16 112     SPACE eurjchem-1 16 113 participating participate VERB eurjchem-1 16 114     SPACE eurjchem-1 16 115 in in ADP eurjchem-1 16 116     SPACE eurjchem-1 16 117 hydrogen hydrogen NOUN eurjchem-1 16 118     SPACE eurjchem-1 16 119 bonding bonding NOUN eurjchem-1 16 120     SPACE eurjchem-1 16 121 interactions interaction NOUN eurjchem-1 16 122     SPACE eurjchem-1 16 123 with with ADP eurjchem-1 16 124     SPACE eurjchem-1 16 125 the the DET eurjchem-1 16 126     SPACE eurjchem-1 16 127 receptors receptor NOUN eurjchem-1 16 128     SPACE eurjchem-1 17 1 [ [ X eurjchem-1 17 2 18 18 NUM eurjchem-1 17 3 ] ] PUNCT eurjchem-1 17 4 . . PUNCT eurjchem-1 17 5     SPACE eurjchem-1 18 1 as as ADP eurjchem-1 18 2     SPACE eurjchem-1 18 3 a a DET eurjchem-1 18 4     SPACE eurjchem-1 18 5 continuation continuation NOUN eurjchem-1 18 6     SPACE eurjchem-1 18 7 to to ADP eurjchem-1 18 8     SPACE eurjchem-1 18 9 our our PRON eurjchem-1 18 10     SPACE eurjchem-1 18 11 previous previous ADJ eurjchem-1 18 12     SPACE eurjchem-1 18 13 work work NOUN eurjchem-1 18 14     SPACE eurjchem-1 18 15 in in ADP eurjchem-1 18 16     SPACE eurjchem-1 18 17 synthesizing synthesize VERB eurjchem-1 18 18     SPACE eurjchem-1 18 19 antitumor antitumor PROPN eurjchem-1 18 20     SPACE eurjchem-1 18 21 benzimidazoles benzimidazole NOUN eurjchem-1 18 22 , , PUNCT eurjchem-1 18 23     SPACE eurjchem-1 18 24 we we PRON eurjchem-1 18 25     SPACE eurjchem-1 18 26 aimed aim VERB eurjchem-1 18 27     SPACE eurjchem-1 18 28 in in ADP eurjchem-1 18 29     SPACE eurjchem-1 18 30 this this DET eurjchem-1 18 31     SPACE eurjchem-1 18 32 manuscript manuscript NOUN eurjchem-1 18 33     SPACE eurjchem-1 18 34 to to PART eurjchem-1 18 35     SPACE eurjchem-1 18 36 investigate investigate VERB eurjchem-1 18 37     SPACE eurjchem-1 18 38 the the DET eurjchem-1 18 39     SPACE eurjchem-1 18 40 effect effect NOUN eurjchem-1 18 41     SPACE eurjchem-1 18 42 of of ADP eurjchem-1 18 43     SPACE eurjchem-1 18 44 substitution substitution NOUN eurjchem-1 18 45     SPACE eurjchem-1 18 46 of of ADP eurjchem-1 18 47     SPACE eurjchem-1 18 48 the the DET eurjchem-1 18 49     SPACE eurjchem-1 18 50 benzimidazole benzimidazole NOUN eurjchem-1 18 51     SPACE eurjchem-1 18 52 moiety moiety NOUN eurjchem-1 18 53     SPACE eurjchem-1 18 54 at at ADP eurjchem-1 18 55     SPACE eurjchem-1 18 56 its its PRON eurjchem-1 18 57     SPACE eurjchem-1 18 58 5(6 5(6 NUM eurjchem-1 18 59 ) ) PUNCT eurjchem-1 18 60     SPACE eurjchem-1 18 61 position position NOUN eurjchem-1 18 62     SPACE eurjchem-1 18 63 by by ADP eurjchem-1 18 64     SPACE eurjchem-1 18 65 a a DET eurjchem-1 18 66     SPACE eurjchem-1 18 67 basic basic ADJ eurjchem-1 18 68     SPACE eurjchem-1 18 69 moiety moiety NOUN eurjchem-1 18 70 , , PUNCT eurjchem-1 18 71     SPACE eurjchem-1 18 72 which which PRON eurjchem-1 18 73     SPACE eurjchem-1 18 74 is be AUX eurjchem-1 18 75     SPACE eurjchem-1 18 76 1,3,4‐ 1,3,4‐ NUM eurjchem-1 18 77 oxadiazole oxadiazole NOUN eurjchem-1 18 78     SPACE eurjchem-1 18 79 carrying carry VERB eurjchem-1 18 80     SPACE eurjchem-1 18 81 different different ADJ eurjchem-1 18 82     SPACE eurjchem-1 18 83 lipophilic lipophilic NOUN eurjchem-1 18 84     SPACE eurjchem-1 18 85 and and CCONJ eurjchem-1 18 86     SPACE eurjchem-1 18 87 polar polar ADJ eurjchem-1 18 88     SPACE eurjchem-1 18 89 groups group NOUN eurjchem-1 18 90     SPACE eurjchem-1 18 91 on on ADP eurjchem-1 18 92     SPACE eurjchem-1 18 93 the the DET eurjchem-1 18 94     SPACE eurjchem-1 18 95 antitumor antitumor PROPN eurjchem-1 18 96     SPACE eurjchem-1 18 97 activity activity NOUN eurjchem-1 18 98     SPACE eurjchem-1 18 99 against against ADP eurjchem-1 18 100     SPACE eurjchem-1 18 101 breast breast NOUN eurjchem-1 18 102     SPACE eurjchem-1 18 103 cancer cancer NOUN eurjchem-1 18 104     SPACE eurjchem-1 18 105 ( ( PUNCT eurjchem-1 18 106 mcf‐7 mcf‐7 PROPN eurjchem-1 18 107 ) ) PUNCT eurjchem-1 18 108     SPACE eurjchem-1 18 109 and and CCONJ eurjchem-1 18 110     SPACE eurjchem-1 18 111 lung lung NOUN eurjchem-1 18 112     SPACE eurjchem-1 18 113 cancer cancer NOUN eurjchem-1 18 114     SPACE eurjchem-1 18 115 ( ( PUNCT eurjchem-1 18 116 a549 a549 PROPN eurjchem-1 18 117 ) ) PUNCT eurjchem-1 18 118     SPACE eurjchem-1 18 119 human human ADJ eurjchem-1 18 120     SPACE eurjchem-1 18 121 cell cell NOUN eurjchem-1 18 122     SPACE eurjchem-1 18 123 lines line NOUN eurjchem-1 18 124 . . PUNCT eurjchem-1 18 125         SPACE eurjchem-1 19 1 2 2 NUM eurjchem-1 19 2 . . PUNCT eurjchem-1 19 3     SPACE eurjchem-1 19 4 experimental experimental ADJ eurjchem-1 19 5         SPACE eurjchem-1 19 6 2.1 2.1 NUM eurjchem-1 19 7 . . PUNCT eurjchem-1 19 8     SPACE eurjchem-1 19 9 synthesis synthesis NOUN eurjchem-1 19 10         SPACE eurjchem-1 19 11 2.1.1 2.1.1 NUM eurjchem-1 19 12 . . PUNCT eurjchem-1 19 13     SPACE eurjchem-1 19 14 preparation preparation NOUN eurjchem-1 19 15     SPACE eurjchem-1 19 16 of of ADP eurjchem-1 19 17     SPACE eurjchem-1 19 18 5­(2­methyl­1h­benzo[d]imidazol­5­ 5­(2­methyl­1h­benzo[d]imidazol­5­ NOUN eurjchem-1 19 19 yl)­1,3,4­oxadiazole­2(3h)­thione yl)­1,3,4­oxadiazole­2(3h)­thione NOUN eurjchem-1 19 20     SPACE eurjchem-1 19 21 ( ( PUNCT eurjchem-1 19 22 7 7 NUM eurjchem-1 19 23 ) ) PUNCT eurjchem-1 19 24     SPACE eurjchem-1 19 25 and and CCONJ eurjchem-1 19 26     SPACE eurjchem-1 19 27 5­(2­methyl­6­ 5­(2­methyl­6­ PROPN eurjchem-1 19 28 nitro­1h­benzo[d]imidazole­5­yl)­1,3,4­oxadiazole­2(3h)­ nitro­1h­benzo[d]imidazole­5­yl)­1,3,4­oxadiazole­2(3h)­ PROPN eurjchem-1 19 29 thione thione NOUN eurjchem-1 19 30     SPACE eurjchem-1 19 31 ( ( PUNCT eurjchem-1 19 32 14 14 NUM eurjchem-1 19 33 ) ) PUNCT eurjchem-1 19 34         SPACE eurjchem-1 19 35 general general ADJ eurjchem-1 19 36     SPACE eurjchem-1 19 37 procedure procedure NOUN eurjchem-1 19 38 : : PUNCT eurjchem-1 19 39     SPACE eurjchem-1 19 40 a a DET eurjchem-1 19 41     SPACE eurjchem-1 19 42 mixture mixture NOUN eurjchem-1 19 43     SPACE eurjchem-1 19 44 of of ADP eurjchem-1 19 45     SPACE eurjchem-1 19 46 6a 6a NOUN eurjchem-1 19 47     SPACE eurjchem-1 19 48 or or CCONJ eurjchem-1 19 49     SPACE eurjchem-1 19 50 6b 6b NOUN eurjchem-1 19 51     SPACE eurjchem-1 19 52 ( ( PUNCT eurjchem-1 19 53 5 5 NUM eurjchem-1 19 54     SPACE eurjchem-1 19 55 mmole mmole NOUN eurjchem-1 19 56 ) ) PUNCT eurjchem-1 19 57 , , PUNCT eurjchem-1 19 58     SPACE eurjchem-1 19 59 koh koh PROPN eurjchem-1 19 60     SPACE eurjchem-1 19 61 ( ( PUNCT eurjchem-1 19 62 5 5 NUM eurjchem-1 19 63     SPACE eurjchem-1 19 64 mmole mmole NOUN eurjchem-1 19 65 ) ) PUNCT eurjchem-1 19 66     SPACE eurjchem-1 19 67 and and CCONJ eurjchem-1 19 68     SPACE eurjchem-1 19 69 carbon carbon NOUN eurjchem-1 19 70     SPACE eurjchem-1 19 71 disulphide disulphide ADV eurjchem-1 19 72     SPACE eurjchem-1 19 73 ( ( PUNCT eurjchem-1 19 74 5 5 NUM eurjchem-1 19 75     SPACE eurjchem-1 19 76 ml ml NOUN eurjchem-1 19 77 ) ) PUNCT eurjchem-1 19 78     SPACE eurjchem-1 19 79 in in ADP eurjchem-1 19 80     SPACE eurjchem-1 19 81 ethanol ethanol NOUN eurjchem-1 19 82     SPACE eurjchem-1 19 83 ( ( PUNCT eurjchem-1 19 84 50 50 NUM eurjchem-1 19 85     SPACE eurjchem-1 19 86 ml ml NOUN eurjchem-1 19 87 ) ) PUNCT eurjchem-1 19 88     SPACE eurjchem-1 19 89 was be AUX eurjchem-1 19 90     SPACE eurjchem-1 19 91 refluxed refluxe VERB eurjchem-1 19 92     SPACE eurjchem-1 19 93 for for ADP eurjchem-1 19 94     SPACE eurjchem-1 19 95 12 12 NUM eurjchem-1 19 96     SPACE eurjchem-1 19 97 h h NOUN eurjchem-1 19 98     SPACE eurjchem-1 19 99 ( ( PUNCT eurjchem-1 19 100 scheme scheme NOUN eurjchem-1 19 101     SPACE eurjchem-1 19 102 1 1 NUM eurjchem-1 19 103 ) ) PUNCT eurjchem-1 19 104 . . PUNCT eurjchem-1 19 105     SPACE eurjchem-1 20 1 the the DET eurjchem-1 20 2     SPACE eurjchem-1 20 3 reaction reaction NOUN eurjchem-1 20 4     SPACE eurjchem-1 20 5 mixture mixture NOUN eurjchem-1 20 6     SPACE eurjchem-1 20 7 was be AUX eurjchem-1 20 8     SPACE eurjchem-1 20 9 then then ADV eurjchem-1 20 10     SPACE eurjchem-1 20 11 concentrated concentrate VERB eurjchem-1 20 12 , , PUNCT eurjchem-1 20 13     SPACE eurjchem-1 20 14 cooled cool VERB eurjchem-1 20 15     SPACE eurjchem-1 20 16 and and CCONJ eurjchem-1 20 17     SPACE eurjchem-1 20 18 acidified acidify VERB eurjchem-1 20 19     SPACE eurjchem-1 20 20 with with ADP eurjchem-1 20 21     SPACE eurjchem-1 20 22 dilute dilute VERB eurjchem-1 20 23     SPACE eurjchem-1 20 24 hcl hcl PROPN eurjchem-1 20 25 . . PUNCT eurjchem-1 20 26     SPACE eurjchem-1 21 1 the the DET eurjchem-1 21 2     SPACE eurjchem-1 21 3 solid solid ADJ eurjchem-1 21 4     SPACE eurjchem-1 21 5 mass mass NOUN eurjchem-1 21 6     SPACE eurjchem-1 21 7 that that PRON eurjchem-1 21 8     SPACE eurjchem-1 21 9 separated separate VERB eurjchem-1 21 10     SPACE eurjchem-1 21 11 out out ADP eurjchem-1 21 12 , , PUNCT eurjchem-1 21 13     SPACE eurjchem-1 21 14 was be AUX eurjchem-1 21 15     SPACE eurjchem-1 21 16 filtered filter VERB eurjchem-1 21 17 , , PUNCT eurjchem-1 21 18     SPACE eurjchem-1 21 19 washed wash VERB eurjchem-1 21 20     SPACE eurjchem-1 21 21 with with ADP eurjchem-1 21 22     SPACE eurjchem-1 21 23 ethanol ethanol NOUN eurjchem-1 21 24 , , PUNCT eurjchem-1 21 25     SPACE eurjchem-1 21 26 dried dry VERB eurjchem-1 21 27     SPACE eurjchem-1 21 28 and and CCONJ eurjchem-1 21 29     SPACE eurjchem-1 21 30 recrystallized recrystallize VERB eurjchem-1 21 31     SPACE eurjchem-1 21 32 from from ADP eurjchem-1 21 33     SPACE eurjchem-1 21 34 ethanol ethanol NOUN eurjchem-1 21 35     SPACE eurjchem-1 21 36 as as ADP eurjchem-1 21 37     SPACE eurjchem-1 21 38 a a DET eurjchem-1 21 39     SPACE eurjchem-1 21 40 greenish‐brown greenish‐brown ADJ eurjchem-1 21 41     SPACE eurjchem-1 21 42 powder powder NOUN eurjchem-1 21 43 . . PUNCT eurjchem-1 21 44         SPACE eurjchem-1 22 1 2.1.1.1 2.1.1.1 NUM eurjchem-1 22 2 . . PUNCT eurjchem-1 22 3     SPACE eurjchem-1 22 4 compound compound NOUN eurjchem-1 22 5     SPACE eurjchem-1 22 6 7 7 NUM eurjchem-1 22 7 : : PUNCT eurjchem-1 22 8     SPACE eurjchem-1 22 9 rf rf NOUN eurjchem-1 22 10     SPACE eurjchem-1 22 11 = = NOUN eurjchem-1 22 12     SPACE eurjchem-1 22 13 0.76 0.76 NUM eurjchem-1 22 14     SPACE eurjchem-1 22 15 ( ( PUNCT eurjchem-1 22 16 chloroform chloroform NOUN eurjchem-1 22 17 / / SYM eurjchem-1 22 18 ethylacetate/ ethylacetate/ NUM eurjchem-1 22 19     SPACE eurjchem-1 22 20 methanol methanol NOUN eurjchem-1 22 21 , , PUNCT eurjchem-1 22 22     SPACE eurjchem-1 22 23 1:2:1 1:2:1 NUM eurjchem-1 22 24 ) ) PUNCT eurjchem-1 22 25 . . PUNCT eurjchem-1 22 26     SPACE eurjchem-1 23 1 yield yield NOUN eurjchem-1 23 2 : : PUNCT eurjchem-1 23 3     SPACE eurjchem-1 23 4 90 90 NUM eurjchem-1 23 5 % % NOUN eurjchem-1 23 6 . . PUNCT eurjchem-1 23 7     SPACE eurjchem-1 24 1 m.p m.p PROPN eurjchem-1 24 2 . . PROPN eurjchem-1 24 3 : : PUNCT eurjchem-1 24 4     SPACE eurjchem-1 24 5 > > X eurjchem-1 24 6 300 300 NUM eurjchem-1 24 7     SPACE eurjchem-1 24 8 oc oc PROPN eurjchem-1 24 9 . . PUNCT eurjchem-1 24 10     SPACE eurjchem-1 25 1 1h‐nmr 1h‐nmr NUM eurjchem-1 25 2     SPACE eurjchem-1 25 3 ( ( PUNCT eurjchem-1 25 4 500 500 NUM eurjchem-1 25 5     SPACE eurjchem-1 25 6 mhz mhz NOUN eurjchem-1 25 7 , , PUNCT eurjchem-1 25 8     SPACE eurjchem-1 25 9 dmso‐d6 dmso‐d6 NOUN eurjchem-1 25 10 ) ) PUNCT eurjchem-1 25 11     SPACE eurjchem-1 25 12 δ δ PROPN eurjchem-1 25 13 : : PUNCT eurjchem-1 25 14     SPACE eurjchem-1 25 15 2.54 2.54 NUM eurjchem-1 25 16     SPACE eurjchem-1 25 17 ( ( PUNCT eurjchem-1 25 18 s s PROPN eurjchem-1 25 19 , , PUNCT eurjchem-1 25 20     SPACE eurjchem-1 25 21 3h 3h NUM eurjchem-1 25 22 , , PUNCT eurjchem-1 25 23     SPACE eurjchem-1 25 24 ch3 ch3 PROPN eurjchem-1 25 25 ) ) PUNCT eurjchem-1 25 26 , , PUNCT eurjchem-1 25 27     SPACE eurjchem-1 25 28 7.60 7.60 NUM eurjchem-1 25 29     SPACE eurjchem-1 25 30 ( ( PUNCT eurjchem-1 25 31 d d NOUN eurjchem-1 25 32 , , PUNCT eurjchem-1 25 33     SPACE eurjchem-1 25 34 j=8.6 j=8.6 NOUN eurjchem-1 25 35     SPACE eurjchem-1 25 36 hz hz VERB eurjchem-1 25 37 , , PUNCT eurjchem-1 25 38     SPACE eurjchem-1 25 39 1h 1h NUM eurjchem-1 25 40 , , PUNCT eurjchem-1 25 41     SPACE eurjchem-1 25 42 h7 h7 PROPN eurjchem-1 25 43 ) ) PUNCT eurjchem-1 25 44 , , PUNCT eurjchem-1 25 45     SPACE eurjchem-1 25 46 7.65 7.65 NUM eurjchem-1 25 47     SPACE eurjchem-1 25 48 ( ( PUNCT eurjchem-1 25 49 d d PROPN eurjchem-1 25 50 , , PUNCT eurjchem-1 25 51     SPACE eurjchem-1 25 52 j j PROPN eurjchem-1 25 53     SPACE eurjchem-1 26 1 = = NOUN eurjchem-1 26 2     SPACE eurjchem-1 26 3 8.6 8.6 NUM eurjchem-1 26 4     SPACE eurjchem-1 26 5 hz hz VERB eurjchem-1 26 6 , , PUNCT eurjchem-1 26 7       SPACE eurjchem-1 26 8 1h 1h NUM eurjchem-1 26 9 , , PUNCT eurjchem-1 26 10       SPACE eurjchem-1 26 11 h6 h6 PROPN eurjchem-1 26 12 ) ) PUNCT eurjchem-1 26 13 , , PUNCT eurjchem-1 26 14       SPACE eurjchem-1 26 15 7.92 7.92 NUM eurjchem-1 26 16       SPACE eurjchem-1 26 17 ( ( PUNCT eurjchem-1 26 18 s s PROPN eurjchem-1 26 19 , , PUNCT eurjchem-1 26 20     SPACE eurjchem-1 26 21 1h 1h NUM eurjchem-1 26 22 , , PUNCT eurjchem-1 26 23     SPACE eurjchem-1 26 24 h4 h4 NOUN eurjchem-1 26 25 ) ) PUNCT eurjchem-1 26 26 , , PUNCT eurjchem-1 26 27     SPACE eurjchem-1 26 28 10.30 10.30 NUM eurjchem-1 26 29 , , PUNCT eurjchem-1 26 30     SPACE eurjchem-1 26 31 11.63 11.63 NUM eurjchem-1 26 32     SPACE eurjchem-1 26 33 ( ( PUNCT eurjchem-1 26 34 br br PROPN eurjchem-1 26 35 . . PROPN eurjchem-1 26 36 , , PUNCT eurjchem-1 26 37     SPACE eurjchem-1 26 38 nh nh PROPN eurjchem-1 26 39           SPACE eurjchem-1 26 40 68 68 NUM eurjchem-1 26 41     SPACE eurjchem-1 26 42 galal galal PROPN eurjchem-1 26 43     SPACE eurjchem-1 26 44 et et PROPN eurjchem-1 26 45     SPACE eurjchem-1 26 46 al al PROPN eurjchem-1 26 47 . . PROPN eurjchem-1 26 48     SPACE eurjchem-1 26 49 / / SYM eurjchem-1 26 50     SPACE eurjchem-1 26 51 european european ADJ eurjchem-1 26 52     SPACE eurjchem-1 26 53 journal journal NOUN eurjchem-1 26 54     SPACE eurjchem-1 26 55 of of ADP eurjchem-1 26 56     SPACE eurjchem-1 26 57 chemistry chemistry NOUN eurjchem-1 26 58     SPACE eurjchem-1 26 59 1 1 NUM eurjchem-1 26 60     SPACE eurjchem-1 26 61 ( ( PUNCT eurjchem-1 26 62 2 2 NUM eurjchem-1 26 63 ) ) PUNCT eurjchem-1 26 64     SPACE eurjchem-1 26 65 ( ( PUNCT eurjchem-1 26 66 2010 2010 NUM eurjchem-1 26 67 ) ) PUNCT eurjchem-1 26 68     SPACE eurjchem-1 27 1 67­72 67­72 NUM eurjchem-1 27 2                 SPACE eurjchem-1 27 3 i i PRON eurjchem-1 27 4     SPACE eurjchem-1 27 5 ( ( PUNCT eurjchem-1 27 6 breast breast NOUN eurjchem-1 27 7     SPACE eurjchem-1 27 8 cancer cancer NOUN eurjchem-1 27 9 , , PUNCT eurjchem-1 27 10     SPACE eurjchem-1 27 11 mcf7 mcf7 NOUN eurjchem-1 27 12 , , PUNCT eurjchem-1 27 13     SPACE eurjchem-1 27 14 gi50=1.82e‐05 gi50=1.82e‐05 NOUN eurjchem-1 27 15 ) ) PUNCT eurjchem-1 27 16     SPACE eurjchem-1 27 17 ( ( PUNCT eurjchem-1 27 18 breast breast NOUN eurjchem-1 27 19     SPACE eurjchem-1 27 20 cancer cancer NOUN eurjchem-1 27 21 , , PUNCT eurjchem-1 27 22     SPACE eurjchem-1 27 23 t47d t47d NUM eurjchem-1 27 24 , , PUNCT eurjchem-1 27 25     SPACE eurjchem-1 27 26 gi50= gi50= PROPN eurjchem-1 27 27     SPACE eurjchem-1 27 28 1.68e‐06 1.68e‐06 NOUN eurjchem-1 27 29 ) ) PUNCT eurjchem-1 27 30                                               SPACE eurjchem-1 27 31 ( ( PUNCT eurjchem-1 27 32 non non ADJ eurjchem-1 27 33     SPACE eurjchem-1 27 34 small small ADJ eurjchem-1 27 35     SPACE eurjchem-1 27 36 lung lung NOUN eurjchem-1 27 37     SPACE eurjchem-1 27 38 cancer cancer NOUN eurjchem-1 27 39 , , PUNCT eurjchem-1 27 40     SPACE eurjchem-1 27 41 hop92 hop92 PROPN eurjchem-1 27 42 , , PUNCT eurjchem-1 27 43     SPACE eurjchem-1 27 44 gi50=1.49 gi50=1.49 NOUN eurjchem-1 27 45     SPACE eurjchem-1 27 46 e‐05 e‐05 ADJ eurjchem-1 27 47 ) ) PUNCT eurjchem-1 27 48             SPACE eurjchem-1 27 49 ii ii PROPN eurjchem-1 27 50     SPACE eurjchem-1 27 51 ( ( PUNCT eurjchem-1 27 52 breast breast NOUN eurjchem-1 27 53     SPACE eurjchem-1 27 54 cancer cancer NOUN eurjchem-1 27 55 , , PUNCT eurjchem-1 27 56     SPACE eurjchem-1 27 57 mcf7 mcf7 NOUN eurjchem-1 27 58 , , PUNCT eurjchem-1 27 59     SPACE eurjchem-1 27 60 gi50=2.87e‐05 gi50=2.87e‐05 NOUN eurjchem-1 27 61 ) ) PUNCT eurjchem-1 27 62     SPACE eurjchem-1 27 63 ( ( PUNCT eurjchem-1 27 64 breast breast NOUN eurjchem-1 27 65     SPACE eurjchem-1 27 66 cancer cancer NOUN eurjchem-1 27 67 , , PUNCT eurjchem-1 27 68     SPACE eurjchem-1 27 69 t47d t47d NUM eurjchem-1 27 70 , , PUNCT eurjchem-1 27 71     SPACE eurjchem-1 27 72 gi50= gi50= PROPN eurjchem-1 27 73     SPACE eurjchem-1 27 74 1.68e‐06 1.68e‐06 NOUN eurjchem-1 27 75 ) ) PUNCT eurjchem-1 27 76     SPACE eurjchem-1 27 77 ( ( PUNCT eurjchem-1 27 78 non non ADJ eurjchem-1 27 79     SPACE eurjchem-1 27 80 small small ADJ eurjchem-1 27 81     SPACE eurjchem-1 27 82 lung lung NOUN eurjchem-1 27 83     SPACE eurjchem-1 27 84 cancer cancer NOUN eurjchem-1 27 85 , , PUNCT eurjchem-1 27 86     SPACE eurjchem-1 27 87 nci‐h522 nci‐h522 NOUN eurjchem-1 27 88 , , PUNCT eurjchem-1 27 89     SPACE eurjchem-1 27 90 gi50=1.25 gi50=1.25 ADJ eurjchem-1 27 91     SPACE eurjchem-1 27 92 e‐06 e‐06 NOUN eurjchem-1 27 93 ) ) PUNCT eurjchem-1 27 94                                           SPACE eurjchem-1 27 95 iii iii NOUN eurjchem-1 27 96     SPACE eurjchem-1 27 97 ( ( PUNCT eurjchem-1 27 98 breast breast NOUN eurjchem-1 27 99     SPACE eurjchem-1 27 100 cancer cancer NOUN eurjchem-1 27 101 , , PUNCT eurjchem-1 27 102     SPACE eurjchem-1 27 103 mcf7 mcf7 NOUN eurjchem-1 27 104 , , PUNCT eurjchem-1 27 105     SPACE eurjchem-1 27 106 ic50 ic50 PROPN eurjchem-1 27 107     SPACE eurjchem-1 27 108 = = NOUN eurjchem-1 27 109     SPACE eurjchem-1 27 110 4.2 4.2 NUM eurjchem-1 27 111     SPACE eurjchem-1 27 112 µm µm NOUN eurjchem-1 27 113 ) ) PUNCT eurjchem-1 27 114         SPACE eurjchem-1 27 115 iv iv VERB eurjchem-1 27 116     SPACE eurjchem-1 27 117 ( ( PUNCT eurjchem-1 27 118 breast breast NOUN eurjchem-1 27 119     SPACE eurjchem-1 27 120 cancer cancer NOUN eurjchem-1 27 121 , , PUNCT eurjchem-1 27 122     SPACE eurjchem-1 27 123 mcf7 mcf7 NOUN eurjchem-1 27 124 , , PUNCT eurjchem-1 27 125     SPACE eurjchem-1 27 126 ic50 ic50 PROPN eurjchem-1 27 127     SPACE eurjchem-1 27 128 = = NOUN eurjchem-1 27 129     SPACE eurjchem-1 27 130 8.29 8.29 NUM eurjchem-1 27 131     SPACE eurjchem-1 27 132 µm µm NOUN eurjchem-1 27 133 ) ) PUNCT eurjchem-1 27 134         SPACE eurjchem-1 27 135 figure figure NOUN eurjchem-1 27 136     SPACE eurjchem-1 27 137 1 1 NUM eurjchem-1 27 138 . . PUNCT eurjchem-1 27 139     SPACE eurjchem-1 27 140 structures structure NOUN eurjchem-1 27 141     SPACE eurjchem-1 27 142 of of ADP eurjchem-1 27 143     SPACE eurjchem-1 27 144 previously previously ADV eurjchem-1 27 145     SPACE eurjchem-1 27 146 synthesized synthesize VERB eurjchem-1 27 147     SPACE eurjchem-1 27 148 potent potent NOUN eurjchem-1 27 149     SPACE eurjchem-1 27 150 antitumor antitumor PROPN eurjchem-1 27 151     SPACE eurjchem-1 27 152 benzimidazoles benzimidazole NOUN eurjchem-1 27 153 . . PUNCT eurjchem-1 27 154                 SPACE eurjchem-1 27 155 scheme scheme NOUN eurjchem-1 27 156     SPACE eurjchem-1 27 157 1 1 NUM eurjchem-1 27 158         SPACE eurjchem-1 27 159 benzimidazole benzimidazole NOUN eurjchem-1 27 160 , , PUNCT eurjchem-1 27 161     SPACE eurjchem-1 27 162 nh nh PROPN eurjchem-1 27 163     SPACE eurjchem-1 27 164 oxadiazolethione oxadiazolethione NOUN eurjchem-1 27 165     SPACE eurjchem-1 27 166 ring ring NOUN eurjchem-1 27 167 , , PUNCT eurjchem-1 27 168     SPACE eurjchem-1 27 169 d2o d2o NOUN eurjchem-1 27 170     SPACE eurjchem-1 27 171 exchangeable exchangeable ADJ eurjchem-1 27 172 ) ) PUNCT eurjchem-1 27 173 . . PUNCT eurjchem-1 27 174     SPACE eurjchem-1 28 1 ir ir VERB eurjchem-1 28 2     SPACE eurjchem-1 28 3 ( ( PUNCT eurjchem-1 28 4 cm‐1 cm‐1 NOUN eurjchem-1 28 5 ): ): PUNCT eurjchem-1 28 6     SPACE eurjchem-1 28 7 3406 3406 NUM eurjchem-1 28 8     SPACE eurjchem-1 28 9 ( ( PUNCT eurjchem-1 28 10 nh nh NOUN eurjchem-1 28 11     SPACE eurjchem-1 28 12 benzimidazole benzimidazole NOUN eurjchem-1 28 13 ) ) PUNCT eurjchem-1 28 14 , , PUNCT eurjchem-1 28 15     SPACE eurjchem-1 28 16 3312 3312 NUM eurjchem-1 28 17     SPACE eurjchem-1 28 18 ( ( PUNCT eurjchem-1 28 19 nh nh NOUN eurjchem-1 28 20     SPACE eurjchem-1 28 21 oxadiazole oxadiazole NOUN eurjchem-1 28 22     SPACE eurjchem-1 28 23 ring ring NOUN eurjchem-1 28 24 ) ) PUNCT eurjchem-1 28 25 , , PUNCT eurjchem-1 28 26     SPACE eurjchem-1 28 27 1627 1627 NUM eurjchem-1 28 28     SPACE eurjchem-1 28 29 ( ( PUNCT eurjchem-1 28 30 c c NOUN eurjchem-1 28 31 = = SYM eurjchem-1 28 32 n n CCONJ eurjchem-1 28 33     SPACE eurjchem-1 28 34 benzimidazole benzimidazole NOUN eurjchem-1 28 35 ) ) PUNCT eurjchem-1 28 36 , , PUNCT eurjchem-1 28 37     SPACE eurjchem-1 28 38 1604 1604 NUM eurjchem-1 28 39     SPACE eurjchem-1 28 40 ( ( PUNCT eurjchem-1 28 41 c c NOUN eurjchem-1 28 42 = = SYM eurjchem-1 28 43 n n CCONJ eurjchem-1 28 44     SPACE eurjchem-1 28 45 oxadiazole oxadiazole NOUN eurjchem-1 28 46     SPACE eurjchem-1 28 47 ring ring NOUN eurjchem-1 28 48 ) ) PUNCT eurjchem-1 28 49 , , PUNCT eurjchem-1 28 50     SPACE eurjchem-1 28 51 1283.55 1283.55 NUM eurjchem-1 28 52     SPACE eurjchem-1 28 53 ( ( PUNCT eurjchem-1 28 54 c c NOUN eurjchem-1 28 55 = = SYM eurjchem-1 28 56 s s NOUN eurjchem-1 28 57 ) ) PUNCT eurjchem-1 28 58 . . PUNCT eurjchem-1 28 59     SPACE eurjchem-1 29 1 ms ms ADJ eurjchem-1 29 2 : : PUNCT eurjchem-1 29 3     SPACE eurjchem-1 29 4 m m PROPN eurjchem-1 29 5 / / SYM eurjchem-1 29 6 z z NOUN eurjchem-1 29 7     SPACE eurjchem-1 29 8 232 232 NUM eurjchem-1 29 9     SPACE eurjchem-1 29 10 ( ( PUNCT eurjchem-1 29 11 m+ m+ NUM eurjchem-1 29 12 , , PUNCT eurjchem-1 29 13     SPACE eurjchem-1 29 14 100 100 NUM eurjchem-1 29 15 % % NOUN eurjchem-1 29 16 ) ) PUNCT eurjchem-1 29 17 . . PUNCT eurjchem-1 29 18     SPACE eurjchem-1 30 1 anal anal ADJ eurjchem-1 30 2 . . PUNCT eurjchem-1 30 3     SPACE eurjchem-1 30 4 calcd calcd NOUN eurjchem-1 30 5     SPACE eurjchem-1 30 6 for for ADP eurjchem-1 30 7     SPACE eurjchem-1 30 8 c10h8n4os c10h8n4os PART eurjchem-1 30 9 : : PUNCT eurjchem-1 30 10     SPACE eurjchem-1 30 11 c c X eurjchem-1 30 12 , , PUNCT eurjchem-1 30 13     SPACE eurjchem-1 30 14 51.71 51.71 NUM eurjchem-1 30 15 ; ; PUNCT eurjchem-1 30 16     SPACE eurjchem-1 30 17 h h NOUN eurjchem-1 30 18 , , PUNCT eurjchem-1 30 19     SPACE eurjchem-1 30 20 3.47 3.47 NUM eurjchem-1 30 21 ; ; PUNCT eurjchem-1 30 22     SPACE eurjchem-1 30 23 n n CCONJ eurjchem-1 30 24 , , PUNCT eurjchem-1 30 25     SPACE eurjchem-1 30 26 24.12 24.12 NUM eurjchem-1 30 27 ; ; PUNCT eurjchem-1 30 28     SPACE eurjchem-1 30 29 s s PROPN eurjchem-1 30 30 , , PUNCT eurjchem-1 30 31     SPACE eurjchem-1 30 32 13.81 13.81 NUM eurjchem-1 30 33 . . PUNCT eurjchem-1 30 34     SPACE eurjchem-1 30 35 found find VERB eurjchem-1 30 36 : : PUNCT eurjchem-1 30 37     SPACE eurjchem-1 30 38 c c X eurjchem-1 30 39 , , PUNCT eurjchem-1 30 40     SPACE eurjchem-1 30 41 51.59 51.59 NUM eurjchem-1 30 42 ; ; PUNCT eurjchem-1 30 43     SPACE eurjchem-1 30 44 h h NOUN eurjchem-1 30 45 , , PUNCT eurjchem-1 30 46     SPACE eurjchem-1 30 47 3.36 3.36 NUM eurjchem-1 30 48 ; ; PUNCT eurjchem-1 30 49     SPACE eurjchem-1 30 50 n n CCONJ eurjchem-1 30 51 , , PUNCT eurjchem-1 30 52     SPACE eurjchem-1 30 53 24.21 24.21 NUM eurjchem-1 30 54 ; ; PUNCT eurjchem-1 30 55     SPACE eurjchem-1 30 56 s s PROPN eurjchem-1 30 57 , , PUNCT eurjchem-1 30 58     SPACE eurjchem-1 30 59 13.92 13.92 NUM eurjchem-1 30 60 . . PUNCT eurjchem-1 30 61         SPACE eurjchem-1 31 1 2.1.1.2 2.1.1.2 NUM eurjchem-1 31 2 . . AUX eurjchem-1 31 3     SPACE eurjchem-1 31 4 compound compound NOUN eurjchem-1 31 5     SPACE eurjchem-1 31 6 14 14 NUM eurjchem-1 31 7 : : PUNCT eurjchem-1 31 8     SPACE eurjchem-1 31 9 rf rf NOUN eurjchem-1 31 10     SPACE eurjchem-1 31 11 = = NOUN eurjchem-1 31 12     SPACE eurjchem-1 31 13 0.73 0.73 NUM eurjchem-1 31 14     SPACE eurjchem-1 31 15 ( ( PUNCT eurjchem-1 31 16 chloroform chloroform NOUN eurjchem-1 31 17 / / SYM eurjchem-1 31 18 ethyl ethyl NOUN eurjchem-1 31 19     SPACE eurjchem-1 31 20 acetate/ acetate/ SYM eurjchem-1 31 21     SPACE eurjchem-1 31 22 methanol methanol NOUN eurjchem-1 31 23 , , PUNCT eurjchem-1 31 24     SPACE eurjchem-1 31 25 1:2:1 1:2:1 NUM eurjchem-1 31 26 ) ) PUNCT eurjchem-1 31 27 . . PUNCT eurjchem-1 31 28     SPACE eurjchem-1 32 1 yield yield NOUN eurjchem-1 32 2 : : PUNCT eurjchem-1 32 3     SPACE eurjchem-1 32 4 88 88 NUM eurjchem-1 32 5 % % NOUN eurjchem-1 32 6 . . PUNCT eurjchem-1 32 7     SPACE eurjchem-1 33 1 m.p m.p PROPN eurjchem-1 33 2 . . PROPN eurjchem-1 33 3 : : PUNCT eurjchem-1 33 4     SPACE eurjchem-1 33 5 > > X eurjchem-1 33 6 300 300 NUM eurjchem-1 33 7     SPACE eurjchem-1 33 8 oc oc PROPN eurjchem-1 33 9 . . PUNCT eurjchem-1 33 10     SPACE eurjchem-1 33 11 1h‐nmr 1h‐nmr NUM eurjchem-1 33 12     SPACE eurjchem-1 33 13 ( ( PUNCT eurjchem-1 33 14 270 270 NUM eurjchem-1 33 15     SPACE eurjchem-1 33 16 mhz mhz NOUN eurjchem-1 33 17 , , PUNCT eurjchem-1 33 18     SPACE eurjchem-1 33 19 dmso‐d6 dmso‐d6 NOUN eurjchem-1 33 20 ) ) PUNCT eurjchem-1 33 21     SPACE eurjchem-1 33 22 δ δ PROPN eurjchem-1 33 23 : : PUNCT eurjchem-1 33 24     SPACE eurjchem-1 33 25 2.52 2.52 NUM eurjchem-1 33 26     SPACE eurjchem-1 33 27 ( ( PUNCT eurjchem-1 33 28 s s PROPN eurjchem-1 33 29 , , PUNCT eurjchem-1 33 30     SPACE eurjchem-1 33 31 3h 3h NUM eurjchem-1 33 32 , , PUNCT eurjchem-1 33 33     SPACE eurjchem-1 33 34 ch3 ch3 PROPN eurjchem-1 33 35 ) ) PUNCT eurjchem-1 33 36 , , PUNCT eurjchem-1 33 37     SPACE eurjchem-1 33 38 7.64 7.64 NUM eurjchem-1 33 39     SPACE eurjchem-1 33 40 ( ( PUNCT eurjchem-1 33 41 s s PROPN eurjchem-1 33 42 , , PUNCT eurjchem-1 33 43     SPACE eurjchem-1 33 44 1h 1h NUM eurjchem-1 33 45 , , PUNCT eurjchem-1 33 46     SPACE eurjchem-1 33 47 h4 h4 NOUN eurjchem-1 33 48 ) ) PUNCT eurjchem-1 33 49 , , PUNCT eurjchem-1 33 50     SPACE eurjchem-1 33 51 7.92 7.92 NUM eurjchem-1 33 52     SPACE eurjchem-1 33 53 ( ( PUNCT eurjchem-1 33 54 s s PROPN eurjchem-1 33 55 , , PUNCT eurjchem-1 33 56     SPACE eurjchem-1 33 57 1h 1h NUM eurjchem-1 33 58 , , PUNCT eurjchem-1 33 59     SPACE eurjchem-1 33 60 h7 h7 PROPN eurjchem-1 33 61 ) ) PUNCT eurjchem-1 33 62 , , PUNCT eurjchem-1 33 63     SPACE eurjchem-1 33 64 9.46 9.46 NUM eurjchem-1 33 65     SPACE eurjchem-1 33 66 ( ( PUNCT eurjchem-1 33 67 br br PROPN eurjchem-1 33 68 . . PROPN eurjchem-1 33 69 , , PUNCT eurjchem-1 33 70     SPACE eurjchem-1 33 71 nh nh PROPN eurjchem-1 33 72     SPACE eurjchem-1 33 73 benzimidazole benzimidazole NOUN eurjchem-1 33 74 , , PUNCT eurjchem-1 33 75     SPACE eurjchem-1 33 76 d2o d2o NOUN eurjchem-1 33 77     SPACE eurjchem-1 33 78 exchangeable exchangeable ADJ eurjchem-1 33 79 ) ) PUNCT eurjchem-1 33 80 . . PUNCT eurjchem-1 33 81     SPACE eurjchem-1 34 1 ir ir VERB eurjchem-1 34 2     SPACE eurjchem-1 34 3 ( ( PUNCT eurjchem-1 34 4 cm‐1 cm‐1 PROPN eurjchem-1 34 5 ): ): PUNCT eurjchem-1 34 6     SPACE eurjchem-1 34 7 3422 3422 NUM eurjchem-1 34 8     SPACE eurjchem-1 34 9 ( ( PUNCT eurjchem-1 34 10 nh nh NOUN eurjchem-1 34 11     SPACE eurjchem-1 34 12 benzimidazole benzimidazole NOUN eurjchem-1 34 13 ) ) PUNCT eurjchem-1 34 14 , , PUNCT eurjchem-1 34 15     SPACE eurjchem-1 34 16 3312 3312 NUM eurjchem-1 34 17     SPACE eurjchem-1 34 18 ( ( PUNCT eurjchem-1 34 19 nh nh NOUN eurjchem-1 34 20     SPACE eurjchem-1 34 21 thioxadiazole thioxadiazole NOUN eurjchem-1 34 22 ) ) PUNCT eurjchem-1 34 23 , , PUNCT eurjchem-1 34 24     SPACE eurjchem-1 34 25 1626 1626 NUM eurjchem-1 34 26     SPACE eurjchem-1 34 27 ( ( PUNCT eurjchem-1 34 28 c c NOUN eurjchem-1 34 29 = = SYM eurjchem-1 34 30 n n CCONJ eurjchem-1 34 31     SPACE eurjchem-1 34 32 benzimidazole benzimidazole NOUN eurjchem-1 34 33 ) ) PUNCT eurjchem-1 34 34 , , PUNCT eurjchem-1 34 35     SPACE eurjchem-1 34 36 1588 1588 NUM eurjchem-1 34 37     SPACE eurjchem-1 34 38 ( ( PUNCT eurjchem-1 34 39 c c NOUN eurjchem-1 34 40 = = SYM eurjchem-1 34 41 n n CCONJ eurjchem-1 34 42     SPACE eurjchem-1 34 43 oxadiazole oxadiazole NOUN eurjchem-1 34 44 ) ) PUNCT eurjchem-1 34 45 , , PUNCT eurjchem-1 34 46     SPACE eurjchem-1 34 47 1526 1526 NUM eurjchem-1 34 48     SPACE eurjchem-1 34 49 and and CCONJ eurjchem-1 34 50     SPACE eurjchem-1 34 51 1365 1365 NUM eurjchem-1 34 52     SPACE eurjchem-1 34 53 ( ( PUNCT eurjchem-1 34 54 no2 no2 PROPN eurjchem-1 34 55 ) ) PUNCT eurjchem-1 34 56 . . PUNCT eurjchem-1 34 57     SPACE eurjchem-1 35 1 anal anal ADJ eurjchem-1 35 2 . . PUNCT eurjchem-1 35 3     SPACE eurjchem-1 35 4 calcd calcd NOUN eurjchem-1 35 5     SPACE eurjchem-1 35 6 for for ADP eurjchem-1 35 7     SPACE eurjchem-1 35 8 c10h7n5o3s c10h7n5o3s PROPN eurjchem-1 35 9 : : PUNCT eurjchem-1 35 10     SPACE eurjchem-1 35 11 c c X eurjchem-1 35 12 , , PUNCT eurjchem-1 35 13     SPACE eurjchem-1 35 14 43.32 43.32 NUM eurjchem-1 35 15 ; ; PUNCT eurjchem-1 35 16     SPACE eurjchem-1 35 17 h h NOUN eurjchem-1 35 18 , , PUNCT eurjchem-1 35 19     SPACE eurjchem-1 35 20 2.54 2.54 NUM eurjchem-1 35 21 ; ; PUNCT eurjchem-1 35 22     SPACE eurjchem-1 35 23 n n CCONJ eurjchem-1 35 24 , , PUNCT eurjchem-1 35 25     SPACE eurjchem-1 35 26 25.26 25.26 NUM eurjchem-1 35 27 ; ; PUNCT eurjchem-1 35 28     SPACE eurjchem-1 35 29 s s PROPN eurjchem-1 35 30 , , PUNCT eurjchem-1 35 31     SPACE eurjchem-1 35 32 11.56 11.56 NUM eurjchem-1 35 33 . . PUNCT eurjchem-1 35 34     SPACE eurjchem-1 35 35 found find VERB eurjchem-1 35 36 : : PUNCT eurjchem-1 35 37     SPACE eurjchem-1 35 38 c c X eurjchem-1 35 39 , , PUNCT eurjchem-1 35 40     SPACE eurjchem-1 35 41 43.29 43.29 NUM eurjchem-1 35 42 ; ; PUNCT eurjchem-1 35 43     SPACE eurjchem-1 35 44 h h NOUN eurjchem-1 35 45 , , PUNCT eurjchem-1 35 46     SPACE eurjchem-1 35 47 2.63 2.63 NUM eurjchem-1 35 48 ; ; PUNCT eurjchem-1 35 49     SPACE eurjchem-1 35 50 n n CCONJ eurjchem-1 35 51 , , PUNCT eurjchem-1 35 52     SPACE eurjchem-1 35 53 25.16 25.16 NUM eurjchem-1 35 54 ; ; PUNCT eurjchem-1 35 55     SPACE eurjchem-1 35 56 s s PROPN eurjchem-1 35 57 , , PUNCT eurjchem-1 35 58     SPACE eurjchem-1 35 59 11.50 11.50 NUM eurjchem-1 35 60 . . PUNCT eurjchem-1 35 61     SPACE eurjchem-1 35 62 galal galal PROPN eurjchem-1 35 63     SPACE eurjchem-1 35 64 et et PROPN eurjchem-1 35 65     SPACE eurjchem-1 35 66 al al PROPN eurjchem-1 35 67 . . PROPN eurjchem-1 35 68     SPACE eurjchem-1 35 69 / / SYM eurjchem-1 35 70     SPACE eurjchem-1 35 71 european european ADJ eurjchem-1 35 72     SPACE eurjchem-1 35 73 journal journal NOUN eurjchem-1 35 74     SPACE eurjchem-1 35 75 of of ADP eurjchem-1 35 76     SPACE eurjchem-1 35 77 chemistry chemistry NOUN eurjchem-1 35 78     SPACE eurjchem-1 35 79 1 1 NUM eurjchem-1 35 80     SPACE eurjchem-1 35 81 ( ( PUNCT eurjchem-1 35 82 2 2 NUM eurjchem-1 35 83 ) ) PUNCT eurjchem-1 35 84     SPACE eurjchem-1 35 85 ( ( PUNCT eurjchem-1 35 86 2010 2010 NUM eurjchem-1 35 87 ) ) PUNCT eurjchem-1 35 88     SPACE eurjchem-1 36 1 67­72 67­72 NUM eurjchem-1 36 2     SPACE eurjchem-1 36 3 69 69 NUM eurjchem-1 36 4     SPACE eurjchem-1 36 5 2.1.2 2.1.2 NUM eurjchem-1 36 6 . . PUNCT eurjchem-1 36 7     SPACE eurjchem-1 36 8 preparation preparation NOUN eurjchem-1 36 9     SPACE eurjchem-1 36 10 of of ADP eurjchem-1 36 11     SPACE eurjchem-1 36 12 s­5­(2­methyl­1h­benzo[d]imidazol­5­ s­5­(2­methyl­1h­benzo[d]imidazol­5­ PROPN eurjchem-1 36 13 yl)­1,3,4­oxadiazole­2­ylmethanesulfonothioate yl)­1,3,4­oxadiazole­2­ylmethanesulfonothioate NOUN eurjchem-1 36 14     SPACE eurjchem-1 36 15 ( ( PUNCT eurjchem-1 36 16 8) 8) NOUN eurjchem-1 36 17       SPACE eurjchem-1 36 18 and and CCONJ eurjchem-1 36 19     SPACE eurjchem-1 36 20 s­5­ s­5­ PROPN eurjchem-1 36 21 ( ( PUNCT eurjchem-1 36 22 2­methyl­1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­yl 2­methyl­1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­yl NUM eurjchem-1 36 23     SPACE eurjchem-1 36 24 2­ 2­ NOUN eurjchem-1 36 25 nitrobenzenesulfonothioate nitrobenzenesulfonothioate VERB eurjchem-1 36 26     SPACE eurjchem-1 36 27 ( ( PUNCT eurjchem-1 36 28 9 9 NUM eurjchem-1 36 29 ) ) PUNCT eurjchem-1 36 30         SPACE eurjchem-1 36 31 general general ADJ eurjchem-1 36 32     SPACE eurjchem-1 36 33 procedure procedure NOUN eurjchem-1 36 34 : : PUNCT eurjchem-1 36 35     SPACE eurjchem-1 36 36 to to ADP eurjchem-1 36 37     SPACE eurjchem-1 36 38 a a DET eurjchem-1 36 39     SPACE eurjchem-1 36 40 solution solution NOUN eurjchem-1 36 41     SPACE eurjchem-1 36 42 of of ADP eurjchem-1 36 43     SPACE eurjchem-1 36 44 7 7 NUM eurjchem-1 36 45     SPACE eurjchem-1 36 46 ( ( PUNCT eurjchem-1 36 47 3 3 NUM eurjchem-1 36 48     SPACE eurjchem-1 36 49 mmole mmole NOUN eurjchem-1 36 50 ) ) PUNCT eurjchem-1 36 51     SPACE eurjchem-1 36 52 in in ADP eurjchem-1 36 53     SPACE eurjchem-1 36 54 pyridine pyridine NOUN eurjchem-1 36 55     SPACE eurjchem-1 36 56 ( ( PUNCT eurjchem-1 36 57 10 10 NUM eurjchem-1 36 58     SPACE eurjchem-1 36 59 ml ml NOUN eurjchem-1 36 60 ) ) PUNCT eurjchem-1 36 61     SPACE eurjchem-1 36 62 was be AUX eurjchem-1 36 63     SPACE eurjchem-1 36 64 added add VERB eurjchem-1 36 65     SPACE eurjchem-1 36 66 methanesulfonyl methanesulfonyl NOUN eurjchem-1 36 67     SPACE eurjchem-1 36 68 chloride chloride NOUN eurjchem-1 36 69     SPACE eurjchem-1 36 70 or or CCONJ eurjchem-1 36 71     SPACE eurjchem-1 36 72 2‐nitro 2‐nitro NUM eurjchem-1 36 73     SPACE eurjchem-1 36 74 benzenesulfonyl benzenesulfonyl NOUN eurjchem-1 36 75     SPACE eurjchem-1 36 76 chloride chloride NOUN eurjchem-1 36 77     SPACE eurjchem-1 36 78 ( ( PUNCT eurjchem-1 36 79 4 4 NUM eurjchem-1 36 80     SPACE eurjchem-1 36 81 mmole mmole NOUN eurjchem-1 36 82 ) ) PUNCT eurjchem-1 36 83     SPACE eurjchem-1 36 84 and and CCONJ eurjchem-1 36 85     SPACE eurjchem-1 36 86 the the DET eurjchem-1 36 87     SPACE eurjchem-1 36 88 solution solution NOUN eurjchem-1 36 89     SPACE eurjchem-1 36 90 was be AUX eurjchem-1 36 91     SPACE eurjchem-1 36 92 stirred stir VERB eurjchem-1 36 93     SPACE eurjchem-1 36 94 at at ADP eurjchem-1 36 95     SPACE eurjchem-1 36 96 room room NOUN eurjchem-1 36 97     SPACE eurjchem-1 36 98 temperature temperature NOUN eurjchem-1 36 99     SPACE eurjchem-1 36 100 for for ADP eurjchem-1 36 101     SPACE eurjchem-1 36 102 12 12 NUM eurjchem-1 36 103     SPACE eurjchem-1 36 104 h h NOUN eurjchem-1 36 105     SPACE eurjchem-1 36 106 ( ( PUNCT eurjchem-1 36 107 scheme scheme NOUN eurjchem-1 36 108     SPACE eurjchem-1 36 109 2 2 NUM eurjchem-1 36 110 ) ) PUNCT eurjchem-1 36 111 . . PUNCT eurjchem-1 36 112     SPACE eurjchem-1 37 1 the the DET eurjchem-1 37 2     SPACE eurjchem-1 37 3 reaction reaction NOUN eurjchem-1 37 4     SPACE eurjchem-1 37 5 mixture mixture NOUN eurjchem-1 37 6     SPACE eurjchem-1 37 7 was be AUX eurjchem-1 37 8     SPACE eurjchem-1 37 9 poured pour VERB eurjchem-1 37 10     SPACE eurjchem-1 37 11 into into ADP eurjchem-1 37 12     SPACE eurjchem-1 37 13 water water NOUN eurjchem-1 37 14     SPACE eurjchem-1 37 15 and and CCONJ eurjchem-1 37 16     SPACE eurjchem-1 37 17 the the DET eurjchem-1 37 18     SPACE eurjchem-1 37 19 precipitate precipitate NOUN eurjchem-1 37 20     SPACE eurjchem-1 37 21 formed form VERB eurjchem-1 37 22     SPACE eurjchem-1 37 23 was be AUX eurjchem-1 37 24     SPACE eurjchem-1 37 25 filtered filter VERB eurjchem-1 37 26     SPACE eurjchem-1 37 27 off off ADP eurjchem-1 37 28     SPACE eurjchem-1 37 29 and and CCONJ eurjchem-1 37 30     SPACE eurjchem-1 37 31 crystallized crystallize VERB eurjchem-1 37 32     SPACE eurjchem-1 37 33 from from ADP eurjchem-1 37 34     SPACE eurjchem-1 37 35 methanol methanol NOUN eurjchem-1 37 36     SPACE eurjchem-1 37 37 to to PART eurjchem-1 37 38     SPACE eurjchem-1 37 39 give give VERB eurjchem-1 37 40     SPACE eurjchem-1 37 41 8 8 NUM eurjchem-1 37 42     SPACE eurjchem-1 37 43 and and CCONJ eurjchem-1 37 44     SPACE eurjchem-1 37 45 9 9 NUM eurjchem-1 37 46 , , PUNCT eurjchem-1 37 47     SPACE eurjchem-1 37 48 respectively respectively ADV eurjchem-1 37 49 . . PUNCT eurjchem-1 37 50           SPACE eurjchem-1 38 1 2.1.2.1 2.1.2.1 NUM eurjchem-1 38 2 . . AUX eurjchem-1 38 3     SPACE eurjchem-1 38 4 compound compound NOUN eurjchem-1 38 5     SPACE eurjchem-1 38 6 8 8 NUM eurjchem-1 38 7 : : PUNCT eurjchem-1 38 8       SPACE eurjchem-1 38 9 brown brown ADJ eurjchem-1 38 10     SPACE eurjchem-1 38 11 solid solid ADJ eurjchem-1 38 12 . . PUNCT eurjchem-1 38 13     SPACE eurjchem-1 39 1 rf rf NOUN eurjchem-1 39 2     SPACE eurjchem-1 39 3 = = NOUN eurjchem-1 39 4     SPACE eurjchem-1 39 5 0.43 0.43 NUM eurjchem-1 39 6     SPACE eurjchem-1 39 7 ( ( PUNCT eurjchem-1 39 8 petroleum petroleum NOUN eurjchem-1 39 9     SPACE eurjchem-1 39 10 ether ether NOUN eurjchem-1 39 11 : : PUNCT eurjchem-1 39 12     SPACE eurjchem-1 39 13 ethyl ethyl PROPN eurjchem-1 39 14     SPACE eurjchem-1 39 15 acetate acetate NOUN eurjchem-1 39 16 : : PUNCT eurjchem-1 39 17     SPACE eurjchem-1 39 18 methanol methanol NOUN eurjchem-1 39 19 , , PUNCT eurjchem-1 39 20     SPACE eurjchem-1 39 21 1:2:1/2 1:2:1/2 NUM eurjchem-1 39 22 ) ) PUNCT eurjchem-1 39 23 . . PUNCT eurjchem-1 39 24     SPACE eurjchem-1 40 1 yield yield NOUN eurjchem-1 40 2 : : PUNCT eurjchem-1 40 3     SPACE eurjchem-1 40 4 70 70 NUM eurjchem-1 40 5 % % NOUN eurjchem-1 40 6 . . PUNCT eurjchem-1 40 7     SPACE eurjchem-1 41 1 m.p m.p PROPN eurjchem-1 41 2 . . PROPN eurjchem-1 41 3 : : PUNCT eurjchem-1 41 4     SPACE eurjchem-1 41 5 125‐127 125‐127 X eurjchem-1 41 6     SPACE eurjchem-1 41 7 oc oc PROPN eurjchem-1 41 8 . . PUNCT eurjchem-1 41 9     SPACE eurjchem-1 41 10 1h‐nmr 1h‐nmr NUM eurjchem-1 41 11     SPACE eurjchem-1 41 12 ( ( PUNCT eurjchem-1 41 13 270 270 NUM eurjchem-1 41 14     SPACE eurjchem-1 41 15 mhz mhz NOUN eurjchem-1 41 16 , , PUNCT eurjchem-1 41 17     SPACE eurjchem-1 41 18 dmso‐d6 dmso‐d6 NOUN eurjchem-1 41 19 ) ) PUNCT eurjchem-1 41 20     SPACE eurjchem-1 41 21 δ δ PROPN eurjchem-1 41 22 : : PUNCT eurjchem-1 41 23     SPACE eurjchem-1 41 24 2.44 2.44 NUM eurjchem-1 41 25     SPACE eurjchem-1 41 26 ( ( PUNCT eurjchem-1 41 27 s s PROPN eurjchem-1 41 28 , , PUNCT eurjchem-1 41 29     SPACE eurjchem-1 41 30 3h 3h NUM eurjchem-1 41 31 , , PUNCT eurjchem-1 41 32     SPACE eurjchem-1 41 33 ch3 ch3 PROPN eurjchem-1 41 34     SPACE eurjchem-1 41 35 benz benz PROPN eurjchem-1 41 36     SPACE eurjchem-1 41 37 imidazole imidazole NOUN eurjchem-1 41 38 ) ) PUNCT eurjchem-1 41 39 , , PUNCT eurjchem-1 41 40     SPACE eurjchem-1 41 41 2.82 2.82 NUM eurjchem-1 41 42     SPACE eurjchem-1 41 43 ( ( PUNCT eurjchem-1 41 44 s s PROPN eurjchem-1 41 45 , , PUNCT eurjchem-1 41 46     SPACE eurjchem-1 41 47 3h 3h NUM eurjchem-1 41 48 , , PUNCT eurjchem-1 41 49     SPACE eurjchem-1 41 50 ch3 ch3 PROPN eurjchem-1 41 51 , , PUNCT eurjchem-1 41 52     SPACE eurjchem-1 41 53 so2ch3 so2ch3 ADJ eurjchem-1 41 54 ) ) PUNCT eurjchem-1 41 55 , , PUNCT eurjchem-1 41 56     SPACE eurjchem-1 41 57 7.48 7.48 NUM eurjchem-1 41 58     SPACE eurjchem-1 41 59 ( ( PUNCT eurjchem-1 41 60 d d PROPN eurjchem-1 41 61 , , PUNCT eurjchem-1 41 62     SPACE eurjchem-1 41 63 j j NOUN eurjchem-1 41 64     SPACE eurjchem-1 42 1 = = NOUN eurjchem-1 42 2     SPACE eurjchem-1 42 3 8.58 8.58 NUM eurjchem-1 42 4     SPACE eurjchem-1 42 5 hz hz VERB eurjchem-1 42 6 , , PUNCT eurjchem-1 42 7     SPACE eurjchem-1 42 8 1h 1h NUM eurjchem-1 42 9 , , PUNCT eurjchem-1 42 10     SPACE eurjchem-1 42 11 h7 h7 PROPN eurjchem-1 42 12 ) ) PUNCT eurjchem-1 42 13 , , PUNCT eurjchem-1 42 14     SPACE eurjchem-1 42 15 7.86 7.86 NUM eurjchem-1 42 16     SPACE eurjchem-1 42 17 ( ( PUNCT eurjchem-1 42 18 d d PROPN eurjchem-1 42 19 , , PUNCT eurjchem-1 42 20     SPACE eurjchem-1 42 21 j j NOUN eurjchem-1 42 22     SPACE eurjchem-1 43 1 = = NOUN eurjchem-1 43 2     SPACE eurjchem-1 43 3 8.58 8.58 NUM eurjchem-1 43 4     SPACE eurjchem-1 43 5 hz hz VERB eurjchem-1 43 6 , , PUNCT eurjchem-1 43 7     SPACE eurjchem-1 43 8 1h 1h NUM eurjchem-1 43 9 , , PUNCT eurjchem-1 43 10     SPACE eurjchem-1 43 11 h6 h6 PROPN eurjchem-1 43 12 ) ) PUNCT eurjchem-1 43 13 , , PUNCT eurjchem-1 43 14     SPACE eurjchem-1 43 15 8.40 8.40 NUM eurjchem-1 43 16     SPACE eurjchem-1 43 17 ( ( PUNCT eurjchem-1 43 18 s s PROPN eurjchem-1 43 19 , , PUNCT eurjchem-1 43 20     SPACE eurjchem-1 43 21 1h 1h NUM eurjchem-1 43 22 , , PUNCT eurjchem-1 43 23     SPACE eurjchem-1 43 24 h4 h4 NOUN eurjchem-1 43 25 ) ) PUNCT eurjchem-1 43 26 , , PUNCT eurjchem-1 43 27     SPACE eurjchem-1 43 28 12.5 12.5 NUM eurjchem-1 43 29     SPACE eurjchem-1 43 30 ( ( PUNCT eurjchem-1 43 31 br br PROPN eurjchem-1 43 32 . . PROPN eurjchem-1 43 33 , , PUNCT eurjchem-1 43 34     SPACE eurjchem-1 43 35 nh nh PROPN eurjchem-1 43 36     SPACE eurjchem-1 43 37 and and CCONJ eurjchem-1 43 38     SPACE eurjchem-1 44 1 oh oh INTJ eurjchem-1 44 2 , , PUNCT eurjchem-1 44 3     SPACE eurjchem-1 44 4 d2o d2o NOUN eurjchem-1 44 5     SPACE eurjchem-1 44 6 exchangeable exchangeable ADJ eurjchem-1 44 7 ) ) PUNCT eurjchem-1 44 8 . . PUNCT eurjchem-1 44 9     SPACE eurjchem-1 45 1 ir ir VERB eurjchem-1 45 2     SPACE eurjchem-1 45 3 ( ( PUNCT eurjchem-1 45 4 cm‐1 cm‐1 PROPN eurjchem-1 45 5 ): ): PUNCT eurjchem-1 45 6     SPACE eurjchem-1 45 7 3410 3410 NUM eurjchem-1 45 8     SPACE eurjchem-1 45 9 ( ( PUNCT eurjchem-1 45 10 nh nh NOUN eurjchem-1 45 11 ) ) PUNCT eurjchem-1 45 12 , , PUNCT eurjchem-1 45 13     SPACE eurjchem-1 45 14 1628 1628 NUM eurjchem-1 45 15     SPACE eurjchem-1 45 16 ( ( PUNCT eurjchem-1 45 17 c c NOUN eurjchem-1 45 18 = = SYM eurjchem-1 45 19 n n CCONJ eurjchem-1 45 20     SPACE eurjchem-1 45 21 benzimidazole benzimidazole NOUN eurjchem-1 45 22 ) ) PUNCT eurjchem-1 45 23 , , PUNCT eurjchem-1 45 24     SPACE eurjchem-1 45 25 1604 1604 NUM eurjchem-1 45 26     SPACE eurjchem-1 45 27 ( ( PUNCT eurjchem-1 45 28 c c NOUN eurjchem-1 45 29 = = SYM eurjchem-1 45 30 n n CCONJ eurjchem-1 45 31     SPACE eurjchem-1 45 32 oxadiazole oxadiazole NOUN eurjchem-1 45 33     SPACE eurjchem-1 45 34 ring ring NOUN eurjchem-1 45 35 ) ) PUNCT eurjchem-1 45 36 , , PUNCT eurjchem-1 45 37     SPACE eurjchem-1 45 38 1194 1194 NUM eurjchem-1 45 39     SPACE eurjchem-1 45 40 ( ( PUNCT eurjchem-1 45 41 so2 so2 PROPN eurjchem-1 45 42 ) ) PUNCT eurjchem-1 45 43 . . PUNCT eurjchem-1 45 44     SPACE eurjchem-1 46 1 anal anal ADJ eurjchem-1 46 2 . . PUNCT eurjchem-1 46 3     SPACE eurjchem-1 46 4 calcd calcd NOUN eurjchem-1 46 5 . . PUNCT eurjchem-1 46 6     SPACE eurjchem-1 46 7 for for ADP eurjchem-1 46 8     SPACE eurjchem-1 46 9 c11h10n4o3s2 c11h10n4o3s2 NOUN eurjchem-1 46 10 : : PUNCT eurjchem-1 46 11     SPACE eurjchem-1 46 12 c c NOUN eurjchem-1 46 13 , , PUNCT eurjchem-1 46 14     SPACE eurjchem-1 46 15 42.57 42.57 NUM eurjchem-1 46 16 ; ; PUNCT eurjchem-1 46 17     SPACE eurjchem-1 46 18 h h NOUN eurjchem-1 46 19 , , PUNCT eurjchem-1 46 20     SPACE eurjchem-1 46 21 3.25 3.25 NUM eurjchem-1 46 22 ; ; PUNCT eurjchem-1 46 23     SPACE eurjchem-1 46 24 n n CCONJ eurjchem-1 46 25 , , PUNCT eurjchem-1 46 26     SPACE eurjchem-1 46 27 18.05 18.05 NUM eurjchem-1 46 28 ; ; PUNCT eurjchem-1 46 29     SPACE eurjchem-1 46 30 s s PROPN eurjchem-1 46 31 , , PUNCT eurjchem-1 46 32     SPACE eurjchem-1 46 33 20.66 20.66 NUM eurjchem-1 46 34 . . PUNCT eurjchem-1 46 35     SPACE eurjchem-1 46 36 found find VERB eurjchem-1 46 37 : : PUNCT eurjchem-1 46 38     SPACE eurjchem-1 46 39 c c X eurjchem-1 46 40 , , PUNCT eurjchem-1 46 41     SPACE eurjchem-1 46 42 42.60 42.60 NUM eurjchem-1 46 43 ; ; PUNCT eurjchem-1 46 44     SPACE eurjchem-1 46 45 h h NOUN eurjchem-1 46 46 , , PUNCT eurjchem-1 46 47     SPACE eurjchem-1 46 48 3.21 3.21 NUM eurjchem-1 46 49 ; ; PUNCT eurjchem-1 46 50     SPACE eurjchem-1 46 51 n n CCONJ eurjchem-1 46 52 , , PUNCT eurjchem-1 46 53     SPACE eurjchem-1 46 54 18.29 18.29 NUM eurjchem-1 46 55 ; ; PUNCT eurjchem-1 46 56     SPACE eurjchem-1 46 57 s s PROPN eurjchem-1 46 58 , , PUNCT eurjchem-1 46 59     SPACE eurjchem-1 46 60 20.40 20.40 NUM eurjchem-1 46 61 . . PUNCT eurjchem-1 46 62           SPACE eurjchem-1 46 63 2.1.2.2 2.1.2.2 NUM eurjchem-1 46 64 . . PUNCT eurjchem-1 46 65     SPACE eurjchem-1 46 66 compound compound NOUN eurjchem-1 46 67     SPACE eurjchem-1 46 68 9 9 NUM eurjchem-1 46 69 : : PUNCT eurjchem-1 46 70     SPACE eurjchem-1 46 71 brown brown ADJ eurjchem-1 46 72     SPACE eurjchem-1 46 73 solid solid ADJ eurjchem-1 46 74 . . PUNCT eurjchem-1 46 75     SPACE eurjchem-1 47 1 rf rf NOUN eurjchem-1 47 2     SPACE eurjchem-1 47 3 = = NOUN eurjchem-1 47 4     SPACE eurjchem-1 47 5 0.45 0.45 NUM eurjchem-1 47 6     SPACE eurjchem-1 47 7 ( ( PUNCT eurjchem-1 47 8 petroleum petroleum NOUN eurjchem-1 47 9     SPACE eurjchem-1 47 10 ether ether NOUN eurjchem-1 47 11 : : PUNCT eurjchem-1 47 12     SPACE eurjchem-1 47 13 ethyl ethyl PROPN eurjchem-1 47 14     SPACE eurjchem-1 47 15 acetate acetate NOUN eurjchem-1 47 16 : : PUNCT eurjchem-1 47 17     SPACE eurjchem-1 47 18 methanol methanol NOUN eurjchem-1 47 19 , , PUNCT eurjchem-1 47 20     SPACE eurjchem-1 47 21 1:2:1/2 1:2:1/2 NUM eurjchem-1 47 22 ) ) PUNCT eurjchem-1 47 23 . . PUNCT eurjchem-1 47 24     SPACE eurjchem-1 48 1 yield yield NOUN eurjchem-1 48 2 : : PUNCT eurjchem-1 48 3     SPACE eurjchem-1 48 4 69 69 NUM eurjchem-1 48 5 % % NOUN eurjchem-1 48 6 . . PUNCT eurjchem-1 48 7     SPACE eurjchem-1 49 1 m.p m.p PROPN eurjchem-1 49 2 . . PROPN eurjchem-1 49 3 : : PUNCT eurjchem-1 49 4     SPACE eurjchem-1 49 5 213‐215 213‐215 NUM eurjchem-1 49 6     SPACE eurjchem-1 49 7 oc oc PROPN eurjchem-1 49 8 . . PUNCT eurjchem-1 49 9     SPACE eurjchem-1 49 10 1h‐nmr 1h‐nmr NUM eurjchem-1 49 11     SPACE eurjchem-1 49 12 ( ( PUNCT eurjchem-1 49 13 270 270 NUM eurjchem-1 49 14     SPACE eurjchem-1 49 15 mhz mhz NOUN eurjchem-1 49 16 , , PUNCT eurjchem-1 49 17     SPACE eurjchem-1 49 18 dmso‐d6 dmso‐d6 NOUN eurjchem-1 49 19 ) ) PUNCT eurjchem-1 49 20     SPACE eurjchem-1 49 21 δ δ PROPN eurjchem-1 49 22 : : PUNCT eurjchem-1 49 23     SPACE eurjchem-1 49 24 2.59 2.59 NUM eurjchem-1 49 25     SPACE eurjchem-1 49 26 ( ( PUNCT eurjchem-1 49 27 s s PROPN eurjchem-1 49 28 , , PUNCT eurjchem-1 49 29     SPACE eurjchem-1 49 30 3h 3h NUM eurjchem-1 49 31 , , PUNCT eurjchem-1 49 32     SPACE eurjchem-1 49 33 ch3 ch3 PROPN eurjchem-1 49 34     SPACE eurjchem-1 49 35 benz benz PROPN eurjchem-1 49 36     SPACE eurjchem-1 49 37 imidazole imidazole NOUN eurjchem-1 49 38 ) ) PUNCT eurjchem-1 49 39 , , PUNCT eurjchem-1 49 40     SPACE eurjchem-1 49 41 7.46 7.46 NUM eurjchem-1 49 42     SPACE eurjchem-1 49 43 ( ( PUNCT eurjchem-1 49 44 d d PROPN eurjchem-1 49 45 , , PUNCT eurjchem-1 49 46     SPACE eurjchem-1 49 47 j j PROPN eurjchem-1 49 48     SPACE eurjchem-1 49 49 = = NOUN eurjchem-1 49 50     SPACE eurjchem-1 49 51 8.58 8.58 NUM eurjchem-1 49 52     SPACE eurjchem-1 49 53 hz,1h hz,1h NOUN eurjchem-1 49 54 , , PUNCT eurjchem-1 49 55     SPACE eurjchem-1 49 56 h7 h7 PROPN eurjchem-1 49 57 ) ) PUNCT eurjchem-1 49 58 , , PUNCT eurjchem-1 49 59     SPACE eurjchem-1 49 60 7.64 7.64 NUM eurjchem-1 49 61     SPACE eurjchem-1 49 62 ( ( PUNCT eurjchem-1 49 63 m m PROPN eurjchem-1 49 64 , , PUNCT eurjchem-1 49 65     SPACE eurjchem-1 49 66 1h 1h NUM eurjchem-1 49 67 , , PUNCT eurjchem-1 49 68     SPACE eurjchem-1 49 69 h4 h4 PROPN eurjchem-1 49 70 ` ` PUNCT eurjchem-1 49 71       SPACE eurjchem-1 49 72 nitrobenzenesulfonothioate nitrobenzenesulfonothioate ADJ eurjchem-1 49 73 ) ) PUNCT eurjchem-1 49 74 , , PUNCT eurjchem-1 49 75     SPACE eurjchem-1 49 76 7.91 7.91 NUM eurjchem-1 49 77     SPACE eurjchem-1 49 78 ( ( PUNCT eurjchem-1 49 79 d d PROPN eurjchem-1 49 80 , , PUNCT eurjchem-1 49 81     SPACE eurjchem-1 49 82 j j NOUN eurjchem-1 49 83     SPACE eurjchem-1 49 84 = = NOUN eurjchem-1 49 85     SPACE eurjchem-1 49 86 8.58 8.58 NUM eurjchem-1 49 87     SPACE eurjchem-1 49 88 hz,1h hz,1h NOUN eurjchem-1 49 89 , , PUNCT eurjchem-1 49 90     SPACE eurjchem-1 49 91 h6 h6 PROPN eurjchem-1 49 92 ) ) PUNCT eurjchem-1 49 93 , , PUNCT eurjchem-1 49 94     SPACE eurjchem-1 49 95 8.25 8.25 NUM eurjchem-1 49 96       SPACE eurjchem-1 49 97 ( ( PUNCT eurjchem-1 49 98 m m PROPN eurjchem-1 49 99 , , PUNCT eurjchem-1 49 100     SPACE eurjchem-1 49 101 2h 2h NUM eurjchem-1 49 102 , , PUNCT eurjchem-1 49 103     SPACE eurjchem-1 49 104 h5 h5 NOUN eurjchem-1 49 105 ` ` PUNCT eurjchem-1 49 106     SPACE eurjchem-1 49 107 and and CCONJ eurjchem-1 49 108     SPACE eurjchem-1 49 109 h6 h6 PROPN eurjchem-1 49 110 ` ` PUNCT eurjchem-1 49 111         SPACE eurjchem-1 49 112 nitrobenzenesulfonothioate nitrobenzenesulfonothioate ADJ eurjchem-1 49 113 ) ) PUNCT eurjchem-1 49 114 , , PUNCT eurjchem-1 49 115     SPACE eurjchem-1 49 116 8.44 8.44 NUM eurjchem-1 49 117     SPACE eurjchem-1 49 118 ( ( PUNCT eurjchem-1 49 119 s,1h s,1h PROPN eurjchem-1 49 120 , , PUNCT eurjchem-1 49 121     SPACE eurjchem-1 49 122 h4 h4 NOUN eurjchem-1 49 123 ) ) PUNCT eurjchem-1 49 124 , , PUNCT eurjchem-1 49 125     SPACE eurjchem-1 49 126 8.72 8.72 NUM eurjchem-1 49 127     SPACE eurjchem-1 49 128 ( ( PUNCT eurjchem-1 49 129 m m PROPN eurjchem-1 49 130 , , PUNCT eurjchem-1 49 131     SPACE eurjchem-1 49 132 1h 1h NUM eurjchem-1 49 133 , , PUNCT eurjchem-1 49 134     SPACE eurjchem-1 49 135 h3 h3 NOUN eurjchem-1 49 136 ` ` PUNCT eurjchem-1 49 137     SPACE eurjchem-1 49 138 nitrobenzenesulfonothioate nitrobenzenesulfonothioate ADJ eurjchem-1 49 139 ) ) PUNCT eurjchem-1 49 140 , , PUNCT eurjchem-1 49 141     SPACE eurjchem-1 49 142 12.8 12.8 NUM eurjchem-1 49 143     SPACE eurjchem-1 49 144 ( ( PUNCT eurjchem-1 49 145 br br PROPN eurjchem-1 49 146 . . PROPN eurjchem-1 49 147 , , PUNCT eurjchem-1 49 148     SPACE eurjchem-1 49 149 nh nh PROPN eurjchem-1 49 150     SPACE eurjchem-1 49 151 and and CCONJ eurjchem-1 49 152     SPACE eurjchem-1 49 153 oh oh INTJ eurjchem-1 49 154 , , PUNCT eurjchem-1 49 155         SPACE eurjchem-1 49 156 d2o d2o NOUN eurjchem-1 49 157     SPACE eurjchem-1 49 158 exchangeable exchangeable ADJ eurjchem-1 49 159 ) ) PUNCT eurjchem-1 49 160 . . PUNCT eurjchem-1 49 161     SPACE eurjchem-1 50 1 ir ir VERB eurjchem-1 50 2     SPACE eurjchem-1 50 3 ( ( PUNCT eurjchem-1 50 4 cm‐1 cm‐1 NOUN eurjchem-1 50 5 ): ): PUNCT eurjchem-1 50 6     SPACE eurjchem-1 50 7 3406 3406 NUM eurjchem-1 50 8     SPACE eurjchem-1 50 9 ( ( PUNCT eurjchem-1 50 10 nh nh NOUN eurjchem-1 50 11 ) ) PUNCT eurjchem-1 50 12 , , PUNCT eurjchem-1 50 13     SPACE eurjchem-1 50 14 1627 1627 NUM eurjchem-1 50 15     SPACE eurjchem-1 50 16 ( ( PUNCT eurjchem-1 50 17 c c NOUN eurjchem-1 50 18 = = SYM eurjchem-1 50 19 n n CCONJ eurjchem-1 50 20     SPACE eurjchem-1 50 21 benzimidazole benzimidazole NOUN eurjchem-1 50 22 ) ) PUNCT eurjchem-1 50 23 , , PUNCT eurjchem-1 50 24     SPACE eurjchem-1 50 25 1595 1595 NUM eurjchem-1 50 26     SPACE eurjchem-1 50 27 ( ( PUNCT eurjchem-1 50 28 c c NOUN eurjchem-1 50 29 = = SYM eurjchem-1 50 30 n n CCONJ eurjchem-1 50 31     SPACE eurjchem-1 50 32 oxadiazole oxadiazole NOUN eurjchem-1 50 33     SPACE eurjchem-1 50 34 ring ring NOUN eurjchem-1 50 35 ) ) PUNCT eurjchem-1 50 36 , , PUNCT eurjchem-1 50 37     SPACE eurjchem-1 50 38 1398 1398 NUM eurjchem-1 50 39     SPACE eurjchem-1 50 40 ( ( PUNCT eurjchem-1 50 41 so2 so2 PROPN eurjchem-1 50 42 ) ) PUNCT eurjchem-1 50 43 , , PUNCT eurjchem-1 50 44     SPACE eurjchem-1 50 45 1453 1453 NUM eurjchem-1 50 46     SPACE eurjchem-1 50 47 and and CCONJ eurjchem-1 50 48     SPACE eurjchem-1 50 49 1368 1368 NUM eurjchem-1 50 50     SPACE eurjchem-1 50 51 ( ( PUNCT eurjchem-1 50 52 no2 no2 PROPN eurjchem-1 50 53 ) ) PUNCT eurjchem-1 50 54 . . PUNCT eurjchem-1 50 55     SPACE eurjchem-1 51 1 anal anal ADJ eurjchem-1 51 2 . . PUNCT eurjchem-1 51 3     SPACE eurjchem-1 51 4 calcd calcd NOUN eurjchem-1 51 5     SPACE eurjchem-1 51 6 for for ADP eurjchem-1 51 7     SPACE eurjchem-1 51 8 c16h11n5o5s2 c16h11n5o5s2 ADJ eurjchem-1 51 9 : : PUNCT eurjchem-1 51 10     SPACE eurjchem-1 51 11 c c X eurjchem-1 51 12 , , PUNCT eurjchem-1 51 13     SPACE eurjchem-1 51 14 46.04 46.04 NUM eurjchem-1 51 15 ; ; PUNCT eurjchem-1 51 16     SPACE eurjchem-1 51 17 h h NOUN eurjchem-1 51 18 , , PUNCT eurjchem-1 51 19     SPACE eurjchem-1 51 20 2.66 2.66 NUM eurjchem-1 51 21 ; ; PUNCT eurjchem-1 51 22     SPACE eurjchem-1 51 23 n n CCONJ eurjchem-1 51 24 , , PUNCT eurjchem-1 51 25     SPACE eurjchem-1 51 26 16.78 16.78 NUM eurjchem-1 51 27 ; ; PUNCT eurjchem-1 51 28     SPACE eurjchem-1 51 29 s s PROPN eurjchem-1 51 30 , , PUNCT eurjchem-1 51 31     SPACE eurjchem-1 51 32 15.36 15.36 NUM eurjchem-1 51 33 . . PUNCT eurjchem-1 51 34     SPACE eurjchem-1 51 35 found find VERB eurjchem-1 51 36 : : PUNCT eurjchem-1 51 37     SPACE eurjchem-1 51 38 c c X eurjchem-1 51 39 , , PUNCT eurjchem-1 51 40     SPACE eurjchem-1 51 41 46.15 46.15 NUM eurjchem-1 51 42 ; ; PUNCT eurjchem-1 51 43     SPACE eurjchem-1 51 44 h h NOUN eurjchem-1 51 45 , , PUNCT eurjchem-1 51 46     SPACE eurjchem-1 51 47 2.70 2.70 NUM eurjchem-1 51 48 ; ; PUNCT eurjchem-1 51 49     SPACE eurjchem-1 51 50 n n CCONJ eurjchem-1 51 51 , , PUNCT eurjchem-1 51 52     SPACE eurjchem-1 51 53 16.70 16.70 NUM eurjchem-1 51 54 ; ; PUNCT eurjchem-1 51 55     SPACE eurjchem-1 51 56 s s PROPN eurjchem-1 51 57 , , PUNCT eurjchem-1 51 58     SPACE eurjchem-1 51 59 15.25 15.25 NUM eurjchem-1 51 60 . . PUNCT eurjchem-1 51 61         SPACE eurjchem-1 52 1 2.1.3 2.1.3 NUM eurjchem-1 52 2 . . PUNCT eurjchem-1 52 3     SPACE eurjchem-1 52 4 preparation preparation NOUN eurjchem-1 52 5     SPACE eurjchem-1 52 6 of of ADP eurjchem-1 52 7     SPACE eurjchem-1 52 8 2­(5­(2­methyl­1h­benzo[d]imidazol­5­ 2­(5­(2­methyl­1h­benzo[d]imidazol­5­ PROPN eurjchem-1 52 9 yl)­1,3,4­oxadiazol­2­ylthio)acetonitrile yl)­1,3,4­oxadiazol­2­ylthio)acetonitrile PROPN eurjchem-1 52 10     SPACE eurjchem-1 52 11 ( ( PUNCT eurjchem-1 52 12 10 10 NUM eurjchem-1 52 13 ) ) PUNCT eurjchem-1 52 14     SPACE eurjchem-1 52 15 and and CCONJ eurjchem-1 52 16     SPACE eurjchem-1 52 17 2­((1h­ 2­((1h­ NUM eurjchem-1 52 18 benzo[d]imidazol­2­yl)methylthio)­5­(2­methyl­1h­ benzo[d]imidazol­2­yl)methylthio)­5­(2­methyl­1h­ NOUN eurjchem-1 52 19 benzo[d]imidazol­5­yl)­1,3,4­oxadiazole(11 benzo[d]imidazol­5­yl)­1,3,4­oxadiazole(11 NUM eurjchem-1 52 20 ) ) PUNCT eurjchem-1 52 21         SPACE eurjchem-1 52 22 general general ADJ eurjchem-1 52 23     SPACE eurjchem-1 52 24 procedure procedure NOUN eurjchem-1 52 25 : : PUNCT eurjchem-1 52 26     SPACE eurjchem-1 52 27 a a DET eurjchem-1 52 28     SPACE eurjchem-1 52 29 mixture mixture NOUN eurjchem-1 52 30     SPACE eurjchem-1 52 31 of of ADP eurjchem-1 52 32     SPACE eurjchem-1 52 33 7 7 NUM eurjchem-1 52 34     SPACE eurjchem-1 52 35 ( ( PUNCT eurjchem-1 52 36 5 5 NUM eurjchem-1 52 37     SPACE eurjchem-1 52 38 mmole mmole NOUN eurjchem-1 52 39 ) ) PUNCT eurjchem-1 52 40 , , PUNCT eurjchem-1 52 41     SPACE eurjchem-1 52 42 chloroacetonitrile chloroacetonitrile NOUN eurjchem-1 52 43     SPACE eurjchem-1 52 44 or or CCONJ eurjchem-1 52 45     SPACE eurjchem-1 52 46 2‐chloromethylbenzimidazole 2‐chloromethylbenzimidazole NOUN eurjchem-1 52 47     SPACE eurjchem-1 52 48 ( ( PUNCT eurjchem-1 52 49 5 5 NUM eurjchem-1 52 50     SPACE eurjchem-1 52 51 mmole mmole NOUN eurjchem-1 52 52 ) ) PUNCT eurjchem-1 52 53     SPACE eurjchem-1 52 54 and and CCONJ eurjchem-1 52 55     SPACE eurjchem-1 52 56 anhydrous anhydrous ADJ eurjchem-1 52 57     SPACE eurjchem-1 52 58 potassium potassium NOUN eurjchem-1 52 59     SPACE eurjchem-1 52 60 carbonate carbonate NOUN eurjchem-1 52 61     SPACE eurjchem-1 52 62 ( ( PUNCT eurjchem-1 52 63 6 6 NUM eurjchem-1 52 64     SPACE eurjchem-1 52 65 mmole mmole NOUN eurjchem-1 52 66 ) ) PUNCT eurjchem-1 52 67     SPACE eurjchem-1 52 68 in in ADP eurjchem-1 52 69     SPACE eurjchem-1 52 70 absolute absolute ADJ eurjchem-1 52 71     SPACE eurjchem-1 52 72 ethanol ethanol NOUN eurjchem-1 52 73     SPACE eurjchem-1 52 74 ( ( PUNCT eurjchem-1 52 75 30 30 NUM eurjchem-1 52 76     SPACE eurjchem-1 52 77 ml ml NOUN eurjchem-1 52 78 ) ) PUNCT eurjchem-1 52 79     SPACE eurjchem-1 52 80 was be AUX eurjchem-1 52 81     SPACE eurjchem-1 52 82 stirred stir VERB eurjchem-1 52 83     SPACE eurjchem-1 52 84 at at ADP eurjchem-1 52 85     SPACE eurjchem-1 52 86 room room NOUN eurjchem-1 52 87     SPACE eurjchem-1 52 88 temperature temperature NOUN eurjchem-1 52 89     SPACE eurjchem-1 52 90 for for ADP eurjchem-1 52 91     SPACE eurjchem-1 52 92 6‐8 6‐8 NOUN eurjchem-1 52 93     SPACE eurjchem-1 52 94 h h NOUN eurjchem-1 52 95     SPACE eurjchem-1 52 96 ( ( PUNCT eurjchem-1 52 97 scheme scheme NOUN eurjchem-1 52 98     SPACE eurjchem-1 52 99 3 3 NUM eurjchem-1 52 100 ) ) PUNCT eurjchem-1 52 101 . . PUNCT eurjchem-1 52 102     SPACE eurjchem-1 53 1 the the DET eurjchem-1 53 2     SPACE eurjchem-1 53 3 mixture mixture NOUN eurjchem-1 53 4     SPACE eurjchem-1 53 5 was be AUX eurjchem-1 53 6     SPACE eurjchem-1 53 7 filtered filter VERB eurjchem-1 53 8     SPACE eurjchem-1 53 9 and and CCONJ eurjchem-1 53 10     SPACE eurjchem-1 53 11 the the DET eurjchem-1 53 12     SPACE eurjchem-1 53 13 filtrate filtrate NOUN eurjchem-1 53 14     SPACE eurjchem-1 53 15 was be AUX eurjchem-1 53 16     SPACE eurjchem-1 53 17 evaporated evaporate VERB eurjchem-1 53 18     SPACE eurjchem-1 53 19 until until ADP eurjchem-1 53 20     SPACE eurjchem-1 53 21 dryness dryness NOUN eurjchem-1 53 22 , , PUNCT eurjchem-1 53 23     SPACE eurjchem-1 53 24 the the DET eurjchem-1 53 25     SPACE eurjchem-1 53 26 residue residue NOUN eurjchem-1 53 27     SPACE eurjchem-1 53 28 obtained obtain VERB eurjchem-1 53 29     SPACE eurjchem-1 53 30 was be AUX eurjchem-1 53 31     SPACE eurjchem-1 53 32 washed wash VERB eurjchem-1 53 33     SPACE eurjchem-1 53 34 with with ADP eurjchem-1 53 35     SPACE eurjchem-1 53 36 water water NOUN eurjchem-1 53 37     SPACE eurjchem-1 53 38 and and CCONJ eurjchem-1 53 39     SPACE eurjchem-1 53 40 recrystallized recrystallize VERB eurjchem-1 53 41     SPACE eurjchem-1 53 42 from from ADP eurjchem-1 53 43     SPACE eurjchem-1 53 44 ethanol ethanol NOUN eurjchem-1 53 45     SPACE eurjchem-1 53 46 to to PART eurjchem-1 53 47     SPACE eurjchem-1 53 48 give give VERB eurjchem-1 53 49     SPACE eurjchem-1 53 50 10 10 NUM eurjchem-1 53 51     SPACE eurjchem-1 53 52 and and CCONJ eurjchem-1 53 53     SPACE eurjchem-1 53 54 11 11 NUM eurjchem-1 53 55     SPACE eurjchem-1 53 56 respectively respectively ADV eurjchem-1 53 57 . . PUNCT eurjchem-1 53 58         SPACE eurjchem-1 54 1 2.1.3.1 2.1.3.1 PROPN eurjchem-1 54 2 . . AUX eurjchem-1 54 3     SPACE eurjchem-1 54 4 compound compound NOUN eurjchem-1 54 5     SPACE eurjchem-1 54 6 10 10 NUM eurjchem-1 54 7 : : PUNCT eurjchem-1 54 8     SPACE eurjchem-1 54 9 buff buff PROPN eurjchem-1 54 10     SPACE eurjchem-1 54 11 solid solid NOUN eurjchem-1 54 12 . . PUNCT eurjchem-1 54 13     SPACE eurjchem-1 55 1 rf rf NOUN eurjchem-1 55 2     SPACE eurjchem-1 55 3 = = NOUN eurjchem-1 55 4     SPACE eurjchem-1 55 5 0.68 0.68 NUM eurjchem-1 55 6     SPACE eurjchem-1 55 7 ( ( PUNCT eurjchem-1 55 8 petroleum petroleum NOUN eurjchem-1 55 9     SPACE eurjchem-1 55 10 ether ether NOUN eurjchem-1 55 11 : : PUNCT eurjchem-1 55 12     SPACE eurjchem-1 55 13 ethyl ethyl PROPN eurjchem-1 55 14     SPACE eurjchem-1 55 15 acetate acetate NOUN eurjchem-1 55 16 : : PUNCT eurjchem-1 55 17     SPACE eurjchem-1 55 18 methanol methanol NOUN eurjchem-1 55 19 , , PUNCT eurjchem-1 55 20     SPACE eurjchem-1 55 21 1:2:1/2 1:2:1/2 NUM eurjchem-1 55 22 ) ) PUNCT eurjchem-1 55 23 . . PUNCT eurjchem-1 55 24     SPACE eurjchem-1 56 1 yield yield NOUN eurjchem-1 56 2 : : PUNCT eurjchem-1 56 3     SPACE eurjchem-1 56 4 84 84 NUM eurjchem-1 56 5 % % NOUN eurjchem-1 56 6 . . PUNCT eurjchem-1 56 7     SPACE eurjchem-1 57 1 m.p m.p PROPN eurjchem-1 57 2 . . PROPN eurjchem-1 57 3 : : PUNCT eurjchem-1 57 4     SPACE eurjchem-1 57 5 228‐230 228‐230 NUM eurjchem-1 57 6     SPACE eurjchem-1 57 7 oc oc PROPN eurjchem-1 57 8 . . PUNCT eurjchem-1 57 9     SPACE eurjchem-1 58 1 1h‐nmr 1h‐nmr NUM eurjchem-1 58 2     SPACE eurjchem-1 58 3 ( ( PUNCT eurjchem-1 58 4 270 270 NUM eurjchem-1 58 5     SPACE eurjchem-1 58 6 mhz mhz NOUN eurjchem-1 58 7 , , PUNCT eurjchem-1 58 8     SPACE eurjchem-1 58 9 dmso‐d6 dmso‐d6 NOUN eurjchem-1 58 10 ) ) PUNCT eurjchem-1 58 11     SPACE eurjchem-1 58 12 δ δ PROPN eurjchem-1 58 13 : : PUNCT eurjchem-1 58 14     SPACE eurjchem-1 58 15 2.49 2.49 NUM eurjchem-1 58 16     SPACE eurjchem-1 58 17 ( ( PUNCT eurjchem-1 58 18 s s PROPN eurjchem-1 58 19 , , PUNCT eurjchem-1 58 20     SPACE eurjchem-1 58 21 3h 3h NUM eurjchem-1 58 22 , , PUNCT eurjchem-1 58 23     SPACE eurjchem-1 58 24 ch3 ch3 PROPN eurjchem-1 58 25 ) ) PUNCT eurjchem-1 58 26 , , PUNCT eurjchem-1 58 27     SPACE eurjchem-1 58 28 4.52 4.52 NUM eurjchem-1 58 29     SPACE eurjchem-1 58 30 ( ( PUNCT eurjchem-1 58 31 s s PROPN eurjchem-1 58 32 , , PUNCT eurjchem-1 58 33     SPACE eurjchem-1 58 34 2h 2h NUM eurjchem-1 58 35 , , PUNCT eurjchem-1 58 36     SPACE eurjchem-1 58 37 ch2 ch2 NOUN eurjchem-1 58 38 ) ) PUNCT eurjchem-1 58 39 , , PUNCT eurjchem-1 58 40     SPACE eurjchem-1 58 41 7.63 7.63 NUM eurjchem-1 58 42     SPACE eurjchem-1 58 43 ( ( PUNCT eurjchem-1 58 44 d d PROPN eurjchem-1 58 45 , , PUNCT eurjchem-1 58 46     SPACE eurjchem-1 58 47 j j PROPN eurjchem-1 58 48     SPACE eurjchem-1 58 49 = = NOUN eurjchem-1 58 50     SPACE eurjchem-1 58 51 8.41 8.41 NUM eurjchem-1 58 52     SPACE eurjchem-1 58 53 hz hz VERB eurjchem-1 58 54 , , PUNCT eurjchem-1 58 55     SPACE eurjchem-1 58 56 1h 1h NUM eurjchem-1 58 57 , , PUNCT eurjchem-1 58 58     SPACE eurjchem-1 58 59 h7 h7 PROPN eurjchem-1 58 60 ) ) PUNCT eurjchem-1 58 61 , , PUNCT eurjchem-1 58 62     SPACE eurjchem-1 58 63 7.77 7.77 NUM eurjchem-1 58 64     SPACE eurjchem-1 58 65 ( ( PUNCT eurjchem-1 58 66 d d PROPN eurjchem-1 58 67 , , PUNCT eurjchem-1 58 68     SPACE eurjchem-1 58 69 j j PROPN eurjchem-1 58 70     SPACE eurjchem-1 58 71 = = NOUN eurjchem-1 58 72     SPACE eurjchem-1 58 73 8.41 8.41 NUM eurjchem-1 58 74     SPACE eurjchem-1 58 75 hz hz VERB eurjchem-1 58 76 , , PUNCT eurjchem-1 58 77     SPACE eurjchem-1 58 78 1h 1h NUM eurjchem-1 58 79 , , PUNCT eurjchem-1 58 80     SPACE eurjchem-1 58 81 h6 h6 PROPN eurjchem-1 58 82 ) ) PUNCT eurjchem-1 58 83 , , PUNCT eurjchem-1 58 84     SPACE eurjchem-1 58 85 8.06 8.06 NUM eurjchem-1 58 86     SPACE eurjchem-1 58 87 ( ( PUNCT eurjchem-1 58 88 s s PROPN eurjchem-1 58 89 , , PUNCT eurjchem-1 58 90     SPACE eurjchem-1 58 91 1h 1h NUM eurjchem-1 58 92 , , PUNCT eurjchem-1 58 93     SPACE eurjchem-1 58 94 h4 h4 NOUN eurjchem-1 58 95 ) ) PUNCT eurjchem-1 58 96 , , PUNCT eurjchem-1 58 97     SPACE eurjchem-1 58 98 12.65 12.65 NUM eurjchem-1 58 99     SPACE eurjchem-1 58 100 ( ( PUNCT eurjchem-1 58 101 br br PROPN eurjchem-1 58 102 . . PROPN eurjchem-1 58 103 , , PUNCT eurjchem-1 58 104     SPACE eurjchem-1 58 105 d2o d2o NOUN eurjchem-1 58 106     SPACE eurjchem-1 58 107 exchangeable exchangeable ADJ eurjchem-1 58 108 , , PUNCT eurjchem-1 58 109     SPACE eurjchem-1 58 110 nh nh PROPN eurjchem-1 58 111     SPACE eurjchem-1 58 112 benzimidazole benzimidazole NOUN eurjchem-1 58 113 ) ) PUNCT eurjchem-1 58 114 . . PUNCT eurjchem-1 58 115     SPACE eurjchem-1 59 1 ir ir VERB eurjchem-1 59 2     SPACE eurjchem-1 59 3 ( ( PUNCT eurjchem-1 59 4 cm‐1 cm‐1 NOUN eurjchem-1 59 5 ): ): PUNCT eurjchem-1 59 6     SPACE eurjchem-1 59 7 3365 3365 NUM eurjchem-1 59 8     SPACE eurjchem-1 59 9 ( ( PUNCT eurjchem-1 59 10 nh nh NOUN eurjchem-1 59 11 ) ) PUNCT eurjchem-1 59 12 , , PUNCT eurjchem-1 59 13     SPACE eurjchem-1 59 14 2249 2249 NUM eurjchem-1 59 15     SPACE eurjchem-1 59 16 ( ( PUNCT eurjchem-1 59 17 c≡n c≡n PROPN eurjchem-1 59 18 ) ) PUNCT eurjchem-1 59 19 , , PUNCT eurjchem-1 59 20     SPACE eurjchem-1 59 21 1627 1627 NUM eurjchem-1 59 22     SPACE eurjchem-1 59 23 ( ( PUNCT eurjchem-1 59 24 c c NOUN eurjchem-1 59 25 = = SYM eurjchem-1 59 26 n n CCONJ eurjchem-1 59 27     SPACE eurjchem-1 59 28 benzimidazole benzimidazole NOUN eurjchem-1 59 29 ) ) PUNCT eurjchem-1 59 30 , , PUNCT eurjchem-1 59 31     SPACE eurjchem-1 59 32 1576 1576 NUM eurjchem-1 59 33     SPACE eurjchem-1 59 34 ( ( PUNCT eurjchem-1 59 35 c c NOUN eurjchem-1 59 36 = = SYM eurjchem-1 59 37 n n CCONJ eurjchem-1 59 38     SPACE eurjchem-1 59 39 oxadiazole oxadiazole NOUN eurjchem-1 59 40     SPACE eurjchem-1 59 41 ring ring NOUN eurjchem-1 59 42 ) ) PUNCT eurjchem-1 59 43 . . PUNCT eurjchem-1 59 44     SPACE eurjchem-1 60 1 ms ms NOUN eurjchem-1 60 2 : : PUNCT eurjchem-1 60 3     SPACE eurjchem-1 60 4 m m PROPN eurjchem-1 60 5 / / PROPN eurjchem-1 60 6 z z NOUN eurjchem-1 60 7     SPACE eurjchem-1 60 8 271 271 NUM eurjchem-1 60 9     SPACE eurjchem-1 60 10 ( ( PUNCT eurjchem-1 60 11 m+ m+ NUM eurjchem-1 60 12 , , PUNCT eurjchem-1 60 13     SPACE eurjchem-1 60 14 50 50 NUM eurjchem-1 60 15 % % NOUN eurjchem-1 60 16 ) ) PUNCT eurjchem-1 60 17 . . PUNCT eurjchem-1 60 18     SPACE eurjchem-1 61 1 anal anal ADJ eurjchem-1 61 2 . . PUNCT eurjchem-1 61 3     SPACE eurjchem-1 61 4 calcd calcd NOUN eurjchem-1 61 5     SPACE eurjchem-1 61 6 for for ADP eurjchem-1 61 7     SPACE eurjchem-1 61 8 c12h9n5os c12h9n5o NOUN eurjchem-1 61 9 : : PUNCT eurjchem-1 61 10     SPACE eurjchem-1 61 11 c c X eurjchem-1 61 12 , , PUNCT eurjchem-1 61 13     SPACE eurjchem-1 61 14 53.13 53.13 NUM eurjchem-1 61 15 ; ; PUNCT eurjchem-1 61 16     SPACE eurjchem-1 61 17 h h NOUN eurjchem-1 61 18 , , PUNCT eurjchem-1 61 19     SPACE eurjchem-1 61 20 3.34 3.34 NUM eurjchem-1 61 21 ; ; PUNCT eurjchem-1 61 22     SPACE eurjchem-1 61 23 n n CCONJ eurjchem-1 61 24 , , PUNCT eurjchem-1 61 25     SPACE eurjchem-1 61 26 25.81 25.81 NUM eurjchem-1 61 27 ; ; PUNCT eurjchem-1 61 28     SPACE eurjchem-1 61 29 s s PROPN eurjchem-1 61 30 , , PUNCT eurjchem-1 61 31     SPACE eurjchem-1 61 32 11.82 11.82 NUM eurjchem-1 61 33 . . PUNCT eurjchem-1 61 34     SPACE eurjchem-1 61 35 found find VERB eurjchem-1 61 36 : : PUNCT eurjchem-1 61 37     SPACE eurjchem-1 61 38 c c X eurjchem-1 61 39 , , PUNCT eurjchem-1 61 40     SPACE eurjchem-1 61 41 53.41 53.41 NUM eurjchem-1 61 42 ; ; PUNCT eurjchem-1 61 43     SPACE eurjchem-1 61 44 h h NOUN eurjchem-1 61 45 , , PUNCT eurjchem-1 61 46     SPACE eurjchem-1 61 47 3.20 3.20 NUM eurjchem-1 61 48 ; ; PUNCT eurjchem-1 61 49     SPACE eurjchem-1 61 50 n n CCONJ eurjchem-1 61 51 , , PUNCT eurjchem-1 61 52     SPACE eurjchem-1 61 53 25.90 25.90 NUM eurjchem-1 61 54 ; ; PUNCT eurjchem-1 61 55     SPACE eurjchem-1 61 56 s s PROPN eurjchem-1 61 57 , , PUNCT eurjchem-1 61 58     SPACE eurjchem-1 61 59 11.92 11.92 NUM eurjchem-1 61 60 . . PUNCT eurjchem-1 61 61           SPACE eurjchem-1 62 1 2.1.3.2 2.1.3.2 NUM eurjchem-1 62 2 . . AUX eurjchem-1 62 3     SPACE eurjchem-1 62 4 compound compound NOUN eurjchem-1 62 5     SPACE eurjchem-1 62 6 11 11 NUM eurjchem-1 62 7 : : PUNCT eurjchem-1 62 8     SPACE eurjchem-1 62 9 brown brown ADJ eurjchem-1 62 10     SPACE eurjchem-1 62 11 solid solid ADJ eurjchem-1 62 12 . . PUNCT eurjchem-1 62 13     SPACE eurjchem-1 63 1 rf rf NOUN eurjchem-1 63 2     SPACE eurjchem-1 63 3 = = NOUN eurjchem-1 63 4     SPACE eurjchem-1 63 5 0.36 0.36 NUM eurjchem-1 63 6     SPACE eurjchem-1 63 7 ( ( PUNCT eurjchem-1 63 8 petroleum petroleum NOUN eurjchem-1 63 9     SPACE eurjchem-1 63 10 ether ether NOUN eurjchem-1 63 11 : : PUNCT eurjchem-1 63 12     SPACE eurjchem-1 63 13 ethyl ethyl PROPN eurjchem-1 63 14     SPACE eurjchem-1 63 15 acetate acetate NOUN eurjchem-1 63 16 : : PUNCT eurjchem-1 63 17     SPACE eurjchem-1 63 18 methanol methanol NOUN eurjchem-1 63 19 , , PUNCT eurjchem-1 63 20     SPACE eurjchem-1 63 21 1:2:1/2 1:2:1/2 NUM eurjchem-1 63 22 ) ) PUNCT eurjchem-1 63 23 . . PUNCT eurjchem-1 63 24     SPACE eurjchem-1 64 1 yield yield NOUN eurjchem-1 64 2 : : PUNCT eurjchem-1 64 3     SPACE eurjchem-1 64 4 88 88 NUM eurjchem-1 64 5 % % NOUN eurjchem-1 64 6 . . PUNCT eurjchem-1 64 7     SPACE eurjchem-1 65 1 m.p m.p PROPN eurjchem-1 65 2 . . PROPN eurjchem-1 65 3 : : PUNCT eurjchem-1 65 4     SPACE eurjchem-1 65 5 250‐251 250‐251 NUM eurjchem-1 65 6     SPACE eurjchem-1 65 7 oc oc PROPN eurjchem-1 65 8 . . PUNCT eurjchem-1 65 9     SPACE eurjchem-1 65 10 1h‐nmr 1h‐nmr NUM eurjchem-1 65 11     SPACE eurjchem-1 65 12 ( ( PUNCT eurjchem-1 65 13 270 270 NUM eurjchem-1 65 14     SPACE eurjchem-1 65 15 mhz mhz NOUN eurjchem-1 65 16 , , PUNCT eurjchem-1 65 17     SPACE eurjchem-1 65 18 dmso‐d6 dmso‐d6 NOUN eurjchem-1 65 19 ) ) PUNCT eurjchem-1 65 20     SPACE eurjchem-1 65 21 δ δ PROPN eurjchem-1 65 22 : : PUNCT eurjchem-1 65 23     SPACE eurjchem-1 65 24 2.5 2.5 NUM eurjchem-1 65 25     SPACE eurjchem-1 65 26 ( ( PUNCT eurjchem-1 65 27 s s PROPN eurjchem-1 65 28 , , PUNCT eurjchem-1 65 29     SPACE eurjchem-1 65 30 3h 3h NUM eurjchem-1 65 31 , , PUNCT eurjchem-1 65 32     SPACE eurjchem-1 65 33 ch3 ch3 PROPN eurjchem-1 65 34 ) ) PUNCT eurjchem-1 65 35 , , PUNCT eurjchem-1 65 36     SPACE eurjchem-1 65 37 4.69 4.69 NUM eurjchem-1 65 38     SPACE eurjchem-1 65 39 ( ( PUNCT eurjchem-1 65 40 s s PROPN eurjchem-1 65 41 , , PUNCT eurjchem-1 65 42     SPACE eurjchem-1 65 43 2h 2h NUM eurjchem-1 65 44 , , PUNCT eurjchem-1 65 45     SPACE eurjchem-1 65 46 ch2 ch2 NOUN eurjchem-1 65 47 ) ) PUNCT eurjchem-1 65 48 , , PUNCT eurjchem-1 65 49     SPACE eurjchem-1 65 50 7.26 7.26 NUM eurjchem-1 65 51     SPACE eurjchem-1 65 52 ( ( PUNCT eurjchem-1 65 53 m m PROPN eurjchem-1 65 54 , , PUNCT eurjchem-1 65 55     SPACE eurjchem-1 65 56 3h 3h NUM eurjchem-1 65 57 , , PUNCT eurjchem-1 65 58     SPACE eurjchem-1 65 59 h5 h5 NOUN eurjchem-1 65 60 ` ` PUNCT eurjchem-1 65 61     SPACE eurjchem-1 65 62 + + ADJ eurjchem-1 65 63     SPACE eurjchem-1 65 64 h6 h6 NOUN eurjchem-1 65 65 ` ` PUNCT eurjchem-1 65 66     SPACE eurjchem-1 65 67 + + ADJ eurjchem-1 65 68     SPACE eurjchem-1 65 69 h7 h7 NOUN eurjchem-1 65 70 ` ` PUNCT eurjchem-1 65 71 ) ) PUNCT eurjchem-1 65 72 , , PUNCT eurjchem-1 65 73     SPACE eurjchem-1 65 74 7.51 7.51 NUM eurjchem-1 65 75     SPACE eurjchem-1 65 76 ( ( PUNCT eurjchem-1 65 77 m m PROPN eurjchem-1 65 78 , , PUNCT eurjchem-1 65 79     SPACE eurjchem-1 65 80 1h 1h NUM eurjchem-1 65 81 , , PUNCT eurjchem-1 65 82     SPACE eurjchem-1 65 83 h4 h4 PROPN eurjchem-1 65 84 ` ` PUNCT eurjchem-1 65 85 ) ) PUNCT eurjchem-1 65 86 , , PUNCT eurjchem-1 65 87     SPACE eurjchem-1 65 88 7.73 7.73 NUM eurjchem-1 65 89     SPACE eurjchem-1 65 90 ( ( PUNCT eurjchem-1 65 91 d d PROPN eurjchem-1 65 92 , , PUNCT eurjchem-1 65 93     SPACE eurjchem-1 65 94 j j PROPN eurjchem-1 65 95     SPACE eurjchem-1 65 96 = = NOUN eurjchem-1 65 97     SPACE eurjchem-1 65 98 8.35 8.35 NUM eurjchem-1 65 99     SPACE eurjchem-1 65 100 hz hz VERB eurjchem-1 65 101 , , PUNCT eurjchem-1 65 102     SPACE eurjchem-1 65 103 1h 1h NUM eurjchem-1 65 104 , , PUNCT eurjchem-1 65 105     SPACE eurjchem-1 65 106 h7 h7 PROPN eurjchem-1 65 107 ) ) PUNCT eurjchem-1 65 108 , , PUNCT eurjchem-1 65 109     SPACE eurjchem-1 65 110 7.82 7.82 NUM eurjchem-1 65 111     SPACE eurjchem-1 65 112 ( ( PUNCT eurjchem-1 65 113 d d PROPN eurjchem-1 65 114 , , PUNCT eurjchem-1 65 115     SPACE eurjchem-1 65 116 j j PROPN eurjchem-1 65 117     SPACE eurjchem-1 66 1 = = NOUN eurjchem-1 66 2     SPACE eurjchem-1 66 3 8.35 8.35 NUM eurjchem-1 66 4     SPACE eurjchem-1 66 5 hz hz VERB eurjchem-1 66 6 , , PUNCT eurjchem-1 66 7     SPACE eurjchem-1 66 8 1h 1h NUM eurjchem-1 66 9 , , PUNCT eurjchem-1 66 10     SPACE eurjchem-1 66 11 h6 h6 PROPN eurjchem-1 66 12 ) ) PUNCT eurjchem-1 66 13 , , PUNCT eurjchem-1 66 14     SPACE eurjchem-1 66 15 8.26 8.26 NUM eurjchem-1 66 16     SPACE eurjchem-1 66 17 ( ( PUNCT eurjchem-1 66 18 s s PROPN eurjchem-1 66 19 , , PUNCT eurjchem-1 66 20     SPACE eurjchem-1 66 21 1h 1h NUM eurjchem-1 66 22 , , PUNCT eurjchem-1 66 23     SPACE eurjchem-1 66 24 h4 h4 NOUN eurjchem-1 66 25 ) ) PUNCT eurjchem-1 66 26 , , PUNCT eurjchem-1 66 27     SPACE eurjchem-1 66 28 11.92 11.92 NUM eurjchem-1 66 29     SPACE eurjchem-1 66 30 ( ( PUNCT eurjchem-1 66 31 s s PROPN eurjchem-1 66 32 , , PUNCT eurjchem-1 66 33     SPACE eurjchem-1 66 34 1h 1h NUM eurjchem-1 66 35 , , PUNCT eurjchem-1 66 36     SPACE eurjchem-1 66 37 nh nh PROPN eurjchem-1 66 38 , , PUNCT eurjchem-1 66 39     SPACE eurjchem-1 66 40 d2o d2o NOUN eurjchem-1 66 41     SPACE eurjchem-1 66 42 exchangeable exchangeable ADJ eurjchem-1 66 43 ) ) PUNCT eurjchem-1 66 44 , , PUNCT eurjchem-1 66 45     SPACE eurjchem-1 66 46 12.19 12.19 NUM eurjchem-1 66 47     SPACE eurjchem-1 66 48 ( ( PUNCT eurjchem-1 66 49 s s PROPN eurjchem-1 66 50 , , PUNCT eurjchem-1 66 51     SPACE eurjchem-1 66 52 1h 1h NUM eurjchem-1 66 53 , , PUNCT eurjchem-1 66 54     SPACE eurjchem-1 66 55 nh nh PROPN eurjchem-1 66 56 , , PUNCT eurjchem-1 66 57     SPACE eurjchem-1 66 58 d2o d2o NOUN eurjchem-1 66 59     SPACE eurjchem-1 66 60 exchangeable exchangeable ADJ eurjchem-1 66 61 ) ) PUNCT eurjchem-1 66 62 . . PUNCT eurjchem-1 66 63     SPACE eurjchem-1 67 1 ir ir VERB eurjchem-1 67 2     SPACE eurjchem-1 67 3 ( ( PUNCT eurjchem-1 67 4 cm‐1 cm‐1 NOUN eurjchem-1 67 5 ): ): PUNCT eurjchem-1 67 6     SPACE eurjchem-1 67 7 3437 3437 NUM eurjchem-1 67 8     SPACE eurjchem-1 67 9 ( ( PUNCT eurjchem-1 67 10 nh nh NOUN eurjchem-1 67 11 ) ) PUNCT eurjchem-1 67 12 , , PUNCT eurjchem-1 67 13     SPACE eurjchem-1 67 14 1626 1626 NUM eurjchem-1 67 15     SPACE eurjchem-1 67 16 ( ( PUNCT eurjchem-1 67 17 c c NOUN eurjchem-1 67 18 = = SYM eurjchem-1 67 19 n n NUM eurjchem-1 67 20 ) ) PUNCT eurjchem-1 67 21 . . PUNCT eurjchem-1 67 22     SPACE eurjchem-1 68 1 anal anal ADJ eurjchem-1 68 2 . . PUNCT eurjchem-1 68 3     SPACE eurjchem-1 68 4 calcd calcd NOUN eurjchem-1 68 5     SPACE eurjchem-1 68 6 for for ADP eurjchem-1 68 7     SPACE eurjchem-1 68 8 c18h14n6os c18h14n6os PROPN eurjchem-1 68 9 : : PUNCT eurjchem-1 68 10     SPACE eurjchem-1 68 11 c c X eurjchem-1 68 12 , , PUNCT eurjchem-1 68 13     SPACE eurjchem-1 68 14 59.65 59.65 NUM eurjchem-1 68 15 ; ; PUNCT eurjchem-1 68 16     SPACE eurjchem-1 68 17 h h NOUN eurjchem-1 68 18 , , PUNCT eurjchem-1 68 19     SPACE eurjchem-1 68 20 3.89 3.89 NUM eurjchem-1 68 21 ; ; PUNCT eurjchem-1 68 22     SPACE eurjchem-1 68 23 n n CCONJ eurjchem-1 68 24 , , PUNCT eurjchem-1 68 25     SPACE eurjchem-1 68 26 23.19 23.19 NUM eurjchem-1 68 27 ; ; PUNCT eurjchem-1 68 28     SPACE eurjchem-1 68 29 s s PROPN eurjchem-1 68 30 , , PUNCT eurjchem-1 68 31     SPACE eurjchem-1 68 32 8.85 8.85 NUM eurjchem-1 68 33 . . PUNCT eurjchem-1 68 34     SPACE eurjchem-1 68 35 found find VERB eurjchem-1 68 36 : : PUNCT eurjchem-1 68 37     SPACE eurjchem-1 68 38 c c X eurjchem-1 68 39 , , PUNCT eurjchem-1 68 40     SPACE eurjchem-1 68 41 59.72 59.72 NUM eurjchem-1 68 42 ; ; PUNCT eurjchem-1 68 43     SPACE eurjchem-1 68 44 h h NOUN eurjchem-1 68 45 , , PUNCT eurjchem-1 68 46     SPACE eurjchem-1 68 47 3.71 3.71 NUM eurjchem-1 68 48 ; ; PUNCT eurjchem-1 68 49     SPACE eurjchem-1 68 50 n n CCONJ eurjchem-1 68 51 , , PUNCT eurjchem-1 68 52     SPACE eurjchem-1 68 53 23.15 23.15 NUM eurjchem-1 68 54 ; ; PUNCT eurjchem-1 68 55     SPACE eurjchem-1 68 56 s s PROPN eurjchem-1 68 57 , , PUNCT eurjchem-1 68 58     SPACE eurjchem-1 68 59 8.95 8.95 NUM eurjchem-1 68 60 . . PUNCT eurjchem-1 68 61     SPACE eurjchem-1 69 1 2.1.4 2.1.4 NUM eurjchem-1 69 2 . . PUNCT eurjchem-1 69 3     SPACE eurjchem-1 69 4 preparation preparation NOUN eurjchem-1 69 5     SPACE eurjchem-1 69 6 of of ADP eurjchem-1 69 7     SPACE eurjchem-1 69 8 1,2­bis(5­(2­methyl­1h­ 1,2­bis(5­(2­methyl­1h­ PROPN eurjchem-1 69 9 benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ylthio)ethane benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ylthio)ethane NOUN eurjchem-1 69 10     SPACE eurjchem-1 69 11 ( ( PUNCT eurjchem-1 69 12 12 12 NUM eurjchem-1 69 13 ) ) PUNCT eurjchem-1 69 14     SPACE eurjchem-1 69 15 and and CCONJ eurjchem-1 69 16     SPACE eurjchem-1 69 17 bis(5­(2­methyl­1h­benzo[d]imidazol­5­yl)­1,3,4­ bis(5­(2­methyl­1h­benzo[d]imidazol­5­yl)­1,3,4­ NOUN eurjchem-1 69 18 oxadiazol­2­ylthio)methane oxadiazol­2­ylthio)methane NOUN eurjchem-1 69 19     SPACE eurjchem-1 69 20 ( ( PUNCT eurjchem-1 69 21 13 13 NUM eurjchem-1 69 22 ) ) PUNCT eurjchem-1 69 23           SPACE eurjchem-1 69 24 general general ADJ eurjchem-1 69 25     SPACE eurjchem-1 69 26 procedure procedure NOUN eurjchem-1 69 27 : : PUNCT eurjchem-1 69 28     SPACE eurjchem-1 69 29 a a DET eurjchem-1 69 30     SPACE eurjchem-1 69 31 mixture mixture NOUN eurjchem-1 69 32     SPACE eurjchem-1 69 33 of of ADP eurjchem-1 69 34     SPACE eurjchem-1 69 35 7 7 NUM eurjchem-1 69 36     SPACE eurjchem-1 69 37 ( ( PUNCT eurjchem-1 69 38 5 5 NUM eurjchem-1 69 39     SPACE eurjchem-1 69 40 mmole mmole NOUN eurjchem-1 69 41 ) ) PUNCT eurjchem-1 69 42 , , PUNCT eurjchem-1 69 43     SPACE eurjchem-1 69 44 dibromoethane dibromoethane NOUN eurjchem-1 69 45     SPACE eurjchem-1 69 46 or or CCONJ eurjchem-1 69 47     SPACE eurjchem-1 69 48 diiodomethane diiodomethane NOUN eurjchem-1 69 49     SPACE eurjchem-1 69 50 ( ( PUNCT eurjchem-1 69 51 2.5 2.5 NUM eurjchem-1 69 52     SPACE eurjchem-1 69 53 mmole mmole NOUN eurjchem-1 69 54 ) ) PUNCT eurjchem-1 69 55     SPACE eurjchem-1 69 56 and and CCONJ eurjchem-1 69 57     SPACE eurjchem-1 69 58 anhydrous anhydrous ADJ eurjchem-1 69 59     SPACE eurjchem-1 69 60 potassium potassium NOUN eurjchem-1 69 61     SPACE eurjchem-1 69 62 carbonate carbonate NOUN eurjchem-1 69 63     SPACE eurjchem-1 69 64 ( ( PUNCT eurjchem-1 69 65 6 6 NUM eurjchem-1 69 66     SPACE eurjchem-1 69 67 mmole mmole NOUN eurjchem-1 69 68 ) ) PUNCT eurjchem-1 69 69     SPACE eurjchem-1 69 70 in in ADP eurjchem-1 69 71     SPACE eurjchem-1 69 72 dimethylformamide dimethylformamide NOUN eurjchem-1 69 73     SPACE eurjchem-1 69 74 ( ( PUNCT eurjchem-1 69 75 30 30 NUM eurjchem-1 69 76     SPACE eurjchem-1 69 77 ml ml NOUN eurjchem-1 69 78 ) ) PUNCT eurjchem-1 69 79     SPACE eurjchem-1 69 80 was be AUX eurjchem-1 69 81     SPACE eurjchem-1 69 82 stirred stir VERB eurjchem-1 69 83     SPACE eurjchem-1 69 84 at at ADP eurjchem-1 69 85     SPACE eurjchem-1 69 86 room room NOUN eurjchem-1 69 87     SPACE eurjchem-1 69 88 temperature temperature NOUN eurjchem-1 69 89     SPACE eurjchem-1 69 90 for for ADP eurjchem-1 69 91     SPACE eurjchem-1 69 92 4 4 NUM eurjchem-1 69 93     SPACE eurjchem-1 69 94 h. h. NOUN eurjchem-1 69 95     SPACE eurjchem-1 69 96 the the DET eurjchem-1 69 97     SPACE eurjchem-1 69 98 reaction reaction NOUN eurjchem-1 69 99     SPACE eurjchem-1 69 100 mixture mixture NOUN eurjchem-1 69 101     SPACE eurjchem-1 69 102 was be AUX eurjchem-1 69 103     SPACE eurjchem-1 69 104 filtered filter VERB eurjchem-1 69 105     SPACE eurjchem-1 69 106 off off ADP eurjchem-1 69 107     SPACE eurjchem-1 69 108 and and CCONJ eurjchem-1 69 109     SPACE eurjchem-1 69 110 crystallized crystallize VERB eurjchem-1 69 111     SPACE eurjchem-1 69 112 from from ADP eurjchem-1 69 113     SPACE eurjchem-1 69 114 ethanol ethanol NOUN eurjchem-1 69 115     SPACE eurjchem-1 69 116 to to PART eurjchem-1 69 117     SPACE eurjchem-1 69 118 give give VERB eurjchem-1 69 119     SPACE eurjchem-1 69 120 12 12 NUM eurjchem-1 69 121     SPACE eurjchem-1 69 122 and and CCONJ eurjchem-1 69 123     SPACE eurjchem-1 69 124 13 13 NUM eurjchem-1 69 125 , , PUNCT eurjchem-1 69 126     SPACE eurjchem-1 69 127 respectively respectively ADV eurjchem-1 69 128     SPACE eurjchem-1 69 129 ( ( PUNCT eurjchem-1 69 130 scheme scheme NOUN eurjchem-1 69 131     SPACE eurjchem-1 69 132 3 3 NUM eurjchem-1 69 133 ) ) PUNCT eurjchem-1 69 134 . . PUNCT eurjchem-1 69 135           SPACE eurjchem-1 70 1 2.1.4.1 2.1.4.1 NUM eurjchem-1 70 2 . . PUNCT eurjchem-1 70 3     SPACE eurjchem-1 70 4 compound compound NOUN eurjchem-1 70 5     SPACE eurjchem-1 70 6 12 12 NUM eurjchem-1 70 7 : : PUNCT eurjchem-1 70 8     SPACE eurjchem-1 70 9 brown brown ADJ eurjchem-1 70 10     SPACE eurjchem-1 70 11 solid solid ADJ eurjchem-1 70 12 . . PUNCT eurjchem-1 70 13     SPACE eurjchem-1 71 1 rf rf NOUN eurjchem-1 71 2     SPACE eurjchem-1 71 3 = = NOUN eurjchem-1 71 4     SPACE eurjchem-1 71 5 0.76 0.76 NUM eurjchem-1 71 6     SPACE eurjchem-1 71 7 ( ( PUNCT eurjchem-1 71 8 petroleum petroleum NOUN eurjchem-1 71 9     SPACE eurjchem-1 71 10 ether ether NOUN eurjchem-1 71 11 : : PUNCT eurjchem-1 71 12     SPACE eurjchem-1 71 13 ethyl ethyl PROPN eurjchem-1 71 14     SPACE eurjchem-1 71 15 acetate acetate NOUN eurjchem-1 71 16 : : PUNCT eurjchem-1 71 17     SPACE eurjchem-1 71 18 methanol methanol NOUN eurjchem-1 71 19 , , PUNCT eurjchem-1 71 20     SPACE eurjchem-1 71 21 2:2:1/2 2:2:1/2 NUM eurjchem-1 71 22 ) ) PUNCT eurjchem-1 71 23 . . PUNCT eurjchem-1 71 24     SPACE eurjchem-1 72 1 yield yield NOUN eurjchem-1 72 2 : : PUNCT eurjchem-1 72 3     SPACE eurjchem-1 72 4 76 76 NUM eurjchem-1 72 5 % % NOUN eurjchem-1 72 6 . . PUNCT eurjchem-1 72 7     SPACE eurjchem-1 73 1 m.p m.p PROPN eurjchem-1 73 2 . . PROPN eurjchem-1 73 3 : : PUNCT eurjchem-1 73 4     SPACE eurjchem-1 73 5 275‐277 275‐277 NUM eurjchem-1 73 6     SPACE eurjchem-1 73 7 oc oc PROPN eurjchem-1 73 8 . . PUNCT eurjchem-1 73 9     SPACE eurjchem-1 74 1 1h‐nmr 1h‐nmr NUM eurjchem-1 74 2     SPACE eurjchem-1 74 3 ( ( PUNCT eurjchem-1 74 4 270 270 NUM eurjchem-1 74 5     SPACE eurjchem-1 74 6 mhz mhz NOUN eurjchem-1 74 7 , , PUNCT eurjchem-1 74 8     SPACE eurjchem-1 74 9 dmso‐d6 dmso‐d6 NOUN eurjchem-1 74 10 ) ) PUNCT eurjchem-1 74 11     SPACE eurjchem-1 74 12 δ δ PROPN eurjchem-1 74 13 : : PUNCT eurjchem-1 74 14     SPACE eurjchem-1 74 15 2.50 2.50 NUM eurjchem-1 74 16     SPACE eurjchem-1 74 17 ( ( PUNCT eurjchem-1 74 18 s s PROPN eurjchem-1 74 19 , , PUNCT eurjchem-1 74 20     SPACE eurjchem-1 74 21 6h 6h NOUN eurjchem-1 74 22 , , PUNCT eurjchem-1 74 23     SPACE eurjchem-1 74 24 2ch3 2ch3 NUM eurjchem-1 74 25 ) ) PUNCT eurjchem-1 74 26 , , PUNCT eurjchem-1 74 27     SPACE eurjchem-1 74 28 2.77 2.77 NUM eurjchem-1 74 29     SPACE eurjchem-1 74 30 ( ( PUNCT eurjchem-1 74 31 s s PROPN eurjchem-1 74 32 , , PUNCT eurjchem-1 74 33     SPACE eurjchem-1 74 34 4h 4h NOUN eurjchem-1 74 35 , , PUNCT eurjchem-1 74 36     SPACE eurjchem-1 74 37 2ch2 2ch2 NUM eurjchem-1 74 38 ) ) PUNCT eurjchem-1 74 39 , , PUNCT eurjchem-1 74 40     SPACE eurjchem-1 74 41 7.52 7.52 NUM eurjchem-1 74 42     SPACE eurjchem-1 74 43 ( ( PUNCT eurjchem-1 74 44 d d PROPN eurjchem-1 74 45 , , PUNCT eurjchem-1 74 46     SPACE eurjchem-1 74 47 j j NOUN eurjchem-1 74 48     SPACE eurjchem-1 74 49 = = NOUN eurjchem-1 74 50     SPACE eurjchem-1 74 51 8.1 8.1 NUM eurjchem-1 74 52     SPACE eurjchem-1 74 53 hz hz VERB eurjchem-1 74 54 , , PUNCT eurjchem-1 74 55     SPACE eurjchem-1 74 56 2h 2h NUM eurjchem-1 74 57 , , PUNCT eurjchem-1 74 58     SPACE eurjchem-1 74 59 h7 h7 PROPN eurjchem-1 74 60     SPACE eurjchem-1 74 61 and and CCONJ eurjchem-1 74 62     SPACE eurjchem-1 74 63 h7 h7 NOUN eurjchem-1 74 64 ` ` PUNCT eurjchem-1 74 65 ) ) PUNCT eurjchem-1 74 66 , , PUNCT eurjchem-1 74 67     SPACE eurjchem-1 74 68 7.67 7.67 NUM eurjchem-1 74 69     SPACE eurjchem-1 74 70 ( ( PUNCT eurjchem-1 74 71 d d PROPN eurjchem-1 74 72 , , PUNCT eurjchem-1 74 73     SPACE eurjchem-1 74 74 j j NOUN eurjchem-1 74 75     SPACE eurjchem-1 75 1 = = NOUN eurjchem-1 75 2     SPACE eurjchem-1 75 3 8.1 8.1 NUM eurjchem-1 75 4     SPACE eurjchem-1 75 5 hz hz VERB eurjchem-1 75 6 , , PUNCT eurjchem-1 75 7     SPACE eurjchem-1 75 8 2h 2h NUM eurjchem-1 75 9 , , PUNCT eurjchem-1 75 10     SPACE eurjchem-1 75 11 h6 h6 PROPN eurjchem-1 75 12     SPACE eurjchem-1 75 13 and and CCONJ eurjchem-1 75 14     SPACE eurjchem-1 75 15 h6 h6 PROPN eurjchem-1 75 16 ` ` PUNCT eurjchem-1 75 17 ) ) PUNCT eurjchem-1 75 18 , , PUNCT eurjchem-1 75 19     SPACE eurjchem-1 75 20 7.94 7.94 NUM eurjchem-1 75 21     SPACE eurjchem-1 75 22 ( ( PUNCT eurjchem-1 75 23 s s PROPN eurjchem-1 75 24 , , PUNCT eurjchem-1 75 25     SPACE eurjchem-1 75 26 2h 2h NUM eurjchem-1 75 27 , , PUNCT eurjchem-1 75 28     SPACE eurjchem-1 75 29 h4 h4 NOUN eurjchem-1 75 30     SPACE eurjchem-1 75 31 and and CCONJ eurjchem-1 75 32     SPACE eurjchem-1 75 33 h4 h4 NOUN eurjchem-1 75 34 ` ` PUNCT eurjchem-1 75 35 ) ) PUNCT eurjchem-1 75 36 , , PUNCT eurjchem-1 75 37     SPACE eurjchem-1 75 38 11.75 11.75 NUM eurjchem-1 75 39     SPACE eurjchem-1 75 40 ( ( PUNCT eurjchem-1 75 41 br br PROPN eurjchem-1 75 42 . . PROPN eurjchem-1 75 43 , , PUNCT eurjchem-1 75 44     SPACE eurjchem-1 75 45 nh nh PROPN eurjchem-1 75 46     SPACE eurjchem-1 75 47 benzimidazole benzimidazole NOUN eurjchem-1 75 48 , , PUNCT eurjchem-1 75 49     SPACE eurjchem-1 75 50 d2o d2o NOUN eurjchem-1 75 51     SPACE eurjchem-1 75 52 exchangeable exchangeable ADJ eurjchem-1 75 53 ) ) PUNCT eurjchem-1 75 54 . . PUNCT eurjchem-1 75 55     SPACE eurjchem-1 76 1 ir ir VERB eurjchem-1 76 2     SPACE eurjchem-1 76 3 ( ( PUNCT eurjchem-1 76 4 cm‐1 cm‐1 PROPN eurjchem-1 76 5 ): ): PUNCT eurjchem-1 76 6     SPACE eurjchem-1 76 7 3359 3359 NUM eurjchem-1 76 8     SPACE eurjchem-1 76 9 ( ( PUNCT eurjchem-1 76 10 nh nh NOUN eurjchem-1 76 11 ) ) PUNCT eurjchem-1 76 12 , , PUNCT eurjchem-1 76 13     SPACE eurjchem-1 76 14 1625 1625 NUM eurjchem-1 76 15     SPACE eurjchem-1 76 16 ( ( PUNCT eurjchem-1 76 17 c c NOUN eurjchem-1 76 18 = = SYM eurjchem-1 76 19 n n NUM eurjchem-1 76 20 ) ) PUNCT eurjchem-1 76 21 . . PUNCT eurjchem-1 76 22     SPACE eurjchem-1 77 1 ms ms NOUN eurjchem-1 77 2 : : PUNCT eurjchem-1 77 3     SPACE eurjchem-1 77 4 m m PROPN eurjchem-1 77 5 / / PROPN eurjchem-1 77 6 z z NOUN eurjchem-1 77 7     SPACE eurjchem-1 77 8 490 490 NUM eurjchem-1 77 9     SPACE eurjchem-1 77 10 ( ( PUNCT eurjchem-1 77 11 m+ m+ NUM eurjchem-1 77 12 , , PUNCT eurjchem-1 77 13     SPACE eurjchem-1 77 14 3 3 NUM eurjchem-1 77 15 % % NOUN eurjchem-1 77 16 ) ) PUNCT eurjchem-1 77 17 . . PUNCT eurjchem-1 77 18     SPACE eurjchem-1 78 1 anal anal ADJ eurjchem-1 78 2 . . PUNCT eurjchem-1 78 3     SPACE eurjchem-1 78 4 calcd calcd NOUN eurjchem-1 78 5     SPACE eurjchem-1 78 6 for for ADP eurjchem-1 78 7     SPACE eurjchem-1 78 8 c22h18n8o2s2 c22h18n8o2s2 NOUN eurjchem-1 78 9 : : PUNCT eurjchem-1 78 10     SPACE eurjchem-1 78 11 c c X eurjchem-1 78 12 , , PUNCT eurjchem-1 78 13     SPACE eurjchem-1 78 14 53.86 53.86 NUM eurjchem-1 78 15 ; ; PUNCT eurjchem-1 78 16     SPACE eurjchem-1 78 17 h h NOUN eurjchem-1 78 18 , , PUNCT eurjchem-1 78 19     SPACE eurjchem-1 78 20 3.70 3.70 NUM eurjchem-1 78 21 ; ; PUNCT eurjchem-1 78 22     SPACE eurjchem-1 78 23 n n CCONJ eurjchem-1 78 24 , , PUNCT eurjchem-1 78 25     SPACE eurjchem-1 78 26 22.84 22.84 NUM eurjchem-1 78 27 ; ; PUNCT eurjchem-1 78 28     SPACE eurjchem-1 78 29 s s PROPN eurjchem-1 78 30 , , PUNCT eurjchem-1 78 31     SPACE eurjchem-1 78 32 13.07 13.07 NUM eurjchem-1 78 33 . . PUNCT eurjchem-1 78 34     SPACE eurjchem-1 78 35 found find VERB eurjchem-1 78 36 : : PUNCT eurjchem-1 78 37     SPACE eurjchem-1 78 38 c c X eurjchem-1 78 39 , , PUNCT eurjchem-1 78 40     SPACE eurjchem-1 78 41 53.70 53.70 NUM eurjchem-1 78 42 ; ; PUNCT eurjchem-1 78 43     SPACE eurjchem-1 78 44 h h NOUN eurjchem-1 78 45 , , PUNCT eurjchem-1 78 46     SPACE eurjchem-1 78 47 3.65 3.65 NUM eurjchem-1 78 48 ; ; PUNCT eurjchem-1 78 49     SPACE eurjchem-1 78 50 n n CCONJ eurjchem-1 78 51 , , PUNCT eurjchem-1 78 52     SPACE eurjchem-1 78 53 22.98 22.98 NUM eurjchem-1 78 54 ; ; PUNCT eurjchem-1 78 55     SPACE eurjchem-1 78 56 s s PROPN eurjchem-1 78 57 , , PUNCT eurjchem-1 78 58     SPACE eurjchem-1 78 59 13.16 13.16 NUM eurjchem-1 78 60 . . PUNCT eurjchem-1 78 61         SPACE eurjchem-1 78 62 2.1.4.2 2.1.4.2 NUM eurjchem-1 78 63 . . PUNCT eurjchem-1 78 64     SPACE eurjchem-1 78 65 compound compound NOUN eurjchem-1 78 66     SPACE eurjchem-1 78 67 13 13 NUM eurjchem-1 78 68 : : PUNCT eurjchem-1 78 69     SPACE eurjchem-1 78 70 brown brown ADJ eurjchem-1 78 71     SPACE eurjchem-1 78 72 solid solid ADJ eurjchem-1 78 73 . . PUNCT eurjchem-1 78 74     SPACE eurjchem-1 79 1 rf rf NOUN eurjchem-1 79 2     SPACE eurjchem-1 79 3 = = NOUN eurjchem-1 79 4     SPACE eurjchem-1 79 5 0.75 0.75 NUM eurjchem-1 79 6     SPACE eurjchem-1 79 7 ( ( PUNCT eurjchem-1 79 8 petroleum petroleum NOUN eurjchem-1 79 9     SPACE eurjchem-1 79 10 ether ether NOUN eurjchem-1 79 11 : : PUNCT eurjchem-1 79 12     SPACE eurjchem-1 79 13 ethyl ethyl PROPN eurjchem-1 79 14     SPACE eurjchem-1 79 15 acetate acetate NOUN eurjchem-1 79 16 : : PUNCT eurjchem-1 79 17     SPACE eurjchem-1 79 18 methanol methanol NOUN eurjchem-1 79 19 , , PUNCT eurjchem-1 79 20     SPACE eurjchem-1 79 21 2:2:1/2 2:2:1/2 NUM eurjchem-1 79 22 ) ) PUNCT eurjchem-1 79 23 . . PUNCT eurjchem-1 79 24     SPACE eurjchem-1 80 1 yield yield NOUN eurjchem-1 80 2 : : PUNCT eurjchem-1 80 3     SPACE eurjchem-1 80 4 72 72 NUM eurjchem-1 80 5 % % NOUN eurjchem-1 80 6 . . PUNCT eurjchem-1 80 7     SPACE eurjchem-1 81 1 m.p m.p PROPN eurjchem-1 81 2 . . PROPN eurjchem-1 81 3 : : PUNCT eurjchem-1 81 4     SPACE eurjchem-1 81 5 245‐247 245‐247 PROPN eurjchem-1 81 6     SPACE eurjchem-1 81 7 oc oc PROPN eurjchem-1 81 8 . . PUNCT eurjchem-1 81 9     SPACE eurjchem-1 82 1 1h‐nmr 1h‐nmr NUM eurjchem-1 82 2     SPACE eurjchem-1 82 3 ( ( PUNCT eurjchem-1 82 4 500 500 NUM eurjchem-1 82 5     SPACE eurjchem-1 82 6 mhz mhz NOUN eurjchem-1 82 7 , , PUNCT eurjchem-1 82 8     SPACE eurjchem-1 82 9 dmso‐d6 dmso‐d6 NOUN eurjchem-1 82 10 ) ) PUNCT eurjchem-1 82 11     SPACE eurjchem-1 82 12 δ δ PROPN eurjchem-1 82 13 : : PUNCT eurjchem-1 82 14     SPACE eurjchem-1 82 15 2.45 2.45 NUM eurjchem-1 82 16     SPACE eurjchem-1 82 17 ( ( PUNCT eurjchem-1 82 18 s s PROPN eurjchem-1 82 19 , , PUNCT eurjchem-1 82 20     SPACE eurjchem-1 82 21 6h 6h NOUN eurjchem-1 82 22 , , PUNCT eurjchem-1 82 23     SPACE eurjchem-1 82 24 2ch3 2ch3 NUM eurjchem-1 82 25 ) ) PUNCT eurjchem-1 82 26 , , PUNCT eurjchem-1 82 27     SPACE eurjchem-1 82 28 3.31 3.31 NUM eurjchem-1 82 29     SPACE eurjchem-1 82 30 ( ( PUNCT eurjchem-1 82 31 s s PROPN eurjchem-1 82 32 , , PUNCT eurjchem-1 82 33     SPACE eurjchem-1 82 34 2h 2h NUM eurjchem-1 82 35 , , PUNCT eurjchem-1 82 36     SPACE eurjchem-1 82 37 ch2 ch2 NOUN eurjchem-1 82 38 ) ) PUNCT eurjchem-1 82 39 , , PUNCT eurjchem-1 82 40     SPACE eurjchem-1 82 41 7.38 7.38 NUM eurjchem-1 82 42     SPACE eurjchem-1 82 43 ( ( PUNCT eurjchem-1 82 44 d d PROPN eurjchem-1 82 45 , , PUNCT eurjchem-1 82 46     SPACE eurjchem-1 82 47 j j PROPN eurjchem-1 82 48     SPACE eurjchem-1 82 49 = = NOUN eurjchem-1 82 50     SPACE eurjchem-1 82 51 8.05 8.05 NUM eurjchem-1 82 52     SPACE eurjchem-1 82 53 hz hz VERB eurjchem-1 82 54 , , PUNCT eurjchem-1 82 55     SPACE eurjchem-1 82 56 2h 2h NUM eurjchem-1 82 57 , , PUNCT eurjchem-1 82 58     SPACE eurjchem-1 82 59 h7 h7 PROPN eurjchem-1 82 60     SPACE eurjchem-1 82 61 and and CCONJ eurjchem-1 82 62     SPACE eurjchem-1 82 63 h7 h7 NOUN eurjchem-1 82 64 ` ` PUNCT eurjchem-1 82 65 ) ) PUNCT eurjchem-1 82 66 , , PUNCT eurjchem-1 82 67     SPACE eurjchem-1 82 68 7.59 7.59 NUM eurjchem-1 82 69     SPACE eurjchem-1 82 70 ( ( PUNCT eurjchem-1 82 71 d d PROPN eurjchem-1 82 72 , , PUNCT eurjchem-1 82 73     SPACE eurjchem-1 82 74 j j PROPN eurjchem-1 82 75     SPACE eurjchem-1 82 76 = = NOUN eurjchem-1 82 77     SPACE eurjchem-1 82 78 8.05 8.05 NUM eurjchem-1 82 79     SPACE eurjchem-1 82 80 hz hz VERB eurjchem-1 82 81 , , PUNCT eurjchem-1 82 82     SPACE eurjchem-1 82 83 2h 2h NUM eurjchem-1 82 84 , , PUNCT eurjchem-1 82 85     SPACE eurjchem-1 82 86 h6 h6 PROPN eurjchem-1 82 87     SPACE eurjchem-1 82 88 and and CCONJ eurjchem-1 82 89     SPACE eurjchem-1 82 90 h6 h6 PROPN eurjchem-1 82 91 ` ` PUNCT eurjchem-1 82 92 ) ) PUNCT eurjchem-1 82 93 , , PUNCT eurjchem-1 82 94     SPACE eurjchem-1 82 95 7.91 7.91 NUM eurjchem-1 82 96     SPACE eurjchem-1 82 97 ( ( PUNCT eurjchem-1 82 98 s s PROPN eurjchem-1 82 99 , , PUNCT eurjchem-1 82 100     SPACE eurjchem-1 82 101 2h 2h NUM eurjchem-1 82 102 , , PUNCT eurjchem-1 82 103     SPACE eurjchem-1 82 104 h4 h4 NOUN eurjchem-1 82 105     SPACE eurjchem-1 82 106 and and CCONJ eurjchem-1 82 107     SPACE eurjchem-1 82 108 h4 h4 NOUN eurjchem-1 82 109 ` ` PUNCT eurjchem-1 82 110 ) ) PUNCT eurjchem-1 82 111 . . PUNCT eurjchem-1 82 112     SPACE eurjchem-1 83 1 ir ir VERB eurjchem-1 83 2     SPACE eurjchem-1 83 3 ( ( PUNCT eurjchem-1 83 4 cm‐1 cm‐1 NOUN eurjchem-1 83 5 ): ): PUNCT eurjchem-1 83 6     SPACE eurjchem-1 83 7 3406 3406 NUM eurjchem-1 83 8     SPACE eurjchem-1 83 9 ( ( PUNCT eurjchem-1 83 10 nh nh NOUN eurjchem-1 83 11 ) ) PUNCT eurjchem-1 83 12 , , PUNCT eurjchem-1 83 13     SPACE eurjchem-1 83 14 1629 1629 NUM eurjchem-1 83 15     SPACE eurjchem-1 83 16 ( ( PUNCT eurjchem-1 83 17 c c NOUN eurjchem-1 83 18 = = SYM eurjchem-1 83 19 n n NUM eurjchem-1 83 20 ) ) PUNCT eurjchem-1 83 21 . . PUNCT eurjchem-1 83 22     SPACE eurjchem-1 84 1 ms ms ADJ eurjchem-1 84 2 : : PUNCT eurjchem-1 84 3     SPACE eurjchem-1 84 4 m m PROPN eurjchem-1 84 5 / / SYM eurjchem-1 84 6 z z NOUN eurjchem-1 84 7     SPACE eurjchem-1 84 8 478 478 NUM eurjchem-1 84 9     SPACE eurjchem-1 84 10 ( ( PUNCT eurjchem-1 84 11 m++2 m++2 PROPN eurjchem-1 84 12 , , PUNCT eurjchem-1 84 13     SPACE eurjchem-1 84 14 3 3 NUM eurjchem-1 84 15 % % NOUN eurjchem-1 84 16 ) ) PUNCT eurjchem-1 84 17 . . PUNCT eurjchem-1 84 18     SPACE eurjchem-1 85 1 anal anal ADJ eurjchem-1 85 2 . . PUNCT eurjchem-1 85 3     SPACE eurjchem-1 85 4 calcd calcd NOUN eurjchem-1 85 5     SPACE eurjchem-1 85 6 for for ADP eurjchem-1 85 7     SPACE eurjchem-1 85 8 c21h16n8o2s2 c21h16n8o2s2 NOUN eurjchem-1 85 9 : : PUNCT eurjchem-1 85 10     SPACE eurjchem-1 85 11 c c X eurjchem-1 85 12 , , PUNCT eurjchem-1 85 13     SPACE eurjchem-1 85 14 52.93 52.93 NUM eurjchem-1 85 15 ; ; PUNCT eurjchem-1 85 16     SPACE eurjchem-1 85 17 h h NOUN eurjchem-1 85 18 , , PUNCT eurjchem-1 85 19     SPACE eurjchem-1 85 20 3.38 3.38 NUM eurjchem-1 85 21 ; ; PUNCT eurjchem-1 85 22     SPACE eurjchem-1 85 23 n n CCONJ eurjchem-1 85 24 , , PUNCT eurjchem-1 85 25     SPACE eurjchem-1 85 26 23.51 23.51 NUM eurjchem-1 85 27 ; ; PUNCT eurjchem-1 85 28     SPACE eurjchem-1 85 29 s s PROPN eurjchem-1 85 30 , , PUNCT eurjchem-1 85 31     SPACE eurjchem-1 85 32 13.46 13.46 NUM eurjchem-1 85 33 . . PUNCT eurjchem-1 85 34     SPACE eurjchem-1 85 35 found find VERB eurjchem-1 85 36 : : PUNCT eurjchem-1 85 37     SPACE eurjchem-1 85 38 c c X eurjchem-1 85 39 , , PUNCT eurjchem-1 85 40     SPACE eurjchem-1 85 41 53.90 53.90 NUM eurjchem-1 85 42 ; ; PUNCT eurjchem-1 85 43     SPACE eurjchem-1 85 44 h h NOUN eurjchem-1 85 45 , , PUNCT eurjchem-1 85 46     SPACE eurjchem-1 85 47 3.50 3.50 NUM eurjchem-1 85 48 ; ; PUNCT eurjchem-1 85 49     SPACE eurjchem-1 85 50 n n CCONJ eurjchem-1 85 51 , , PUNCT eurjchem-1 85 52     SPACE eurjchem-1 85 53 23.60 23.60 NUM eurjchem-1 85 54 ; ; PUNCT eurjchem-1 85 55     SPACE eurjchem-1 85 56 s s PROPN eurjchem-1 85 57 , , PUNCT eurjchem-1 85 58     SPACE eurjchem-1 85 59 13.49 13.49 NUM eurjchem-1 85 60 . . PUNCT eurjchem-1 85 61         SPACE eurjchem-1 86 1 2.1.5 2.1.5 NUM eurjchem-1 86 2 . . PUNCT eurjchem-1 86 3     SPACE eurjchem-1 86 4 preparation preparation NOUN eurjchem-1 86 5     SPACE eurjchem-1 86 6 of of ADP eurjchem-1 86 7     SPACE eurjchem-1 86 8 2­(5­(2­methyl­6­nitro­1h­ 2­(5­(2­methyl­6­nitro­1h­ NUM eurjchem-1 86 9 benzimidazole­5­yl)­1,3,4­oxadiazole­2­ylthio)acetonitrile benzimidazole­5­yl)­1,3,4­oxadiazole­2­ylthio)acetonitrile NOUN eurjchem-1 86 10     SPACE eurjchem-1 86 11 ( ( PUNCT eurjchem-1 86 12 15 15 NUM eurjchem-1 86 13 ) ) PUNCT eurjchem-1 86 14         SPACE eurjchem-1 86 15 a a DET eurjchem-1 86 16     SPACE eurjchem-1 86 17 mixture mixture NOUN eurjchem-1 86 18     SPACE eurjchem-1 86 19 of of ADP eurjchem-1 86 20     SPACE eurjchem-1 86 21 14 14 NUM eurjchem-1 86 22     SPACE eurjchem-1 86 23 ( ( PUNCT eurjchem-1 86 24 5 5 NUM eurjchem-1 86 25     SPACE eurjchem-1 86 26 mmole mmole NOUN eurjchem-1 86 27 ) ) PUNCT eurjchem-1 86 28 , , PUNCT eurjchem-1 86 29     SPACE eurjchem-1 86 30 chloroacetonitrile chloroacetonitrile NOUN eurjchem-1 86 31     SPACE eurjchem-1 86 32 ( ( PUNCT eurjchem-1 86 33 5 5 NUM eurjchem-1 86 34     SPACE eurjchem-1 86 35 mmole mmole NOUN eurjchem-1 86 36 ) ) PUNCT eurjchem-1 86 37     SPACE eurjchem-1 86 38 and and CCONJ eurjchem-1 86 39     SPACE eurjchem-1 86 40 anhydrous anhydrous ADJ eurjchem-1 86 41     SPACE eurjchem-1 86 42 potassium potassium NOUN eurjchem-1 86 43     SPACE eurjchem-1 86 44 carbonate carbonate NOUN eurjchem-1 86 45     SPACE eurjchem-1 86 46 ( ( PUNCT eurjchem-1 86 47 6 6 NUM eurjchem-1 86 48     SPACE eurjchem-1 86 49 mmole mmole NOUN eurjchem-1 86 50 ) ) PUNCT eurjchem-1 86 51     SPACE eurjchem-1 86 52 in in ADP eurjchem-1 86 53     SPACE eurjchem-1 86 54 absolute absolute ADJ eurjchem-1 86 55     SPACE eurjchem-1 86 56 ethanol ethanol NOUN eurjchem-1 86 57     SPACE eurjchem-1 86 58 ( ( PUNCT eurjchem-1 86 59 30 30 NUM eurjchem-1 86 60     SPACE eurjchem-1 86 61 ml ml NOUN eurjchem-1 86 62 ) ) PUNCT eurjchem-1 86 63     SPACE eurjchem-1 86 64 was be AUX eurjchem-1 86 65     SPACE eurjchem-1 86 66 stirred stir VERB eurjchem-1 86 67     SPACE eurjchem-1 86 68 at at ADP eurjchem-1 86 69     SPACE eurjchem-1 86 70 room room NOUN eurjchem-1 86 71     SPACE eurjchem-1 86 72 temperature temperature NOUN eurjchem-1 86 73     SPACE eurjchem-1 86 74 for for ADP eurjchem-1 86 75     SPACE eurjchem-1 86 76 6 6 NUM eurjchem-1 86 77     SPACE eurjchem-1 86 78 h. h. NOUN eurjchem-1 86 79     SPACE eurjchem-1 86 80 the the DET eurjchem-1 86 81     SPACE eurjchem-1 86 82 reaction reaction NOUN eurjchem-1 86 83     SPACE eurjchem-1 86 84 mixture mixture NOUN eurjchem-1 86 85     SPACE eurjchem-1 86 86 was be AUX eurjchem-1 86 87     SPACE eurjchem-1 86 88 filtered filter VERB eurjchem-1 86 89     SPACE eurjchem-1 86 90 and and CCONJ eurjchem-1 86 91     SPACE eurjchem-1 86 92 the the DET eurjchem-1 86 93     SPACE eurjchem-1 86 94 filtrate filtrate NOUN eurjchem-1 86 95     SPACE eurjchem-1 86 96 was be AUX eurjchem-1 86 97     SPACE eurjchem-1 86 98 evaporated evaporate VERB eurjchem-1 86 99     SPACE eurjchem-1 86 100 until until ADP eurjchem-1 86 101     SPACE eurjchem-1 86 102 dryness dryness NOUN eurjchem-1 86 103 . . PUNCT eurjchem-1 86 104     SPACE eurjchem-1 87 1 the the DET eurjchem-1 87 2     SPACE eurjchem-1 87 3 residue residue NOUN eurjchem-1 87 4     SPACE eurjchem-1 87 5 was be AUX eurjchem-1 87 6     SPACE eurjchem-1 87 7 washed wash VERB eurjchem-1 87 8     SPACE eurjchem-1 87 9 with with ADP eurjchem-1 87 10     SPACE eurjchem-1 87 11 water water NOUN eurjchem-1 87 12     SPACE eurjchem-1 87 13 and and CCONJ eurjchem-1 87 14     SPACE eurjchem-1 87 15 recrystallized recrystallize VERB eurjchem-1 87 16     SPACE eurjchem-1 87 17 from from ADP eurjchem-1 87 18     SPACE eurjchem-1 87 19 ethanol ethanol NOUN eurjchem-1 87 20     SPACE eurjchem-1 87 21 as as ADP eurjchem-1 87 22     SPACE eurjchem-1 87 23 a a DET eurjchem-1 87 24     SPACE eurjchem-1 87 25 brown brown ADJ eurjchem-1 87 26     SPACE eurjchem-1 87 27 powder powder NOUN eurjchem-1 87 28     SPACE eurjchem-1 87 29 ( ( PUNCT eurjchem-1 87 30 scheme scheme NOUN eurjchem-1 87 31     SPACE eurjchem-1 87 32 4 4 NUM eurjchem-1 87 33 ) ) PUNCT eurjchem-1 87 34 . . PUNCT eurjchem-1 87 35     SPACE eurjchem-1 88 1 rf rf VERB eurjchem-1 88 2     SPACE eurjchem-1 88 3 = = NOUN eurjchem-1 88 4     SPACE eurjchem-1 88 5 0.66 0.66 NUM eurjchem-1 88 6     SPACE eurjchem-1 88 7 ( ( PUNCT eurjchem-1 88 8 petroleum petroleum NOUN eurjchem-1 88 9     SPACE eurjchem-1 88 10 ether ether NOUN eurjchem-1 88 11 / / SYM eurjchem-1 88 12 ethyl ethyl PROPN eurjchem-1 88 13     SPACE eurjchem-1 88 14 acetate acetate NOUN eurjchem-1 88 15 / / SYM eurjchem-1 88 16 methanol methanol NOUN eurjchem-1 88 17 , , PUNCT eurjchem-1 88 18     SPACE eurjchem-1 88 19 1:2:1/4 1:2:1/4 NUM eurjchem-1 88 20 ) ) PUNCT eurjchem-1 88 21 . . PUNCT eurjchem-1 88 22     SPACE eurjchem-1 89 1 yield yield NOUN eurjchem-1 89 2 : : PUNCT eurjchem-1 89 3     SPACE eurjchem-1 89 4 80 80 NUM eurjchem-1 89 5 % % NOUN eurjchem-1 89 6 . . PUNCT eurjchem-1 89 7     SPACE eurjchem-1 90 1 m.p m.p PROPN eurjchem-1 90 2 . . PROPN eurjchem-1 90 3 : : PUNCT eurjchem-1 90 4     SPACE eurjchem-1 90 5 100‐101oc 100‐101oc NUM eurjchem-1 90 6 . . PUNCT eurjchem-1 90 7     SPACE eurjchem-1 91 1 ir ir VERB eurjchem-1 91 2     SPACE eurjchem-1 91 3 ( ( PUNCT eurjchem-1 91 4 cm‐1 cm‐1 NOUN eurjchem-1 91 5 ): ): PUNCT eurjchem-1 91 6     SPACE eurjchem-1 91 7 3364 3364 NUM eurjchem-1 91 8     SPACE eurjchem-1 91 9 ( ( PUNCT eurjchem-1 91 10 nh nh NOUN eurjchem-1 91 11 ) ) PUNCT eurjchem-1 91 12 , , PUNCT eurjchem-1 91 13     SPACE eurjchem-1 91 14 2250 2250 NUM eurjchem-1 91 15     SPACE eurjchem-1 91 16 ( ( PUNCT eurjchem-1 91 17 cn cn PROPN eurjchem-1 91 18 ) ) PUNCT eurjchem-1 91 19 , , PUNCT eurjchem-1 91 20     SPACE eurjchem-1 91 21 1627 1627 NUM eurjchem-1 91 22     SPACE eurjchem-1 91 23 ( ( PUNCT eurjchem-1 91 24 c c NOUN eurjchem-1 91 25 = = SYM eurjchem-1 91 26 n n NUM eurjchem-1 91 27 ) ) PUNCT eurjchem-1 91 28 , , PUNCT eurjchem-1 91 29     SPACE eurjchem-1 91 30 1577 1577 NUM eurjchem-1 91 31     SPACE eurjchem-1 91 32 and and CCONJ eurjchem-1 91 33     SPACE eurjchem-1 91 34 1462 1462 NUM eurjchem-1 91 35     SPACE eurjchem-1 91 36 ( ( PUNCT eurjchem-1 91 37 no2 no2 NOUN eurjchem-1 91 38 ) ) PUNCT eurjchem-1 91 39 , , PUNCT eurjchem-1 91 40     SPACE eurjchem-1 91 41 ms ms NOUN eurjchem-1 91 42 : : PUNCT eurjchem-1 91 43     SPACE eurjchem-1 91 44 m m PROPN eurjchem-1 91 45 / / PROPN eurjchem-1 91 46 z z NOUN eurjchem-1 91 47     SPACE eurjchem-1 91 48 316 316 NUM eurjchem-1 91 49     SPACE eurjchem-1 91 50 ( ( PUNCT eurjchem-1 91 51 m+ m+ NUM eurjchem-1 91 52 , , PUNCT eurjchem-1 91 53     SPACE eurjchem-1 91 54 5 5 NUM eurjchem-1 91 55 % % NOUN eurjchem-1 91 56 ) ) PUNCT eurjchem-1 91 57 . . PUNCT eurjchem-1 91 58     SPACE eurjchem-1 92 1 anal anal ADJ eurjchem-1 92 2 . . PUNCT eurjchem-1 92 3     SPACE eurjchem-1 92 4 calcd calcd NOUN eurjchem-1 92 5     SPACE eurjchem-1 92 6 for for ADP eurjchem-1 92 7     SPACE eurjchem-1 92 8 c12h8n6o3s c12h8n6o3 NOUN eurjchem-1 92 9 : : PUNCT eurjchem-1 92 10     SPACE eurjchem-1 92 11 c c NOUN eurjchem-1 92 12 , , PUNCT eurjchem-1 92 13     SPACE eurjchem-1 92 14 45.57 45.57 NUM eurjchem-1 92 15 ; ; PUNCT eurjchem-1 92 16     SPACE eurjchem-1 92 17 h h NOUN eurjchem-1 92 18 , , PUNCT eurjchem-1 92 19     SPACE eurjchem-1 92 20 2.55 2.55 NUM eurjchem-1 92 21 ; ; PUNCT eurjchem-1 92 22     SPACE eurjchem-1 92 23 n n CCONJ eurjchem-1 92 24 , , PUNCT eurjchem-1 92 25     SPACE eurjchem-1 92 26 26.57 26.57 NUM eurjchem-1 92 27 ; ; PUNCT eurjchem-1 92 28     SPACE eurjchem-1 92 29 s s PROPN eurjchem-1 92 30 , , PUNCT eurjchem-1 92 31     SPACE eurjchem-1 92 32 10.14 10.14 NUM eurjchem-1 92 33 . . PUNCT eurjchem-1 92 34     SPACE eurjchem-1 92 35 found find VERB eurjchem-1 92 36 : : PUNCT eurjchem-1 92 37     SPACE eurjchem-1 92 38 c c X eurjchem-1 92 39 , , PUNCT eurjchem-1 92 40     SPACE eurjchem-1 92 41 45.72 45.72 NUM eurjchem-1 92 42 ; ; PUNCT eurjchem-1 92 43     SPACE eurjchem-1 92 44 h h NOUN eurjchem-1 92 45 , , PUNCT eurjchem-1 92 46     SPACE eurjchem-1 92 47 2.61 2.61 NUM eurjchem-1 92 48 ; ; PUNCT eurjchem-1 92 49     SPACE eurjchem-1 92 50 n n CCONJ eurjchem-1 92 51 , , PUNCT eurjchem-1 92 52     SPACE eurjchem-1 92 53 26.40 26.40 NUM eurjchem-1 92 54 ; ; PUNCT eurjchem-1 92 55     SPACE eurjchem-1 92 56 s s PROPN eurjchem-1 92 57 , , PUNCT eurjchem-1 92 58     SPACE eurjchem-1 92 59 10.03 10.03 NUM eurjchem-1 92 60 . . PUNCT eurjchem-1 92 61         SPACE eurjchem-1 93 1 2.1.6 2.1.6 PROPN eurjchem-1 93 2 . . PUNCT eurjchem-1 93 3     SPACE eurjchem-1 93 4 preparation preparation NOUN eurjchem-1 93 5     SPACE eurjchem-1 93 6 of of ADP eurjchem-1 93 7     SPACE eurjchem-1 93 8 3­(2­hydroxyphenyl)­2­(5­(2­methyl­6­ 3­(2­hydroxyphenyl)­2­(5­(2­methyl­6­ NUM eurjchem-1 93 9 nitro­1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ nitro­1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ NOUN eurjchem-1 93 10 ylthio)acrylonitrile ylthio)acrylonitrile NOUN eurjchem-1 93 11     SPACE eurjchem-1 93 12 ( ( PUNCT eurjchem-1 93 13 16 16 NUM eurjchem-1 93 14 ) ) PUNCT eurjchem-1 93 15     SPACE eurjchem-1 93 16 and and CCONJ eurjchem-1 93 17     SPACE eurjchem-1 93 18 2­imino­3­(5­(2­methyl­6­nitro­ 2­imino­3­(5­(2­methyl­6­nitro­ NUM eurjchem-1 93 19 1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ylthio)­2h­ 1h­benzo[d]imidazol­5­yl)­1,3,4­oxadiazol­2­ylthio)­2h­ NUM eurjchem-1 93 20 chromen­7­ol chromen­7­ol PROPN eurjchem-1 93 21     SPACE eurjchem-1 93 22 ( ( PUNCT eurjchem-1 93 23 17 17 NUM eurjchem-1 93 24 ) ) PUNCT eurjchem-1 93 25         SPACE eurjchem-1 93 26 general general ADJ eurjchem-1 93 27     SPACE eurjchem-1 93 28 procedure procedure NOUN eurjchem-1 93 29 : : PUNCT eurjchem-1 93 30     SPACE eurjchem-1 93 31 to to ADP eurjchem-1 93 32     SPACE eurjchem-1 93 33 a a DET eurjchem-1 93 34     SPACE eurjchem-1 93 35 solution solution NOUN eurjchem-1 93 36     SPACE eurjchem-1 93 37 of of ADP eurjchem-1 93 38     SPACE eurjchem-1 93 39 15 15 NUM eurjchem-1 93 40     SPACE eurjchem-1 93 41 ( ( PUNCT eurjchem-1 93 42 3 3 NUM eurjchem-1 93 43     SPACE eurjchem-1 93 44 mmole mmole NOUN eurjchem-1 93 45 ) ) PUNCT eurjchem-1 93 46     SPACE eurjchem-1 93 47 in in ADP eurjchem-1 93 48     SPACE eurjchem-1 93 49 pyridine pyridine NOUN eurjchem-1 93 50     SPACE eurjchem-1 93 51 ( ( PUNCT eurjchem-1 93 52 10 10 NUM eurjchem-1 93 53     SPACE eurjchem-1 93 54 ml ml NOUN eurjchem-1 93 55 ) ) PUNCT eurjchem-1 93 56     SPACE eurjchem-1 93 57 was be AUX eurjchem-1 93 58     SPACE eurjchem-1 93 59 added add VERB eurjchem-1 93 60     SPACE eurjchem-1 93 61 an an DET eurjchem-1 93 62     SPACE eurjchem-1 93 63 equivalent equivalent ADJ eurjchem-1 93 64     SPACE eurjchem-1 93 65 amount amount NOUN eurjchem-1 93 66     SPACE eurjchem-1 93 67 of of ADP eurjchem-1 93 68     SPACE eurjchem-1 93 69 salicylaldehyde salicylaldehyde NOUN eurjchem-1 93 70     SPACE eurjchem-1 93 71 or or CCONJ eurjchem-1 93 72     SPACE eurjchem-1 93 73 2,4‐dihydroxybenzaldehyde 2,4‐dihydroxybenzaldehyde NUM eurjchem-1 93 74 . . PUNCT eurjchem-1 93 75     SPACE eurjchem-1 94 1 the the DET eurjchem-1 94 2     SPACE eurjchem-1 94 3 solution solution NOUN eurjchem-1 94 4     SPACE eurjchem-1 94 5 was be AUX eurjchem-1 94 6     SPACE eurjchem-1 94 7 stirred stir VERB eurjchem-1 94 8     SPACE eurjchem-1 94 9 at at ADP eurjchem-1 94 10     SPACE eurjchem-1 94 11 room room NOUN eurjchem-1 94 12     SPACE eurjchem-1 94 13 temperature temperature NOUN eurjchem-1 94 14     SPACE eurjchem-1 94 15 for for ADP eurjchem-1 94 16     SPACE eurjchem-1 94 17 12 12 NUM eurjchem-1 94 18     SPACE eurjchem-1 94 19 h. h. NOUN eurjchem-1 94 20     SPACE eurjchem-1 94 21 the the DET eurjchem-1 94 22     SPACE eurjchem-1 94 23 reaction reaction NOUN eurjchem-1 94 24     SPACE eurjchem-1 94 25 mixture mixture NOUN eurjchem-1 94 26     SPACE eurjchem-1 94 27 was be AUX eurjchem-1 94 28     SPACE eurjchem-1 94 29 poured pour VERB eurjchem-1 94 30     SPACE eurjchem-1 94 31 into into ADP eurjchem-1 94 32     SPACE eurjchem-1 94 33 water water NOUN eurjchem-1 94 34     SPACE eurjchem-1 94 35 and and CCONJ eurjchem-1 94 36     SPACE eurjchem-1 94 37 the the DET eurjchem-1 94 38     SPACE eurjchem-1 94 39 precipitate precipitate NOUN eurjchem-1 94 40     SPACE eurjchem-1 94 41 formed form VERB eurjchem-1 94 42     SPACE eurjchem-1 94 43 was be AUX eurjchem-1 94 44     SPACE eurjchem-1 94 45 filtered filter VERB eurjchem-1 94 46     SPACE eurjchem-1 94 47 off off ADP eurjchem-1 94 48     SPACE eurjchem-1 94 49 and and CCONJ eurjchem-1 94 50     SPACE eurjchem-1 94 51 recrystallised recrystallise VERB eurjchem-1 94 52     SPACE eurjchem-1 94 53 from from ADP eurjchem-1 94 54     SPACE eurjchem-1 94 55 butanol butanol NOUN eurjchem-1 94 56     SPACE eurjchem-1 94 57 to to PART eurjchem-1 94 58     SPACE eurjchem-1 94 59 give give VERB eurjchem-1 94 60     SPACE eurjchem-1 94 61 16 16 NUM eurjchem-1 94 62     SPACE eurjchem-1 94 63 and and CCONJ eurjchem-1 94 64     SPACE eurjchem-1 94 65 17 17 NUM eurjchem-1 94 66 , , PUNCT eurjchem-1 94 67     SPACE eurjchem-1 94 68 respectively respectively ADV eurjchem-1 94 69     SPACE eurjchem-1 94 70 ( ( PUNCT eurjchem-1 94 71 scheme scheme NOUN eurjchem-1 94 72     SPACE eurjchem-1 94 73 4 4 NUM eurjchem-1 94 74 ) ) PUNCT eurjchem-1 94 75 . . PUNCT eurjchem-1 94 76           SPACE eurjchem-1 95 1 2.1.6.1 2.1.6.1 NUM eurjchem-1 95 2 . . PUNCT eurjchem-1 95 3     SPACE eurjchem-1 95 4 compound compound NOUN eurjchem-1 95 5     SPACE eurjchem-1 95 6 16 16 NUM eurjchem-1 95 7 : : PUNCT eurjchem-1 95 8     SPACE eurjchem-1 95 9 yellowish‐green yellowish‐green SYM eurjchem-1 95 10     SPACE eurjchem-1 95 11 solid solid ADJ eurjchem-1 95 12 . . PUNCT eurjchem-1 95 13     SPACE eurjchem-1 96 1 rf rf NOUN eurjchem-1 96 2     SPACE eurjchem-1 96 3 = = NOUN eurjchem-1 96 4     SPACE eurjchem-1 96 5 0.75 0.75 NUM eurjchem-1 96 6     SPACE eurjchem-1 96 7 ( ( PUNCT eurjchem-1 96 8 petroleum petroleum NOUN eurjchem-1 96 9     SPACE eurjchem-1 96 10 ether ether NOUN eurjchem-1 96 11 : : PUNCT eurjchem-1 96 12     SPACE eurjchem-1 96 13 ethyl ethyl PROPN eurjchem-1 96 14     SPACE eurjchem-1 96 15 acetate acetate NOUN eurjchem-1 96 16 , , PUNCT eurjchem-1 96 17     SPACE eurjchem-1 96 18 1:1 1:1 NUM eurjchem-1 96 19 ) ) PUNCT eurjchem-1 96 20 . . PUNCT eurjchem-1 96 21     SPACE eurjchem-1 97 1 yield yield NOUN eurjchem-1 97 2 : : PUNCT eurjchem-1 97 3     SPACE eurjchem-1 97 4 76 76 NUM eurjchem-1 97 5 % % NOUN eurjchem-1 97 6 . . PUNCT eurjchem-1 97 7     SPACE eurjchem-1 98 1 m.p m.p PROPN eurjchem-1 98 2 . . PROPN eurjchem-1 98 3 : : PUNCT eurjchem-1 98 4     SPACE eurjchem-1 98 5 173‐ 173‐ NUM eurjchem-1 98 6 175oc 175oc NOUN eurjchem-1 98 7 . . PUNCT eurjchem-1 98 8     SPACE eurjchem-1 99 1 1h‐nmr 1h‐nmr NUM eurjchem-1 99 2     SPACE eurjchem-1 99 3 ( ( PUNCT eurjchem-1 99 4 270 270 NUM eurjchem-1 99 5     SPACE eurjchem-1 99 6 mhz mhz NOUN eurjchem-1 99 7 , , PUNCT eurjchem-1 99 8     SPACE eurjchem-1 99 9 dmso‐d6 dmso‐d6 NOUN eurjchem-1 99 10 ) ) PUNCT eurjchem-1 99 11     SPACE eurjchem-1 99 12 δ δ PROPN eurjchem-1 99 13 : : PUNCT eurjchem-1 99 14     SPACE eurjchem-1 99 15 2.52 2.52 NUM eurjchem-1 99 16     SPACE eurjchem-1 99 17 ( ( PUNCT eurjchem-1 99 18 s s PROPN eurjchem-1 99 19 , , PUNCT eurjchem-1 99 20     SPACE eurjchem-1 99 21 3h 3h NUM eurjchem-1 99 22 , , PUNCT eurjchem-1 99 23     SPACE eurjchem-1 99 24 ch3 ch3 PROPN eurjchem-1 99 25 ) ) PUNCT eurjchem-1 99 26 , , PUNCT eurjchem-1 99 27     SPACE eurjchem-1 99 28 6.60 6.60 NUM eurjchem-1 99 29     SPACE eurjchem-1 99 30 ( ( PUNCT eurjchem-1 99 31 s s PROPN eurjchem-1 99 32 , , PUNCT eurjchem-1 99 33     SPACE eurjchem-1 99 34 1h 1h NUM eurjchem-1 99 35 , , PUNCT eurjchem-1 99 36     SPACE eurjchem-1 99 37 ch= ch= NOUN eurjchem-1 99 38 ) ) PUNCT eurjchem-1 99 39 , , PUNCT eurjchem-1 99 40     SPACE eurjchem-1 99 41 6.84‐6.88 6.84‐6.88 NUM eurjchem-1 99 42     SPACE eurjchem-1 99 43 ( ( PUNCT eurjchem-1 99 44 m m PROPN eurjchem-1 99 45 , , PUNCT eurjchem-1 99 46     SPACE eurjchem-1 99 47 4h 4h NOUN eurjchem-1 99 48 , , PUNCT eurjchem-1 99 49     SPACE eurjchem-1 99 50 phenyl phenyl NOUN eurjchem-1 99 51     SPACE eurjchem-1 99 52 protons proton NOUN eurjchem-1 99 53 ) ) PUNCT eurjchem-1 99 54 , , PUNCT eurjchem-1 99 55     SPACE eurjchem-1 99 56 7.64 7.64 NUM eurjchem-1 99 57     SPACE eurjchem-1 99 58 ( ( PUNCT eurjchem-1 99 59 s s PROPN eurjchem-1 99 60 , , PUNCT eurjchem-1 99 61     SPACE eurjchem-1 99 62 1h 1h NUM eurjchem-1 99 63 , , PUNCT eurjchem-1 99 64     SPACE eurjchem-1 99 65 h4 h4 NOUN eurjchem-1 99 66 ) ) PUNCT eurjchem-1 99 67 , , PUNCT eurjchem-1 99 68           SPACE eurjchem-1 99 69 70 70 NUM eurjchem-1 99 70     SPACE eurjchem-1 99 71 galal galal PROPN eurjchem-1 99 72     SPACE eurjchem-1 99 73 et et PROPN eurjchem-1 99 74     SPACE eurjchem-1 99 75 al al PROPN eurjchem-1 99 76 . . PROPN eurjchem-1 99 77     SPACE eurjchem-1 99 78 / / SYM eurjchem-1 99 79     SPACE eurjchem-1 99 80 european european ADJ eurjchem-1 99 81     SPACE eurjchem-1 99 82 journal journal NOUN eurjchem-1 99 83     SPACE eurjchem-1 99 84 of of ADP eurjchem-1 99 85     SPACE eurjchem-1 99 86 chemistry chemistry NOUN eurjchem-1 99 87     SPACE eurjchem-1 99 88 1 1 NUM eurjchem-1 99 89     SPACE eurjchem-1 99 90 ( ( PUNCT eurjchem-1 99 91 2 2 NUM eurjchem-1 99 92 ) ) PUNCT eurjchem-1 99 93     SPACE eurjchem-1 99 94 ( ( PUNCT eurjchem-1 99 95 2010 2010 NUM eurjchem-1 99 96 ) ) PUNCT eurjchem-1 99 97     SPACE eurjchem-1 99 98 67­72 67­72 NUM eurjchem-1 99 99             SPACE eurjchem-1 99 100 scheme scheme NOUN eurjchem-1 99 101     SPACE eurjchem-1 99 102 2 2 NUM eurjchem-1 99 103     SPACE eurjchem-1 99 104 7 7 NUM eurjchem-1 99 105 10 10 NUM eurjchem-1 99 106 11 11 NUM eurjchem-1 99 107 12 12 NUM eurjchem-1 99 108 13 13 NUM eurjchem-1 99 109 n n CCONJ eurjchem-1 99 110 n n NOUN eurjchem-1 99 111 ch3 ch3 PROPN eurjchem-1 99 112 nn nn PROPN eurjchem-1 100 1 o o PROPN eurjchem-1 100 2 s s PROPN eurjchem-1 100 3 h h NOUN eurjchem-1 100 4 h h PROPN eurjchem-1 100 5 n n PROPN eurjchem-1 100 6 n n PROPN eurjchem-1 100 7 ch3 ch3 PROPN eurjchem-1 100 8 nn nn PROPN eurjchem-1 100 9 o o PROPN eurjchem-1 100 10 s s PART eurjchem-1 100 11 n n CCONJ eurjchem-1 100 12 n n ADV eurjchem-1 100 13 hh hh ADJ eurjchem-1 100 14 n n CCONJ eurjchem-1 100 15 n n PROPN eurjchem-1 100 16 ch3 ch3 PROPN eurjchem-1 100 17 nn nn PROPN eurjchem-1 101 1 o o PROPN eurjchem-1 101 2 s s PROPN eurjchem-1 101 3 nc nc PROPN eurjchem-1 101 4 h h PROPN eurjchem-1 101 5 clch2cn clch2cn PROPN eurjchem-1 101 6 cl cl PROPN eurjchem-1 101 7 n n CCONJ eurjchem-1 101 8 n n NOUN eurjchem-1 101 9 h h NOUN eurjchem-1 101 10 n n CCONJ eurjchem-1 101 11 n n PROPN eurjchem-1 101 12 ch3 ch3 PROPN eurjchem-1 101 13 nn nn PROPN eurjchem-1 101 14 o o PROPN eurjchem-1 101 15 ss ss PROPN eurjchem-1 102 1 nn nn PROPN eurjchem-1 102 2 o o PROPN eurjchem-1 102 3 n n CCONJ eurjchem-1 102 4 n n PROPN eurjchem-1 102 5 ch3 ch3 PROPN eurjchem-1 102 6 h h PROPN eurjchem-1 102 7 h h PROPN eurjchem-1 102 8 n n PROPN eurjchem-1 102 9 n n PROPN eurjchem-1 102 10 ch3 ch3 PROPN eurjchem-1 102 11 nn nn PROPN eurjchem-1 102 12 o o PROPN eurjchem-1 102 13 ss ss PROPN eurjchem-1 102 14 nn nn PROPN eurjchem-1 102 15 o o NOUN eurjchem-1 102 16 h h NOUN eurjchem-1 103 1 ch2i2 ch2i2 PROPN eurjchem-1 103 2 ( ( PUNCT eurjchem-1 103 3 ch2)2br2 ch2)2br2 PROPN eurjchem-1 103 4 n n CCONJ eurjchem-1 103 5 n n PRON eurjchem-1 103 6 ch3 ch3 PROPN eurjchem-1 103 7 h h PROPN eurjchem-1 103 8 scheme scheme PROPN eurjchem-1 103 9     SPACE eurjchem-1 103 10 3 3 NUM eurjchem-1 103 11     SPACE eurjchem-1 103 12 8.05 8.05 NUM eurjchem-1 103 13     SPACE eurjchem-1 103 14 ( ( PUNCT eurjchem-1 103 15 s s PROPN eurjchem-1 103 16 , , PUNCT eurjchem-1 103 17     SPACE eurjchem-1 103 18 1h 1h NUM eurjchem-1 103 19 , , PUNCT eurjchem-1 103 20     SPACE eurjchem-1 103 21 h7 h7 PROPN eurjchem-1 103 22 ) ) PUNCT eurjchem-1 103 23 , , PUNCT eurjchem-1 103 24     SPACE eurjchem-1 103 25 9.46 9.46 NUM eurjchem-1 103 26     SPACE eurjchem-1 103 27 ( ( PUNCT eurjchem-1 103 28 br br PROPN eurjchem-1 103 29 . . PROPN eurjchem-1 103 30 , , PUNCT eurjchem-1 103 31     SPACE eurjchem-1 103 32 nh nh PROPN eurjchem-1 103 33     SPACE eurjchem-1 103 34 benzimidazole benzimidazole NOUN eurjchem-1 103 35 , , PUNCT eurjchem-1 103 36     SPACE eurjchem-1 103 37 d2o d2o NOUN eurjchem-1 103 38     SPACE eurjchem-1 103 39 exchangeable exchangeable ADJ eurjchem-1 103 40 ) ) PUNCT eurjchem-1 103 41 , , PUNCT eurjchem-1 103 42     SPACE eurjchem-1 103 43 11.05 11.05 NUM eurjchem-1 103 44     SPACE eurjchem-1 103 45 ( ( PUNCT eurjchem-1 103 46 s s PROPN eurjchem-1 103 47 , , PUNCT eurjchem-1 103 48     SPACE eurjchem-1 103 49 1h 1h NUM eurjchem-1 103 50 , , PUNCT eurjchem-1 103 51     SPACE eurjchem-1 103 52 phenolic phenolic NOUN eurjchem-1 103 53     SPACE eurjchem-1 103 54 oh oh NOUN eurjchem-1 103 55 ) ) PUNCT eurjchem-1 103 56 . . PUNCT eurjchem-1 103 57     SPACE eurjchem-1 104 1 ir ir VERB eurjchem-1 104 2     SPACE eurjchem-1 104 3 ( ( PUNCT eurjchem-1 104 4 cm‐1 cm‐1 NOUN eurjchem-1 104 5 ): ): PUNCT eurjchem-1 104 6     SPACE eurjchem-1 104 7 3430 3430 NUM eurjchem-1 104 8     SPACE eurjchem-1 104 9 ( ( PUNCT eurjchem-1 104 10 nh nh NOUN eurjchem-1 104 11     SPACE eurjchem-1 104 12 benzimidazole benzimidazole NOUN eurjchem-1 104 13 ) ) PUNCT eurjchem-1 104 14 , , PUNCT eurjchem-1 104 15     SPACE eurjchem-1 104 16 3000 3000 NUM eurjchem-1 104 17     SPACE eurjchem-1 104 18 ( ( PUNCT eurjchem-1 104 19 br br PROPN eurjchem-1 104 20 . . PROPN eurjchem-1 104 21 , , PUNCT eurjchem-1 104 22     SPACE eurjchem-1 104 23 intermolecular intermolecular ADJ eurjchem-1 104 24     SPACE eurjchem-1 104 25 h‐bonded h‐bonde VERB eurjchem-1 104 26     SPACE eurjchem-1 104 27 oh oh INTJ eurjchem-1 104 28 , , PUNCT eurjchem-1 104 29 ) ) PUNCT eurjchem-1 104 30 , , PUNCT eurjchem-1 104 31     SPACE eurjchem-1 104 32 2188 2188 NUM eurjchem-1 104 33     SPACE eurjchem-1 104 34 ( ( PUNCT eurjchem-1 104 35 c c NOUN eurjchem-1 104 36 n n CCONJ eurjchem-1 104 37 ) ) PUNCT eurjchem-1 104 38 , , PUNCT eurjchem-1 104 39     SPACE eurjchem-1 104 40 1633 1633 NUM eurjchem-1 104 41     SPACE eurjchem-1 104 42 ( ( PUNCT eurjchem-1 104 43 c c NOUN eurjchem-1 104 44 = = SYM eurjchem-1 104 45 n n NUM eurjchem-1 104 46 ) ) PUNCT eurjchem-1 104 47 , , PUNCT eurjchem-1 104 48     SPACE eurjchem-1 104 49 1591 1591 NUM eurjchem-1 104 50     SPACE eurjchem-1 104 51 ( ( PUNCT eurjchem-1 104 52 c c NOUN eurjchem-1 104 53 = = SYM eurjchem-1 104 54 n n CCONJ eurjchem-1 104 55     SPACE eurjchem-1 104 56 oxadiazole oxadiazole NOUN eurjchem-1 104 57 ) ) PUNCT eurjchem-1 104 58 , , PUNCT eurjchem-1 104 59     SPACE eurjchem-1 104 60 1527 1527 NUM eurjchem-1 104 61     SPACE eurjchem-1 104 62 and and CCONJ eurjchem-1 104 63     SPACE eurjchem-1 104 64 1336 1336 NUM eurjchem-1 104 65     SPACE eurjchem-1 104 66 ( ( PUNCT eurjchem-1 104 67 no2 no2 PROPN eurjchem-1 104 68 ) ) PUNCT eurjchem-1 104 69 . . PUNCT eurjchem-1 104 70     SPACE eurjchem-1 105 1 anal anal ADJ eurjchem-1 105 2 . . PUNCT eurjchem-1 105 3     SPACE eurjchem-1 105 4 calcd calcd NOUN eurjchem-1 105 5     SPACE eurjchem-1 105 6 for for ADP eurjchem-1 105 7     SPACE eurjchem-1 105 8 c19h12n6o4s c19h12n6o4s NUM eurjchem-1 105 9 : : PUNCT eurjchem-1 105 10     SPACE eurjchem-1 105 11 c c X eurjchem-1 105 12 , , PUNCT eurjchem-1 105 13     SPACE eurjchem-1 105 14 54.28 54.28 NUM eurjchem-1 105 15 ; ; PUNCT eurjchem-1 105 16     SPACE eurjchem-1 105 17 h h NOUN eurjchem-1 105 18 , , PUNCT eurjchem-1 105 19     SPACE eurjchem-1 105 20 2.88 2.88 NUM eurjchem-1 105 21 ; ; PUNCT eurjchem-1 105 22     SPACE eurjchem-1 105 23 n n CCONJ eurjchem-1 105 24 , , PUNCT eurjchem-1 105 25     SPACE eurjchem-1 105 26 19.99 19.99 NUM eurjchem-1 105 27 ; ; PUNCT eurjchem-1 105 28     SPACE eurjchem-1 105 29 s s PROPN eurjchem-1 105 30 , , PUNCT eurjchem-1 105 31     SPACE eurjchem-1 105 32 7.63 7.63 NUM eurjchem-1 105 33 . . PUNCT eurjchem-1 105 34     SPACE eurjchem-1 105 35 found find VERB eurjchem-1 105 36 : : PUNCT eurjchem-1 105 37     SPACE eurjchem-1 105 38 c c X eurjchem-1 105 39 , , PUNCT eurjchem-1 105 40     SPACE eurjchem-1 105 41 54.40 54.40 NUM eurjchem-1 105 42 ; ; PUNCT eurjchem-1 105 43     SPACE eurjchem-1 105 44 h h NOUN eurjchem-1 105 45 , , PUNCT eurjchem-1 105 46     SPACE eurjchem-1 105 47 2.68 2.68 NUM eurjchem-1 105 48 ; ; PUNCT eurjchem-1 105 49     SPACE eurjchem-1 105 50 n n CCONJ eurjchem-1 105 51 , , PUNCT eurjchem-1 105 52     SPACE eurjchem-1 105 53 19.77 19.77 NUM eurjchem-1 105 54 ; ; PUNCT eurjchem-1 105 55     SPACE eurjchem-1 105 56 s s PROPN eurjchem-1 105 57 , , PUNCT eurjchem-1 105 58     SPACE eurjchem-1 105 59 7.41 7.41 NUM eurjchem-1 105 60 . . PUNCT eurjchem-1 105 61         SPACE eurjchem-1 106 1 2.1.6.2 2.1.6.2 PROPN eurjchem-1 106 2 . . PUNCT eurjchem-1 106 3     SPACE eurjchem-1 106 4 compound compound NOUN eurjchem-1 106 5     SPACE eurjchem-1 106 6 17 17 NUM eurjchem-1 106 7 : : PUNCT eurjchem-1 106 8     SPACE eurjchem-1 106 9 white‐greenish white‐greenish PROPN eurjchem-1 106 10     SPACE eurjchem-1 106 11 solid solid ADJ eurjchem-1 106 12 . . PUNCT eurjchem-1 106 13     SPACE eurjchem-1 107 1 rf rf NOUN eurjchem-1 107 2     SPACE eurjchem-1 107 3 = = NOUN eurjchem-1 107 4     SPACE eurjchem-1 107 5 0.16 0.16 NUM eurjchem-1 107 6     SPACE eurjchem-1 107 7 ( ( PUNCT eurjchem-1 107 8 petroleum petroleum NOUN eurjchem-1 107 9     SPACE eurjchem-1 107 10 ether ether NOUN eurjchem-1 107 11 : : PUNCT eurjchem-1 107 12     SPACE eurjchem-1 107 13 ethyl ethyl PROPN eurjchem-1 107 14     SPACE eurjchem-1 107 15 acetate acetate NOUN eurjchem-1 107 16 , , PUNCT eurjchem-1 107 17     SPACE eurjchem-1 107 18 1:2 1:2 NUM eurjchem-1 107 19 ) ) PUNCT eurjchem-1 107 20 . . PUNCT eurjchem-1 107 21     SPACE eurjchem-1 108 1 yield yield NOUN eurjchem-1 108 2 : : PUNCT eurjchem-1 108 3     SPACE eurjchem-1 108 4 80 80 NUM eurjchem-1 108 5 % % NOUN eurjchem-1 108 6 . . PUNCT eurjchem-1 108 7     SPACE eurjchem-1 109 1 m.p m.p PROPN eurjchem-1 109 2 . . PROPN eurjchem-1 109 3 : : PUNCT eurjchem-1 109 4     SPACE eurjchem-1 109 5 130‐132 130‐132 NOUN eurjchem-1 109 6     SPACE eurjchem-1 109 7 oc oc PROPN eurjchem-1 109 8 . . PUNCT eurjchem-1 109 9     SPACE eurjchem-1 109 10 1h‐nmr 1h‐nmr NUM eurjchem-1 109 11     SPACE eurjchem-1 110 1 ( ( PUNCT eurjchem-1 110 2 270 270 NUM eurjchem-1 110 3     SPACE eurjchem-1 110 4 mhz mhz NOUN eurjchem-1 110 5 , , PUNCT eurjchem-1 110 6     SPACE eurjchem-1 110 7 dmso‐d6 dmso‐d6 NOUN eurjchem-1 110 8 ) ) PUNCT eurjchem-1 110 9     SPACE eurjchem-1 110 10 δ δ PROPN eurjchem-1 110 11 : : PUNCT eurjchem-1 110 12     SPACE eurjchem-1 110 13 2.57 2.57 NUM eurjchem-1 110 14     SPACE eurjchem-1 110 15 ( ( PUNCT eurjchem-1 110 16 s s PROPN eurjchem-1 110 17 , , PUNCT eurjchem-1 110 18     SPACE eurjchem-1 110 19 3h 3h NUM eurjchem-1 110 20 , , PUNCT eurjchem-1 110 21     SPACE eurjchem-1 110 22 ch3 ch3 PROPN eurjchem-1 110 23 ) ) PUNCT eurjchem-1 110 24 , , PUNCT eurjchem-1 110 25     SPACE eurjchem-1 110 26 6.28 6.28 NUM eurjchem-1 110 27     SPACE eurjchem-1 110 28 ( ( PUNCT eurjchem-1 110 29 s,1h s,1h PROPN eurjchem-1 110 30 , , PUNCT eurjchem-1 110 31     SPACE eurjchem-1 110 32 h4 h4 PROPN eurjchem-1 110 33 ` ` PUNCT eurjchem-1 110 34 ) ) PUNCT eurjchem-1 110 35 , , PUNCT eurjchem-1 110 36     SPACE eurjchem-1 110 37 6.35 6.35 NUM eurjchem-1 110 38     SPACE eurjchem-1 110 39 ( ( PUNCT eurjchem-1 110 40 d d PROPN eurjchem-1 110 41 , , PUNCT eurjchem-1 110 42     SPACE eurjchem-1 110 43 j j PROPN eurjchem-1 110 44     SPACE eurjchem-1 110 45 = = NOUN eurjchem-1 110 46     SPACE eurjchem-1 110 47 8.25 8.25 NUM eurjchem-1 110 48     SPACE eurjchem-1 110 49 hz,1h hz,1h NOUN eurjchem-1 110 50 , , PUNCT eurjchem-1 110 51     SPACE eurjchem-1 110 52 h5 h5 PROPN eurjchem-1 110 53 ` ` PUNCT eurjchem-1 110 54 ) ) PUNCT eurjchem-1 110 55 , , PUNCT eurjchem-1 110 56     SPACE eurjchem-1 110 57 7.10 7.10 NUM eurjchem-1 110 58     SPACE eurjchem-1 110 59 ( ( PUNCT eurjchem-1 110 60 br br PROPN eurjchem-1 110 61 . . PROPN eurjchem-1 110 62 , , PUNCT eurjchem-1 110 63     SPACE eurjchem-1 110 64 1h 1h NUM eurjchem-1 110 65 , , PUNCT eurjchem-1 110 66     SPACE eurjchem-1 110 67 nh nh NOUN eurjchem-1 110 68     SPACE eurjchem-1 110 69 imine imine NOUN eurjchem-1 110 70 , , PUNCT eurjchem-1 110 71     SPACE eurjchem-1 110 72 d2o d2o NOUN eurjchem-1 110 73     SPACE eurjchem-1 110 74 exchangeable exchangeable ADJ eurjchem-1 110 75 ) ) PUNCT eurjchem-1 110 76 ) ) PUNCT eurjchem-1 110 77 , , PUNCT eurjchem-1 110 78     SPACE eurjchem-1 110 79 7.49 7.49 NUM eurjchem-1 110 80     SPACE eurjchem-1 110 81 ( ( PUNCT eurjchem-1 110 82 d d PROPN eurjchem-1 110 83 , , PUNCT eurjchem-1 110 84     SPACE eurjchem-1 110 85 j j NOUN eurjchem-1 110 86     SPACE eurjchem-1 110 87 = = NOUN eurjchem-1 110 88     SPACE eurjchem-1 110 89 8.25 8.25 NUM eurjchem-1 110 90     SPACE eurjchem-1 110 91 hz hz VERB eurjchem-1 110 92 , , PUNCT eurjchem-1 110 93     SPACE eurjchem-1 110 94 1h 1h NUM eurjchem-1 110 95 , , PUNCT eurjchem-1 110 96     SPACE eurjchem-1 110 97 h6 h6 PROPN eurjchem-1 110 98 ` ` PUNCT eurjchem-1 110 99 ) ) PUNCT eurjchem-1 110 100 , , PUNCT eurjchem-1 110 101     SPACE eurjchem-1 110 102 8.02 8.02 NUM eurjchem-1 110 103     SPACE eurjchem-1 110 104 ( ( PUNCT eurjchem-1 110 105 s,1h s,1h PROPN eurjchem-1 110 106 , , PUNCT eurjchem-1 110 107     SPACE eurjchem-1 110 108 h4 h4 NOUN eurjchem-1 110 109 ) ) PUNCT eurjchem-1 110 110 , , PUNCT eurjchem-1 110 111     SPACE eurjchem-1 110 112 8.18 8.18 NUM eurjchem-1 110 113     SPACE eurjchem-1 110 114 ( ( PUNCT eurjchem-1 110 115 s,1h s,1h PROPN eurjchem-1 110 116 , , PUNCT eurjchem-1 110 117     SPACE eurjchem-1 110 118 h8\ h8\ PROPN eurjchem-1 110 119 ) ) PUNCT eurjchem-1 110 120 , , PUNCT eurjchem-1 110 121     SPACE eurjchem-1 110 122 8.40 8.40 NUM eurjchem-1 110 123     SPACE eurjchem-1 110 124 ( ( PUNCT eurjchem-1 110 125 s,1h s,1h PROPN eurjchem-1 110 126 , , PUNCT eurjchem-1 110 127     SPACE eurjchem-1 110 128 h7 h7 PROPN eurjchem-1 110 129 ) ) PUNCT eurjchem-1 110 130 , , PUNCT eurjchem-1 110 131     SPACE eurjchem-1 110 132 8.90 8.90 NUM eurjchem-1 110 133     SPACE eurjchem-1 110 134 ( ( PUNCT eurjchem-1 110 135 br br PROPN eurjchem-1 110 136 . . PROPN eurjchem-1 110 137 , , PUNCT eurjchem-1 110 138     SPACE eurjchem-1 110 139 nh nh PROPN eurjchem-1 110 140     SPACE eurjchem-1 110 141 benzimidazole benzimidazole NOUN eurjchem-1 110 142 , , PUNCT eurjchem-1 110 143     SPACE eurjchem-1 110 144 d2o d2o NOUN eurjchem-1 110 145     SPACE eurjchem-1 110 146 exchangeable exchangeable ADJ eurjchem-1 110 147 ) ) PUNCT eurjchem-1 110 148 , , PUNCT eurjchem-1 110 149     SPACE eurjchem-1 110 150 9.87 9.87 NUM eurjchem-1 110 151     SPACE eurjchem-1 110 152 ( ( PUNCT eurjchem-1 110 153 s s PROPN eurjchem-1 110 154 , , PUNCT eurjchem-1 110 155     SPACE eurjchem-1 110 156 1h 1h NUM eurjchem-1 110 157 , , PUNCT eurjchem-1 110 158     SPACE eurjchem-1 110 159 phenolic phenolic NOUN eurjchem-1 110 160     SPACE eurjchem-1 110 161 oh oh INTJ eurjchem-1 110 162 , , PUNCT eurjchem-1 110 163     SPACE eurjchem-1 110 164 d2o d2o NOUN eurjchem-1 110 165     SPACE eurjchem-1 110 166 exchange exchange NOUN eurjchem-1 110 167     SPACE eurjchem-1 110 168 able able ADJ eurjchem-1 110 169 ) ) PUNCT eurjchem-1 110 170 . . PUNCT eurjchem-1 110 171     SPACE eurjchem-1 111 1 ir ir VERB eurjchem-1 111 2     SPACE eurjchem-1 111 3 ( ( PUNCT eurjchem-1 111 4 cm‐1 cm‐1 PROPN eurjchem-1 111 5 ): ): PUNCT eurjchem-1 111 6     SPACE eurjchem-1 111 7 3433 3433 NUM eurjchem-1 111 8     SPACE eurjchem-1 111 9 ( ( PUNCT eurjchem-1 111 10 nh nh NOUN eurjchem-1 111 11     SPACE eurjchem-1 111 12 benzimidazole benzimidazole NOUN eurjchem-1 111 13 ) ) PUNCT eurjchem-1 111 14 , , PUNCT eurjchem-1 111 15     SPACE eurjchem-1 111 16 3354 3354 NUM eurjchem-1 111 17     SPACE eurjchem-1 111 18 ( ( PUNCT eurjchem-1 111 19 nh nh NOUN eurjchem-1 111 20     SPACE eurjchem-1 111 21 imino imino NOUN eurjchem-1 111 22 ) ) PUNCT eurjchem-1 111 23 , , PUNCT eurjchem-1 111 24     SPACE eurjchem-1 111 25 3000 3000 NUM eurjchem-1 111 26     SPACE eurjchem-1 111 27 ( ( PUNCT eurjchem-1 111 28 br br PROPN eurjchem-1 111 29 . . PROPN eurjchem-1 111 30 , , PUNCT eurjchem-1 111 31     SPACE eurjchem-1 111 32 intermolecular intermolecular ADJ eurjchem-1 111 33     SPACE eurjchem-1 111 34 h‐bonded h‐bonde VERB eurjchem-1 111 35     SPACE eurjchem-1 111 36 oh oh INTJ eurjchem-1 111 37 , , PUNCT eurjchem-1 111 38 ) ) PUNCT eurjchem-1 111 39 , , PUNCT eurjchem-1 111 40     SPACE eurjchem-1 111 41 1629 1629 NUM eurjchem-1 111 42     SPACE eurjchem-1 111 43 ( ( PUNCT eurjchem-1 111 44 c c NOUN eurjchem-1 111 45 = = SYM eurjchem-1 111 46 n n NUM eurjchem-1 111 47 ) ) PUNCT eurjchem-1 111 48 , , PUNCT eurjchem-1 111 49     SPACE eurjchem-1 111 50 1529 1529 NUM eurjchem-1 111 51     SPACE eurjchem-1 111 52 and and CCONJ eurjchem-1 111 53     SPACE eurjchem-1 111 54 1343 1343 NUM eurjchem-1 111 55     SPACE eurjchem-1 111 56 ( ( PUNCT eurjchem-1 111 57 no2 no2 PROPN eurjchem-1 111 58 ) ) PUNCT eurjchem-1 111 59 . . PUNCT eurjchem-1 111 60     SPACE eurjchem-1 112 1 anal anal ADJ eurjchem-1 112 2 . . PUNCT eurjchem-1 112 3     SPACE eurjchem-1 112 4 calcd calcd NOUN eurjchem-1 112 5     SPACE eurjchem-1 112 6 for for ADP eurjchem-1 112 7     SPACE eurjchem-1 112 8 c19h12n6o5s c19h12n6o5s NUM eurjchem-1 112 9 : : PUNCT eurjchem-1 112 10     SPACE eurjchem-1 112 11 c c X eurjchem-1 112 12 , , PUNCT eurjchem-1 112 13     SPACE eurjchem-1 112 14 52.29 52.29 NUM eurjchem-1 112 15 ; ; PUNCT eurjchem-1 112 16     SPACE eurjchem-1 112 17 h h NOUN eurjchem-1 112 18 , , PUNCT eurjchem-1 112 19     SPACE eurjchem-1 112 20 2.77 2.77 NUM eurjchem-1 112 21 ; ; PUNCT eurjchem-1 112 22     SPACE eurjchem-1 112 23 n n CCONJ eurjchem-1 112 24 , , PUNCT eurjchem-1 112 25     SPACE eurjchem-1 112 26 19.26 19.26 NUM eurjchem-1 112 27 ; ; PUNCT eurjchem-1 112 28     SPACE eurjchem-1 112 29 s s PROPN eurjchem-1 112 30 , , PUNCT eurjchem-1 112 31     SPACE eurjchem-1 112 32 7.35 7.35 NUM eurjchem-1 112 33 . . PUNCT eurjchem-1 112 34     SPACE eurjchem-1 112 35 found find VERB eurjchem-1 112 36 : : PUNCT eurjchem-1 112 37     SPACE eurjchem-1 112 38 c c X eurjchem-1 112 39 , , PUNCT eurjchem-1 112 40     SPACE eurjchem-1 112 41 52.13 52.13 NUM eurjchem-1 112 42 ; ; PUNCT eurjchem-1 112 43     SPACE eurjchem-1 112 44 h h NOUN eurjchem-1 112 45 , , PUNCT eurjchem-1 112 46     SPACE eurjchem-1 112 47 2.81 2.81 NUM eurjchem-1 112 48 ; ; PUNCT eurjchem-1 112 49     SPACE eurjchem-1 112 50 n n CCONJ eurjchem-1 112 51 , , PUNCT eurjchem-1 112 52     SPACE eurjchem-1 112 53 19.18 19.18 NUM eurjchem-1 112 54 ; ; PUNCT eurjchem-1 112 55     SPACE eurjchem-1 112 56 s s PROPN eurjchem-1 112 57 , , PUNCT eurjchem-1 112 58     SPACE eurjchem-1 112 59 7.34 7.34 NUM eurjchem-1 112 60 . . PUNCT eurjchem-1 112 61         SPACE eurjchem-1 112 62 2.2 2.2 NUM eurjchem-1 112 63 . . PUNCT eurjchem-1 112 64     SPACE eurjchem-1 112 65 cytotoxicity cytotoxicity NOUN eurjchem-1 112 66     SPACE eurjchem-1 112 67 assays assay NOUN eurjchem-1 112 68         SPACE eurjchem-1 112 69 cell cell NOUN eurjchem-1 112 70     SPACE eurjchem-1 112 71 culture culture NOUN eurjchem-1 112 72     SPACE eurjchem-1 112 73 cytotoxicity cytotoxicity NOUN eurjchem-1 112 74     SPACE eurjchem-1 112 75 assays assay NOUN eurjchem-1 112 76     SPACE eurjchem-1 112 77 were be AUX eurjchem-1 112 78     SPACE eurjchem-1 112 79 carried carry VERB eurjchem-1 112 80     SPACE eurjchem-1 112 81 out out ADP eurjchem-1 112 82     SPACE eurjchem-1 112 83 as as SCONJ eurjchem-1 112 84     SPACE eurjchem-1 112 85 described describe VERB eurjchem-1 112 86     SPACE eurjchem-1 112 87 previously previously ADV eurjchem-1 112 88     SPACE eurjchem-1 113 1 [ [ X eurjchem-1 113 2 10 10 NUM eurjchem-1 113 3 ] ] PUNCT eurjchem-1 113 4 . . PUNCT eurjchem-1 113 5     SPACE eurjchem-1 113 6 briefly briefly ADV eurjchem-1 113 7 , , PUNCT eurjchem-1 113 8     SPACE eurjchem-1 113 9 aliquots aliquot NOUN eurjchem-1 113 10     SPACE eurjchem-1 113 11 of of ADP eurjchem-1 113 12     SPACE eurjchem-1 113 13 100 100 NUM eurjchem-1 113 14     SPACE eurjchem-1 113 15 µl µl NOUN eurjchem-1 113 16     SPACE eurjchem-1 113 17 cell cell NOUN eurjchem-1 113 18     SPACE eurjchem-1 113 19 suspension suspension NOUN eurjchem-1 113 20     SPACE eurjchem-1 113 21 ( ( PUNCT eurjchem-1 113 22 1‐3 1‐3 PROPN eurjchem-1 113 23     SPACE eurjchem-1 113 24 x x NOUN eurjchem-1 113 25     SPACE eurjchem-1 113 26 103 103 NUM eurjchem-1 113 27       SPACE eurjchem-1 113 28 cells cell NOUN eurjchem-1 113 29 ) ) PUNCT eurjchem-1 113 30     SPACE eurjchem-1 113 31 were be AUX eurjchem-1 113 32       SPACE eurjchem-1 113 33 placed place VERB eurjchem-1 113 34       SPACE eurjchem-1 113 35 in in ADP eurjchem-1 113 36     SPACE eurjchem-1 113 37 microtiter microtiter NOUN eurjchem-1 113 38     SPACE eurjchem-1 113 39 plates plate NOUN eurjchem-1 113 40     SPACE eurjchem-1 113 41 in in ADP eurjchem-1 113 42       SPACE eurjchem-1 113 43 galal galal PROPN eurjchem-1 113 44     SPACE eurjchem-1 113 45 et et PROPN eurjchem-1 113 46     SPACE eurjchem-1 113 47 al al PROPN eurjchem-1 113 48 . . PROPN eurjchem-1 113 49     SPACE eurjchem-1 113 50 / / SYM eurjchem-1 113 51     SPACE eurjchem-1 113 52 european european ADJ eurjchem-1 113 53     SPACE eurjchem-1 113 54 journal journal NOUN eurjchem-1 113 55     SPACE eurjchem-1 113 56 of of ADP eurjchem-1 113 57     SPACE eurjchem-1 113 58 chemistry chemistry NOUN eurjchem-1 113 59     SPACE eurjchem-1 113 60 1 1 NUM eurjchem-1 113 61     SPACE eurjchem-1 113 62 ( ( PUNCT eurjchem-1 113 63 2 2 NUM eurjchem-1 113 64 ) ) PUNCT eurjchem-1 113 65     SPACE eurjchem-1 113 66 ( ( PUNCT eurjchem-1 113 67 2010 2010 NUM eurjchem-1 113 68 ) ) PUNCT eurjchem-1 113 69     SPACE eurjchem-1 114 1 67­72 67­72 NUM eurjchem-1 114 2     SPACE eurjchem-1 114 3 71 71 NUM eurjchem-1 114 4             SPACE eurjchem-1 114 5 scheme scheme NOUN eurjchem-1 114 6     SPACE eurjchem-1 114 7 4 4 NUM eurjchem-1 114 8         SPACE eurjchem-1 114 9 an an DET eurjchem-1 114 10     SPACE eurjchem-1 114 11 atmosphere atmosphere NOUN eurjchem-1 114 12     SPACE eurjchem-1 114 13 of of ADP eurjchem-1 114 14     SPACE eurjchem-1 114 15 5 5 NUM eurjchem-1 114 16 % % NOUN eurjchem-1 114 17     SPACE eurjchem-1 114 18 co2 co2 NOUN eurjchem-1 114 19     SPACE eurjchem-1 114 20 at at ADP eurjchem-1 114 21     SPACE eurjchem-1 114 22 37 37 NUM eurjchem-1 114 23     SPACE eurjchem-1 114 24 ° ° PROPN eurjchem-1 114 25 c c NOUN eurjchem-1 114 26 . . PUNCT eurjchem-1 114 27     SPACE eurjchem-1 114 28 after after ADP eurjchem-1 114 29     SPACE eurjchem-1 114 30 24 24 NUM eurjchem-1 114 31     SPACE eurjchem-1 114 32 h h NOUN eurjchem-1 114 33 , , PUNCT eurjchem-1 114 34     SPACE eurjchem-1 114 35 100 100 NUM eurjchem-1 114 36     SPACE eurjchem-1 114 37 µl µl NOUN eurjchem-1 114 38     SPACE eurjchem-1 114 39 of of ADP eurjchem-1 114 40     SPACE eurjchem-1 114 41 culture culture NOUN eurjchem-1 114 42     SPACE eurjchem-1 114 43 media medium NOUN eurjchem-1 114 44     SPACE eurjchem-1 114 45 and and CCONJ eurjchem-1 114 46     SPACE eurjchem-1 114 47 2 2 NUM eurjchem-1 114 48     SPACE eurjchem-1 114 49 µl µl NOUN eurjchem-1 114 50     SPACE eurjchem-1 114 51 of of ADP eurjchem-1 114 52     SPACE eurjchem-1 114 53 the the DET eurjchem-1 114 54     SPACE eurjchem-1 114 55 compound compound NOUN eurjchem-1 114 56     SPACE eurjchem-1 114 57 in in ADP eurjchem-1 114 58     SPACE eurjchem-1 114 59 dmso dmso NOUN eurjchem-1 114 60     SPACE eurjchem-1 114 61 were be AUX eurjchem-1 114 62     SPACE eurjchem-1 114 63 added add VERB eurjchem-1 114 64     SPACE eurjchem-1 114 65 to to ADP eurjchem-1 114 66     SPACE eurjchem-1 114 67 each each DET eurjchem-1 114 68     SPACE eurjchem-1 114 69 well well ADV eurjchem-1 114 70     SPACE eurjchem-1 114 71 in in ADP eurjchem-1 114 72     SPACE eurjchem-1 114 73 duplicate duplicate NOUN eurjchem-1 114 74 , , PUNCT eurjchem-1 114 75     SPACE eurjchem-1 114 76 and and CCONJ eurjchem-1 114 77     SPACE eurjchem-1 114 78 the the DET eurjchem-1 114 79     SPACE eurjchem-1 114 80 plates plate NOUN eurjchem-1 114 81     SPACE eurjchem-1 114 82 were be AUX eurjchem-1 114 83     SPACE eurjchem-1 114 84 incubated incubate VERB eurjchem-1 114 85     SPACE eurjchem-1 114 86 an an DET eurjchem-1 114 87     SPACE eurjchem-1 114 88 additional additional ADJ eurjchem-1 114 89     SPACE eurjchem-1 114 90 72 72 NUM eurjchem-1 114 91     SPACE eurjchem-1 114 92 h h NOUN eurjchem-1 114 93     SPACE eurjchem-1 114 94 at at ADP eurjchem-1 114 95     SPACE eurjchem-1 114 96 37 37 NUM eurjchem-1 114 97     SPACE eurjchem-1 114 98 ° ° PROPN eurjchem-1 114 99 c c NOUN eurjchem-1 114 100 . . PUNCT eurjchem-1 114 101     SPACE eurjchem-1 115 1 there there PRON eurjchem-1 115 2     SPACE eurjchem-1 115 3 was be AUX eurjchem-1 115 4     SPACE eurjchem-1 115 5 no no DET eurjchem-1 115 6     SPACE eurjchem-1 115 7 effect effect NOUN eurjchem-1 115 8     SPACE eurjchem-1 115 9 on on ADP eurjchem-1 115 10     SPACE eurjchem-1 115 11 the the DET eurjchem-1 115 12     SPACE eurjchem-1 115 13 growth growth NOUN eurjchem-1 115 14     SPACE eurjchem-1 115 15 of of ADP eurjchem-1 115 16     SPACE eurjchem-1 115 17 cells cell NOUN eurjchem-1 115 18     SPACE eurjchem-1 115 19 compared compare VERB eurjchem-1 115 20     SPACE eurjchem-1 115 21 to to ADP eurjchem-1 115 22     SPACE eurjchem-1 115 23 that that PRON eurjchem-1 115 24     SPACE eurjchem-1 115 25 of of ADP eurjchem-1 115 26     SPACE eurjchem-1 115 27 cells cell NOUN eurjchem-1 115 28     SPACE eurjchem-1 115 29 in in ADP eurjchem-1 115 30     SPACE eurjchem-1 115 31 culture culture NOUN eurjchem-1 115 32     SPACE eurjchem-1 115 33 media medium NOUN eurjchem-1 115 34     SPACE eurjchem-1 115 35 alone alone ADV eurjchem-1 115 36     SPACE eurjchem-1 115 37 at at ADP eurjchem-1 115 38     SPACE eurjchem-1 115 39 this this DET eurjchem-1 115 40     SPACE eurjchem-1 115 41 dmso dmso ADJ eurjchem-1 115 42     SPACE eurjchem-1 115 43 concentration concentration NOUN eurjchem-1 115 44 . . PUNCT eurjchem-1 115 45     SPACE eurjchem-1 115 46 compounds compound VERB eurjchem-1 115 47 , , PUNCT eurjchem-1 115 48     SPACE eurjchem-1 115 49 along along ADP eurjchem-1 115 50     SPACE eurjchem-1 115 51 with with ADP eurjchem-1 115 52     SPACE eurjchem-1 115 53 mitomycin‐c mitomycin‐c NOUN eurjchem-1 115 54     SPACE eurjchem-1 115 55 as as ADP eurjchem-1 115 56     SPACE eurjchem-1 115 57 a a DET eurjchem-1 115 58     SPACE eurjchem-1 115 59 positive positive ADJ eurjchem-1 115 60     SPACE eurjchem-1 115 61 control control NOUN eurjchem-1 115 62     SPACE eurjchem-1 115 63 were be AUX eurjchem-1 115 64     SPACE eurjchem-1 115 65 evaluated evaluate VERB eurjchem-1 115 66     SPACE eurjchem-1 115 67 at at ADP eurjchem-1 115 68     SPACE eurjchem-1 115 69 final final ADJ eurjchem-1 115 70     SPACE eurjchem-1 115 71 concentrations concentration NOUN eurjchem-1 115 72     SPACE eurjchem-1 115 73 ranging range VERB eurjchem-1 115 74     SPACE eurjchem-1 115 75 from from ADP eurjchem-1 115 76     SPACE eurjchem-1 115 77 0.001 0.001 NUM eurjchem-1 115 78     SPACE eurjchem-1 115 79 to to ADP eurjchem-1 115 80     SPACE eurjchem-1 115 81 50 50 NUM eurjchem-1 115 82     SPACE eurjchem-1 115 83 µm µm NOUN eurjchem-1 115 84 . . PUNCT eurjchem-1 115 85     SPACE eurjchem-1 115 86 after after ADP eurjchem-1 115 87     SPACE eurjchem-1 115 88 the the DET eurjchem-1 115 89     SPACE eurjchem-1 115 90 72 72 NUM eurjchem-1 115 91     SPACE eurjchem-1 115 92 h h NOUN eurjchem-1 115 93     SPACE eurjchem-1 115 94 incubation incubation NOUN eurjchem-1 115 95 , , PUNCT eurjchem-1 115 96     SPACE eurjchem-1 115 97 the the DET eurjchem-1 115 98     SPACE eurjchem-1 115 99 culture culture NOUN eurjchem-1 115 100     SPACE eurjchem-1 115 101 media medium NOUN eurjchem-1 115 102     SPACE eurjchem-1 115 103 was be AUX eurjchem-1 115 104     SPACE eurjchem-1 115 105 removed remove VERB eurjchem-1 115 106     SPACE eurjchem-1 115 107 from from ADP eurjchem-1 115 108     SPACE eurjchem-1 115 109 each each PRON eurjchem-1 115 110     SPACE eurjchem-1 115 111 well well ADV eurjchem-1 115 112 , , PUNCT eurjchem-1 115 113     SPACE eurjchem-1 115 114 and and CCONJ eurjchem-1 115 115     SPACE eurjchem-1 115 116 200 200 NUM eurjchem-1 115 117     SPACE eurjchem-1 115 118 µl µl NOUN eurjchem-1 115 119     SPACE eurjchem-1 115 120 of of ADP eurjchem-1 115 121     SPACE eurjchem-1 115 122 fresh fresh ADJ eurjchem-1 115 123     SPACE eurjchem-1 115 124 media medium NOUN eurjchem-1 115 125     SPACE eurjchem-1 115 126 and and CCONJ eurjchem-1 115 127     SPACE eurjchem-1 115 128 20 20 NUM eurjchem-1 115 129     SPACE eurjchem-1 115 130 µl µl NOUN eurjchem-1 115 131     SPACE eurjchem-1 115 132 of of ADP eurjchem-1 115 133     SPACE eurjchem-1 115 134 alamar alamar NOUN eurjchem-1 115 135     SPACE eurjchem-1 115 136 blue blue ADJ eurjchem-1 115 137     SPACE eurjchem-1 115 138 reagent reagent NOUN eurjchem-1 115 139     SPACE eurjchem-1 115 140 were be AUX eurjchem-1 115 141     SPACE eurjchem-1 115 142 added add VERB eurjchem-1 115 143 , , PUNCT eurjchem-1 115 144     SPACE eurjchem-1 115 145 followed follow VERB eurjchem-1 115 146     SPACE eurjchem-1 115 147 by by ADP eurjchem-1 115 148     SPACE eurjchem-1 115 149 additional additional ADJ eurjchem-1 115 150     SPACE eurjchem-1 115 151 6 6 NUM eurjchem-1 115 152     SPACE eurjchem-1 115 153 h h NOUN eurjchem-1 115 154     SPACE eurjchem-1 115 155 incubation incubation NOUN eurjchem-1 115 156 . . PUNCT eurjchem-1 115 157     SPACE eurjchem-1 115 158 cell cell NOUN eurjchem-1 115 159     SPACE eurjchem-1 115 160 viability viability NOUN eurjchem-1 115 161     SPACE eurjchem-1 115 162 was be AUX eurjchem-1 115 163     SPACE eurjchem-1 115 164 detected detect VERB eurjchem-1 115 165     SPACE eurjchem-1 115 166 by by ADP eurjchem-1 115 167     SPACE eurjchem-1 115 168 fluorescent fluorescent NOUN eurjchem-1 115 169     SPACE eurjchem-1 115 170 intensity intensity NOUN eurjchem-1 115 171     SPACE eurjchem-1 115 172 using use VERB eurjchem-1 115 173     SPACE eurjchem-1 115 174 a a DET eurjchem-1 115 175     SPACE eurjchem-1 115 176 beckman beckman PROPN eurjchem-1 115 177     SPACE eurjchem-1 115 178 coulter coulter PROPN eurjchem-1 115 179     SPACE eurjchem-1 115 180 dtx880 dtx880 ADJ eurjchem-1 115 181     SPACE eurjchem-1 115 182 plate plate NOUN eurjchem-1 115 183     SPACE eurjchem-1 115 184 reader reader NOUN eurjchem-1 115 185     SPACE eurjchem-1 115 186 with with ADP eurjchem-1 115 187     SPACE eurjchem-1 115 188 excitation excitation NOUN eurjchem-1 115 189     SPACE eurjchem-1 115 190 at at ADP eurjchem-1 115 191     SPACE eurjchem-1 115 192 530 530 NUM eurjchem-1 115 193     SPACE eurjchem-1 115 194 nm nm NOUN eurjchem-1 115 195     SPACE eurjchem-1 115 196 and and CCONJ eurjchem-1 115 197     SPACE eurjchem-1 115 198 emission emission NOUN eurjchem-1 115 199     SPACE eurjchem-1 115 200 at at ADP eurjchem-1 115 201     SPACE eurjchem-1 115 202 590 590 NUM eurjchem-1 115 203     SPACE eurjchem-1 115 204 nm nm NOUN eurjchem-1 115 205 . . PUNCT eurjchem-1 115 206     SPACE eurjchem-1 115 207 the the DET eurjchem-1 115 208     SPACE eurjchem-1 115 209 fluorescence fluorescence NOUN eurjchem-1 115 210     SPACE eurjchem-1 115 211 data datum NOUN eurjchem-1 115 212     SPACE eurjchem-1 115 213 obtained obtain VERB eurjchem-1 115 214     SPACE eurjchem-1 115 215 from from ADP eurjchem-1 115 216     SPACE eurjchem-1 115 217 the the DET eurjchem-1 115 218     SPACE eurjchem-1 115 219 cytotoxicity cytotoxicity NOUN eurjchem-1 115 220     SPACE eurjchem-1 115 221 studies study NOUN eurjchem-1 115 222     SPACE eurjchem-1 115 223 was be AUX eurjchem-1 115 224     SPACE eurjchem-1 115 225 used use VERB eurjchem-1 115 226     SPACE eurjchem-1 115 227 to to PART eurjchem-1 115 228     SPACE eurjchem-1 115 229 calculate calculate VERB eurjchem-1 115 230     SPACE eurjchem-1 115 231 the the DET eurjchem-1 115 232     SPACE eurjchem-1 115 233 percent percent NOUN eurjchem-1 115 234     SPACE eurjchem-1 115 235 growth growth NOUN eurjchem-1 115 236     SPACE eurjchem-1 115 237 according accord VERB eurjchem-1 115 238     SPACE eurjchem-1 115 239 to to ADP eurjchem-1 115 240     SPACE eurjchem-1 115 241 the the DET eurjchem-1 115 242     SPACE eurjchem-1 115 243 following follow VERB eurjchem-1 115 244     SPACE eurjchem-1 115 245 equation equation NOUN eurjchem-1 115 246     SPACE eurjchem-1 115 247 ( ( PUNCT eurjchem-1 115 248 1 1 NUM eurjchem-1 115 249 ): ): PUNCT eurjchem-1 115 250         SPACE eurjchem-1 115 251 % % NOUN eurjchem-1 115 252     SPACE eurjchem-1 115 253 growth growth NOUN eurjchem-1 115 254     SPACE eurjchem-1 115 255 = = NOUN eurjchem-1 115 256     SPACE eurjchem-1 115 257 100*(ftest 100*(ftest NUM eurjchem-1 115 258     SPACE eurjchem-1 115 259 – – PUNCT eurjchem-1 115 260     SPACE eurjchem-1 115 261 ftime0)/ ftime0)/ NOUN eurjchem-1 115 262     SPACE eurjchem-1 115 263 ( ( PUNCT eurjchem-1 115 264 fctrl fctrl NOUN eurjchem-1 115 265     SPACE eurjchem-1 115 266 – – PUNCT eurjchem-1 115 267     SPACE eurjchem-1 115 268 ftime0 ftime0 NOUN eurjchem-1 115 269 ) ) PUNCT eurjchem-1 115 270                                                               SPACE eurjchem-1 115 271 ( ( PUNCT eurjchem-1 115 272 1 1 NUM eurjchem-1 115 273 ) ) PUNCT eurjchem-1 115 274         SPACE eurjchem-1 115 275 where where SCONJ eurjchem-1 115 276     SPACE eurjchem-1 115 277 mean mean VERB eurjchem-1 115 278     SPACE eurjchem-1 115 279 ftime0 ftime0 NOUN eurjchem-1 115 280     SPACE eurjchem-1 115 281 = = NOUN eurjchem-1 115 282     SPACE eurjchem-1 115 283 the the DET eurjchem-1 115 284     SPACE eurjchem-1 115 285 averaged average VERB eurjchem-1 115 286     SPACE eurjchem-1 115 287 measured measure VERB eurjchem-1 115 288     SPACE eurjchem-1 115 289 fluorescent fluorescent NOUN eurjchem-1 115 290     SPACE eurjchem-1 115 291 intensities intensity NOUN eurjchem-1 115 292     SPACE eurjchem-1 115 293 of of ADP eurjchem-1 115 294     SPACE eurjchem-1 115 295 alamar alamar NOUN eurjchem-1 115 296     SPACE eurjchem-1 115 297 blue blue ADJ eurjchem-1 115 298     SPACE eurjchem-1 115 299 reagent reagent NOUN eurjchem-1 115 300     SPACE eurjchem-1 115 301 at at ADP eurjchem-1 115 302     SPACE eurjchem-1 115 303 the the DET eurjchem-1 115 304     SPACE eurjchem-1 115 305 time time NOUN eurjchem-1 115 306     SPACE eurjchem-1 115 307 just just ADV eurjchem-1 115 308     SPACE eurjchem-1 115 309 before before ADP eurjchem-1 115 310     SPACE eurjchem-1 115 311 the the DET eurjchem-1 115 312     SPACE eurjchem-1 115 313 exposure exposure NOUN eurjchem-1 115 314     SPACE eurjchem-1 115 315 of of ADP eurjchem-1 115 316     SPACE eurjchem-1 115 317 the the DET eurjchem-1 115 318     SPACE eurjchem-1 115 319 cells cell NOUN eurjchem-1 115 320     SPACE eurjchem-1 115 321 to to ADP eurjchem-1 115 322     SPACE eurjchem-1 115 323 the the DET eurjchem-1 115 324     SPACE eurjchem-1 115 325 test test NOUN eurjchem-1 115 326     SPACE eurjchem-1 115 327 substance substance NOUN eurjchem-1 115 328 ; ; PUNCT eurjchem-1 115 329     SPACE eurjchem-1 115 330 mean mean VERB eurjchem-1 115 331     SPACE eurjchem-1 115 332 ftest ftest NOUN eurjchem-1 115 333     SPACE eurjchem-1 115 334 = = NOUN eurjchem-1 115 335     SPACE eurjchem-1 115 336 the the DET eurjchem-1 115 337     SPACE eurjchem-1 115 338 averaged average VERB eurjchem-1 115 339     SPACE eurjchem-1 115 340 measured measure VERB eurjchem-1 115 341     SPACE eurjchem-1 115 342 fluorescent fluorescent NOUN eurjchem-1 115 343     SPACE eurjchem-1 115 344 intensities intensity NOUN eurjchem-1 115 345     SPACE eurjchem-1 115 346 of of ADP eurjchem-1 115 347     SPACE eurjchem-1 115 348 alamar alamar NOUN eurjchem-1 115 349     SPACE eurjchem-1 115 350 blue blue ADJ eurjchem-1 115 351     SPACE eurjchem-1 115 352 reagent reagent NOUN eurjchem-1 115 353     SPACE eurjchem-1 115 354 after after ADP eurjchem-1 115 355     SPACE eurjchem-1 115 356 72 72 NUM eurjchem-1 115 357     SPACE eurjchem-1 115 358 h h NOUN eurjchem-1 115 359     SPACE eurjchem-1 115 360 exposure exposure NOUN eurjchem-1 115 361     SPACE eurjchem-1 115 362 of of ADP eurjchem-1 115 363     SPACE eurjchem-1 115 364 the the DET eurjchem-1 115 365     SPACE eurjchem-1 115 366 cells cell NOUN eurjchem-1 115 367     SPACE eurjchem-1 115 368 to to ADP eurjchem-1 115 369     SPACE eurjchem-1 115 370 the the DET eurjchem-1 115 371     SPACE eurjchem-1 115 372 test test NOUN eurjchem-1 115 373     SPACE eurjchem-1 115 374 substance substance NOUN eurjchem-1 115 375     SPACE eurjchem-1 115 376 at at ADP eurjchem-1 115 377     SPACE eurjchem-1 115 378 a a DET eurjchem-1 115 379     SPACE eurjchem-1 115 380 particular particular ADJ eurjchem-1 115 381     SPACE eurjchem-1 115 382 concentration concentration NOUN eurjchem-1 115 383 ; ; PUNCT eurjchem-1 115 384     SPACE eurjchem-1 115 385 mean mean VERB eurjchem-1 115 386     SPACE eurjchem-1 115 387 fcrtl fcrtl NOUN eurjchem-1 115 388     SPACE eurjchem-1 115 389 = = NOUN eurjchem-1 115 390     SPACE eurjchem-1 115 391 the the DET eurjchem-1 115 392     SPACE eurjchem-1 115 393 averaged average VERB eurjchem-1 115 394     SPACE eurjchem-1 115 395 measured measure VERB eurjchem-1 115 396     SPACE eurjchem-1 115 397 fluorescent fluorescent NOUN eurjchem-1 115 398     SPACE eurjchem-1 115 399 intensities intensity NOUN eurjchem-1 115 400     SPACE eurjchem-1 115 401 of of ADP eurjchem-1 115 402     SPACE eurjchem-1 115 403 alamar alamar NOUN eurjchem-1 115 404     SPACE eurjchem-1 115 405 blue blue ADJ eurjchem-1 115 406     SPACE eurjchem-1 115 407 reagent reagent NOUN eurjchem-1 115 408     SPACE eurjchem-1 115 409 after after ADP eurjchem-1 115 410     SPACE eurjchem-1 115 411 72 72 NUM eurjchem-1 115 412     SPACE eurjchem-1 115 413 h h NOUN eurjchem-1 115 414     SPACE eurjchem-1 115 415 exposure exposure NOUN eurjchem-1 115 416     SPACE eurjchem-1 115 417 of of ADP eurjchem-1 115 418     SPACE eurjchem-1 115 419 the the DET eurjchem-1 115 420     SPACE eurjchem-1 115 421 cells cell NOUN eurjchem-1 115 422     SPACE eurjchem-1 115 423 to to ADP eurjchem-1 115 424     SPACE eurjchem-1 115 425 the the DET eurjchem-1 115 426     SPACE eurjchem-1 115 427 vehicle vehicle NOUN eurjchem-1 115 428     SPACE eurjchem-1 115 429 without without ADP eurjchem-1 115 430     SPACE eurjchem-1 115 431 the the DET eurjchem-1 115 432     SPACE eurjchem-1 115 433 test test NOUN eurjchem-1 115 434     SPACE eurjchem-1 115 435 substance substance NOUN eurjchem-1 115 436 . . PUNCT eurjchem-1 115 437     SPACE eurjchem-1 116 1 the the DET eurjchem-1 116 2     SPACE eurjchem-1 116 3 ic50 ic50 PROPN eurjchem-1 116 4 , , PUNCT eurjchem-1 116 5     SPACE eurjchem-1 116 6 the the DET eurjchem-1 116 7     SPACE eurjchem-1 116 8 compound compound NOUN eurjchem-1 116 9     SPACE eurjchem-1 116 10 concentration concentration NOUN eurjchem-1 116 11     SPACE eurjchem-1 116 12 for for ADP eurjchem-1 116 13     SPACE eurjchem-1 116 14 which which PRON eurjchem-1 116 15     SPACE eurjchem-1 116 16 the the DET eurjchem-1 116 17     SPACE eurjchem-1 116 18 growth growth NOUN eurjchem-1 116 19     SPACE eurjchem-1 116 20 of of ADP eurjchem-1 116 21     SPACE eurjchem-1 116 22 treated treat VERB eurjchem-1 116 23     SPACE eurjchem-1 116 24 cells cell NOUN eurjchem-1 116 25     SPACE eurjchem-1 116 26 from from ADP eurjchem-1 116 27     SPACE eurjchem-1 116 28 time0 time0 NOUN eurjchem-1 116 29     SPACE eurjchem-1 116 30 was be AUX eurjchem-1 116 31     SPACE eurjchem-1 116 32 only only ADV eurjchem-1 116 33     SPACE eurjchem-1 116 34 50 50 NUM eurjchem-1 116 35 % % NOUN eurjchem-1 116 36     SPACE eurjchem-1 116 37 as as ADV eurjchem-1 116 38     SPACE eurjchem-1 116 39 much much ADJ eurjchem-1 116 40     SPACE eurjchem-1 116 41 as as ADP eurjchem-1 116 42     SPACE eurjchem-1 116 43 the the DET eurjchem-1 116 44     SPACE eurjchem-1 116 45 vehicle‐control vehicle‐control NOUN eurjchem-1 116 46     SPACE eurjchem-1 116 47 was be AUX eurjchem-1 116 48     SPACE eurjchem-1 116 49 determined determine VERB eurjchem-1 116 50     SPACE eurjchem-1 116 51 by by ADP eurjchem-1 116 52     SPACE eurjchem-1 116 53 non‐linear non‐linear NOUN eurjchem-1 116 54     SPACE eurjchem-1 116 55 regression regression NOUN eurjchem-1 116 56     SPACE eurjchem-1 116 57 fitting fit VERB eurjchem-1 116 58     SPACE eurjchem-1 116 59 the the DET eurjchem-1 116 60     SPACE eurjchem-1 116 61 data datum NOUN eurjchem-1 116 62     SPACE eurjchem-1 116 63 to to ADP eurjchem-1 116 64     SPACE eurjchem-1 116 65 equation equation NOUN eurjchem-1 116 66     SPACE eurjchem-1 116 67 ( ( PUNCT eurjchem-1 116 68 2 2 NUM eurjchem-1 116 69 ): ): SYM eurjchem-1 116 70           SPACE eurjchem-1 116 71 y y NOUN eurjchem-1 116 72     SPACE eurjchem-1 116 73 = = NOUN eurjchem-1 116 74     SPACE eurjchem-1 116 75 min min NOUN eurjchem-1 116 76     SPACE eurjchem-1 116 77 + + NOUN eurjchem-1 116 78     SPACE eurjchem-1 116 79 ( ( PUNCT eurjchem-1 116 80 max‐min)/(1 max‐min)/(1 PROPN eurjchem-1 116 81 + + NOUN eurjchem-1 116 82 10^((x‐logic50)*n 10^((x‐logic50)*n NUM eurjchem-1 116 83 ) ) PUNCT eurjchem-1 116 84 ) ) PUNCT eurjchem-1 116 85                                                 SPACE eurjchem-1 117 1 ( ( PUNCT eurjchem-1 117 2 2 2 NUM eurjchem-1 117 3 ) ) PUNCT eurjchem-1 117 4         SPACE eurjchem-1 117 5 where where SCONJ eurjchem-1 117 6     SPACE eurjchem-1 117 7 min= min= PROPN eurjchem-1 117 8     SPACE eurjchem-1 117 9 the the DET eurjchem-1 117 10     SPACE eurjchem-1 117 11 minimum minimum ADJ eurjchem-1 117 12     SPACE eurjchem-1 117 13 response response NOUN eurjchem-1 117 14     SPACE eurjchem-1 117 15 plateau plateau NOUN eurjchem-1 117 16     SPACE eurjchem-1 117 17 ( ( PUNCT eurjchem-1 117 18 0%growth 0%growth NOUN eurjchem-1 117 19 ) ) PUNCT eurjchem-1 117 20 ; ; PUNCT eurjchem-1 117 21     SPACE eurjchem-1 117 22 max= max= PROPN eurjchem-1 117 23     SPACE eurjchem-1 117 24 the the DET eurjchem-1 117 25     SPACE eurjchem-1 117 26 maximum maximum ADJ eurjchem-1 117 27     SPACE eurjchem-1 117 28 response response NOUN eurjchem-1 117 29     SPACE eurjchem-1 117 30 plateau plateau NOUN eurjchem-1 117 31     SPACE eurjchem-1 117 32 ( ( PUNCT eurjchem-1 117 33 100 100 NUM eurjchem-1 117 34 % % NOUN eurjchem-1 117 35     SPACE eurjchem-1 117 36 growth growth NOUN eurjchem-1 117 37 ) ) PUNCT eurjchem-1 117 38 ; ; PUNCT eurjchem-1 117 39     SPACE eurjchem-1 117 40 y= y= PRON eurjchem-1 117 41     SPACE eurjchem-1 117 42 % % NOUN eurjchem-1 117 43     SPACE eurjchem-1 117 44 growth growth NOUN eurjchem-1 117 45     SPACE eurjchem-1 117 46 at at ADP eurjchem-1 117 47     SPACE eurjchem-1 117 48 each each DET eurjchem-1 117 49     SPACE eurjchem-1 117 50 test test NOUN eurjchem-1 117 51     SPACE eurjchem-1 117 52 compound compound NOUN eurjchem-1 117 53     SPACE eurjchem-1 117 54 concentration concentration NOUN eurjchem-1 117 55 ; ; PUNCT eurjchem-1 117 56     SPACE eurjchem-1 117 57 n n CCONJ eurjchem-1 117 58     SPACE eurjchem-1 117 59 is be AUX eurjchem-1 117 60     SPACE eurjchem-1 117 61 a a DET eurjchem-1 117 62     SPACE eurjchem-1 117 63 fitted fit VERB eurjchem-1 117 64     SPACE eurjchem-1 117 65 parameter parameter NOUN eurjchem-1 117 66     SPACE eurjchem-1 117 67 ( ( PUNCT eurjchem-1 117 68 the the DET eurjchem-1 117 69     SPACE eurjchem-1 117 70 hill hill NOUN eurjchem-1 117 71     SPACE eurjchem-1 117 72 slope slope NOUN eurjchem-1 117 73     SPACE eurjchem-1 117 74 coefficient coefficient NOUN eurjchem-1 117 75 ) ) PUNCT eurjchem-1 117 76 . . PUNCT eurjchem-1 117 77       SPACE eurjchem-1 118 1 2.2 2.2 NUM eurjchem-1 118 2 . . PUNCT eurjchem-1 118 3     SPACE eurjchem-1 118 4 instrumentation instrumentation NOUN eurjchem-1 118 5         SPACE eurjchem-1 118 6 melting melt VERB eurjchem-1 118 7     SPACE eurjchem-1 118 8 points point NOUN eurjchem-1 118 9     SPACE eurjchem-1 118 10 were be AUX eurjchem-1 118 11     SPACE eurjchem-1 118 12 taken take VERB eurjchem-1 118 13     SPACE eurjchem-1 118 14 on on ADP eurjchem-1 118 15     SPACE eurjchem-1 118 16 a a DET eurjchem-1 118 17     SPACE eurjchem-1 118 18 capillary capillary ADJ eurjchem-1 118 19     SPACE eurjchem-1 118 20 melting melting NOUN eurjchem-1 118 21     SPACE eurjchem-1 118 22 point point NOUN eurjchem-1 118 23     SPACE eurjchem-1 118 24 apparatus apparatus NOUN eurjchem-1 118 25     SPACE eurjchem-1 118 26 and and CCONJ eurjchem-1 118 27     SPACE eurjchem-1 118 28 are be AUX eurjchem-1 118 29     SPACE eurjchem-1 118 30 uncorrected uncorrecte VERB eurjchem-1 118 31 . . PUNCT eurjchem-1 118 32     SPACE eurjchem-1 119 1 1h 1h NUM eurjchem-1 119 2     SPACE eurjchem-1 119 3 and and CCONJ eurjchem-1 119 4     SPACE eurjchem-1 119 5 13c 13c NOUN eurjchem-1 119 6     SPACE eurjchem-1 119 7 nmr nmr NOUN eurjchem-1 119 8     SPACE eurjchem-1 119 9 spectra spectra NOUN eurjchem-1 119 10     SPACE eurjchem-1 119 11 were be AUX eurjchem-1 119 12     SPACE eurjchem-1 119 13 recorded record VERB eurjchem-1 119 14     SPACE eurjchem-1 119 15 using use VERB eurjchem-1 119 16     SPACE eurjchem-1 119 17 jeol jeol PROPN eurjchem-1 119 18     SPACE eurjchem-1 119 19 ex‐200 ex‐200 PROPN eurjchem-1 119 20     SPACE eurjchem-1 119 21 mhz mhz NOUN eurjchem-1 119 22 , , PUNCT eurjchem-1 119 23     SPACE eurjchem-1 119 24 270 270 NUM eurjchem-1 119 25     SPACE eurjchem-1 119 26 mhz mhz NOUN eurjchem-1 119 27     SPACE eurjchem-1 119 28 and and CCONJ eurjchem-1 119 29     SPACE eurjchem-1 119 30 500 500 NUM eurjchem-1 119 31     SPACE eurjchem-1 119 32 mhz mhz NOUN eurjchem-1 119 33     SPACE eurjchem-1 119 34 nmr nmr NOUN eurjchem-1 119 35     SPACE eurjchem-1 119 36 spectrometers spectrometer NOUN eurjchem-1 119 37     SPACE eurjchem-1 119 38 with with ADP eurjchem-1 119 39     SPACE eurjchem-1 119 40 me4si me4si NOUN eurjchem-1 119 41     SPACE eurjchem-1 119 42 as as ADP eurjchem-1 119 43     SPACE eurjchem-1 119 44 an an DET eurjchem-1 119 45     SPACE eurjchem-1 119 46 internal internal ADJ eurjchem-1 119 47     SPACE eurjchem-1 119 48 standard standard NOUN eurjchem-1 119 49 . . PUNCT eurjchem-1 119 50     SPACE eurjchem-1 119 51 chemical chemical NOUN eurjchem-1 119 52     SPACE eurjchem-1 119 53 shifts shift NOUN eurjchem-1 119 54     SPACE eurjchem-1 119 55 are be AUX eurjchem-1 119 56     SPACE eurjchem-1 119 57 reported report VERB eurjchem-1 119 58     SPACE eurjchem-1 119 59 in in ADP eurjchem-1 119 60     SPACE eurjchem-1 119 61 parts part NOUN eurjchem-1 119 62     SPACE eurjchem-1 119 63 per per ADP eurjchem-1 119 64     SPACE eurjchem-1 119 65 million million NUM eurjchem-1 119 66     SPACE eurjchem-1 119 67 ( ( PUNCT eurjchem-1 119 68 ppm ppm NOUN eurjchem-1 119 69 ) ) PUNCT eurjchem-1 119 70     SPACE eurjchem-1 119 71 from from ADP eurjchem-1 119 72     SPACE eurjchem-1 119 73 the the DET eurjchem-1 119 74     SPACE eurjchem-1 119 75 tetramethylsilane tetramethylsilane ADJ eurjchem-1 119 76     SPACE eurjchem-1 119 77 resonance resonance NOUN eurjchem-1 119 78     SPACE eurjchem-1 119 79 in in ADP eurjchem-1 119 80     SPACE eurjchem-1 119 81 the the DET eurjchem-1 119 82     SPACE eurjchem-1 119 83 indicated indicate VERB eurjchem-1 119 84     SPACE eurjchem-1 119 85 solvent solvent NOUN eurjchem-1 119 86 . . PUNCT eurjchem-1 119 87     SPACE eurjchem-1 120 1 coupling couple VERB eurjchem-1 120 2     SPACE eurjchem-1 120 3 constants constant NOUN eurjchem-1 120 4     SPACE eurjchem-1 120 5 are be AUX eurjchem-1 120 6     SPACE eurjchem-1 120 7 reported report VERB eurjchem-1 120 8     SPACE eurjchem-1 120 9 in in ADP eurjchem-1 120 10     SPACE eurjchem-1 120 11 hertz hertz NOUN eurjchem-1 120 12     SPACE eurjchem-1 120 13 ( ( PUNCT eurjchem-1 120 14 hz hz PROPN eurjchem-1 120 15 ) ) PUNCT eurjchem-1 120 16 , , PUNCT eurjchem-1 120 17     SPACE eurjchem-1 120 18 spectral spectral ADJ eurjchem-1 120 19     SPACE eurjchem-1 120 20 splitting splitting NOUN eurjchem-1 120 21     SPACE eurjchem-1 120 22 partners partner NOUN eurjchem-1 120 23     SPACE eurjchem-1 120 24 are be AUX eurjchem-1 120 25     SPACE eurjchem-1 120 26 designed design VERB eurjchem-1 120 27     SPACE eurjchem-1 120 28 as as ADP eurjchem-1 120 29     SPACE eurjchem-1 120 30 follow follow VERB eurjchem-1 120 31 : : PUNCT eurjchem-1 120 32     SPACE eurjchem-1 120 33 singlet singlet NOUN eurjchem-1 120 34     SPACE eurjchem-1 120 35 ( ( PUNCT eurjchem-1 120 36 s s PROPN eurjchem-1 120 37 ) ) PUNCT eurjchem-1 120 38 ; ; PUNCT eurjchem-1 120 39     SPACE eurjchem-1 120 40 doublet doublet PROPN eurjchem-1 120 41     SPACE eurjchem-1 120 42 ( ( PUNCT eurjchem-1 120 43 d d NOUN eurjchem-1 120 44 ) ) PUNCT eurjchem-1 120 45 ; ; PUNCT eurjchem-1 120 46     SPACE eurjchem-1 120 47 triplet triplet NOUN eurjchem-1 120 48     SPACE eurjchem-1 120 49 ( ( PUNCT eurjchem-1 120 50 t t PROPN eurjchem-1 120 51 ) ) PUNCT eurjchem-1 120 52 ; ; PUNCT eurjchem-1 120 53     SPACE eurjchem-1 120 54 multiplet multiplet NOUN eurjchem-1 120 55     SPACE eurjchem-1 120 56 ( ( PUNCT eurjchem-1 120 57 m m NOUN eurjchem-1 120 58 ) ) PUNCT eurjchem-1 120 59 . . PUNCT eurjchem-1 120 60     SPACE eurjchem-1 120 61 mass mass PROPN eurjchem-1 120 62     SPACE eurjchem-1 120 63 spectra spectra NOUN eurjchem-1 120 64     SPACE eurjchem-1 120 65 were be AUX eurjchem-1 120 66     SPACE eurjchem-1 120 67 obtained obtain VERB eurjchem-1 120 68     SPACE eurjchem-1 120 69 with with ADP eurjchem-1 120 70     SPACE eurjchem-1 120 71 a a DET eurjchem-1 120 72     SPACE eurjchem-1 120 73 schimadzu schimadzu NOUN eurjchem-1 120 74     SPACE eurjchem-1 120 75 gcs‐qp gcs‐qp PROPN eurjchem-1 120 76     SPACE eurjchem-1 120 77 1000 1000 NUM eurjchem-1 120 78     SPACE eurjchem-1 120 79 ex ex NOUN eurjchem-1 120 80     SPACE eurjchem-1 120 81 spectrometer spectrometer NOUN eurjchem-1 120 82     SPACE eurjchem-1 120 83 at at ADP eurjchem-1 120 84     SPACE eurjchem-1 120 85 70 70 NUM eurjchem-1 120 86     SPACE eurjchem-1 121 1 ev ev PROPN eurjchem-1 121 2 . . AUX eurjchem-1 121 3     SPACE eurjchem-1 121 4 the the DET eurjchem-1 121 5     SPACE eurjchem-1 121 6 ir ir PROPN eurjchem-1 121 7     SPACE eurjchem-1 121 8 spectra spectra NOUN eurjchem-1 121 9     SPACE eurjchem-1 121 10 were be AUX eurjchem-1 121 11     SPACE eurjchem-1 121 12 recorded record VERB eurjchem-1 121 13     SPACE eurjchem-1 121 14 with with ADP eurjchem-1 121 15     SPACE eurjchem-1 121 16 a a DET eurjchem-1 121 17     SPACE eurjchem-1 121 18 philips philip NOUN eurjchem-1 121 19     SPACE eurjchem-1 121 20 infracord infracord ADJ eurjchem-1 121 21     SPACE eurjchem-1 121 22 spectro‐photometer spectro‐photometer NOUN eurjchem-1 121 23     SPACE eurjchem-1 121 24 model model NOUN eurjchem-1 121 25     SPACE eurjchem-1 121 26 pu9712 pu9712 NOUN eurjchem-1 121 27     SPACE eurjchem-1 121 28 in in ADP eurjchem-1 121 29     SPACE eurjchem-1 121 30 kbr kbr PROPN eurjchem-1 121 31     SPACE eurjchem-1 121 32 discs disc NOUN eurjchem-1 121 33 . . PUNCT eurjchem-1 121 34     SPACE eurjchem-1 122 1 elemental elemental NOUN eurjchem-1 122 2     SPACE eurjchem-1 122 3 analyses analysis NOUN eurjchem-1 122 4     SPACE eurjchem-1 122 5 were be AUX eurjchem-1 122 6     SPACE eurjchem-1 122 7 performed perform VERB eurjchem-1 122 8     SPACE eurjchem-1 122 9 at at ADP eurjchem-1 122 10     SPACE eurjchem-1 122 11 the the DET eurjchem-1 122 12     SPACE eurjchem-1 122 13 microanalytical microanalytical ADJ eurjchem-1 122 14     SPACE eurjchem-1 122 15 laboratory laboratory NOUN eurjchem-1 122 16     SPACE eurjchem-1 122 17 of of ADP eurjchem-1 122 18     SPACE eurjchem-1 122 19 the the DET eurjchem-1 122 20     SPACE eurjchem-1 122 21 national national ADJ eurjchem-1 122 22     SPACE eurjchem-1 122 23 research research NOUN eurjchem-1 122 24     SPACE eurjchem-1 122 25 centre centre NOUN eurjchem-1 122 26 . . PUNCT eurjchem-1 122 27         SPACE eurjchem-1 123 1 3 3 NUM eurjchem-1 123 2 . . PUNCT eurjchem-1 123 3     SPACE eurjchem-1 123 4 results result VERB eurjchem-1 123 5     SPACE eurjchem-1 123 6 and and CCONJ eurjchem-1 123 7     SPACE eurjchem-1 123 8 discussion discussion NOUN eurjchem-1 123 9         SPACE eurjchem-1 123 10 3.1 3.1 NUM eurjchem-1 123 11 . . PUNCT eurjchem-1 123 12     SPACE eurjchem-1 123 13 chemistry chemistry NOUN eurjchem-1 123 14         SPACE eurjchem-1 123 15 2‐methyl‐1h‐benzimidazole‐5‐carboxylic 2‐methyl‐1h‐benzimidazole‐5‐carboxylic NOUN eurjchem-1 123 16     SPACE eurjchem-1 123 17 acid acid NOUN eurjchem-1 123 18 , , PUNCT eurjchem-1 123 19     SPACE eurjchem-1 123 20 1 1 NUM eurjchem-1 123 21 , , PUNCT eurjchem-1 123 22     SPACE eurjchem-1 123 23 was be AUX eurjchem-1 123 24     SPACE eurjchem-1 123 25 prepared prepare VERB eurjchem-1 123 26     SPACE eurjchem-1 123 27 from from ADP eurjchem-1 123 28     SPACE eurjchem-1 123 29 3,4‐diaminobenzoic 3,4‐diaminobenzoic NUM eurjchem-1 123 30     SPACE eurjchem-1 123 31 acid acid NOUN eurjchem-1 123 32     SPACE eurjchem-1 123 33 with with ADP eurjchem-1 123 34     SPACE eurjchem-1 123 35 acetic acetic ADJ eurjchem-1 123 36     SPACE eurjchem-1 123 37 acid acid NOUN eurjchem-1 123 38     SPACE eurjchem-1 123 39 in in ADP eurjchem-1 123 40     SPACE eurjchem-1 123 41 hydrochloric hydrochloric ADJ eurjchem-1 123 42     SPACE eurjchem-1 123 43 acid acid NOUN eurjchem-1 123 44     SPACE eurjchem-1 123 45 according according NOUN eurjchem-1 123 46     SPACE eurjchem-1 123 47 to to ADP eurjchem-1 123 48     SPACE eurjchem-1 123 49 philips philip NOUN eurjchem-1 123 50 ' ' PART eurjchem-1 123 51     SPACE eurjchem-1 123 52 method method NOUN eurjchem-1 123 53     SPACE eurjchem-1 124 1 [ [ X eurjchem-1 124 2 19,20 19,20 NOUN eurjchem-1 124 3 ] ] PUNCT eurjchem-1 124 4 . . PUNCT eurjchem-1 124 5     SPACE eurjchem-1 125 1 treatment treatment NOUN eurjchem-1 125 2     SPACE eurjchem-1 125 3 of of ADP eurjchem-1 125 4     SPACE eurjchem-1 125 5 compound compound NOUN eurjchem-1 125 6     SPACE eurjchem-1 125 7 1 1 NUM eurjchem-1 125 8     SPACE eurjchem-1 125 9 with with ADP eurjchem-1 125 10     SPACE eurjchem-1 125 11 ethanol ethanol NOUN eurjchem-1 125 12     SPACE eurjchem-1 125 13 and and CCONJ eurjchem-1 125 14     SPACE eurjchem-1 125 15 sulfuric sulfuric NOUN eurjchem-1 125 16     SPACE eurjchem-1 125 17 acid acid NOUN eurjchem-1 125 18     SPACE eurjchem-1 125 19 afforded afford VERB eurjchem-1 125 20     SPACE eurjchem-1 125 21 the the DET eurjchem-1 125 22     SPACE eurjchem-1 125 23 ester ester NOUN eurjchem-1 125 24     SPACE eurjchem-1 125 25 2 2 NUM eurjchem-1 125 26     SPACE eurjchem-1 125 27 [ [ PUNCT eurjchem-1 125 28 21 21 NUM eurjchem-1 125 29 ] ] SYM eurjchem-1 125 30     SPACE eurjchem-1 125 31 which which PRON eurjchem-1 125 32     SPACE eurjchem-1 125 33 was be AUX eurjchem-1 125 34     SPACE eurjchem-1 125 35 nitrated nitrate VERB eurjchem-1 125 36     SPACE eurjchem-1 125 37 to to PART eurjchem-1 125 38     SPACE eurjchem-1 125 39 yield yield VERB eurjchem-1 125 40     SPACE eurjchem-1 125 41 the the DET eurjchem-1 125 42     SPACE eurjchem-1 125 43 6(5)‐ 6(5)‐ ADJ eurjchem-1 125 44 nitro nitro NOUN eurjchem-1 125 45     SPACE eurjchem-1 125 46 derivative derivative NOUN eurjchem-1 125 47     SPACE eurjchem-1 125 48 3 3 NUM eurjchem-1 125 49     SPACE eurjchem-1 125 50 [ [ PUNCT eurjchem-1 125 51 22 22 NUM eurjchem-1 125 52 ] ] SYM eurjchem-1 125 53     SPACE eurjchem-1 125 54 in in ADP eurjchem-1 125 55     SPACE eurjchem-1 125 56 which which PRON eurjchem-1 125 57     SPACE eurjchem-1 125 58 the the DET eurjchem-1 125 59     SPACE eurjchem-1 125 60 nitro nitro NOUN eurjchem-1 125 61     SPACE eurjchem-1 125 62 group group NOUN eurjchem-1 125 63     SPACE eurjchem-1 125 64 was be AUX eurjchem-1 125 65     SPACE eurjchem-1 125 66 reduced reduce VERB eurjchem-1 125 67     SPACE eurjchem-1 125 68 using use VERB eurjchem-1 125 69     SPACE eurjchem-1 125 70 ferrous ferrous ADJ eurjchem-1 125 71     SPACE eurjchem-1 125 72 sulfate sulfate NOUN eurjchem-1 125 73     SPACE eurjchem-1 125 74 and and CCONJ eurjchem-1 125 75     SPACE eurjchem-1 125 76 hydrochloric hydrochloric ADJ eurjchem-1 125 77     SPACE eurjchem-1 125 78 acid acid NOUN eurjchem-1 125 79     SPACE eurjchem-1 125 80 to to PART eurjchem-1 125 81     SPACE eurjchem-1 125 82 yield yield VERB eurjchem-1 125 83     SPACE eurjchem-1 125 84 the the DET eurjchem-1 125 85     SPACE eurjchem-1 125 86 6(5)‐ 6(5)‐ NOUN eurjchem-1 125 87 amino amino NOUN eurjchem-1 125 88     SPACE eurjchem-1 125 89 hydrochloride hydrochloride NOUN eurjchem-1 125 90     SPACE eurjchem-1 125 91 derivative derivative NOUN eurjchem-1 125 92     SPACE eurjchem-1 125 93 4 4 NUM eurjchem-1 125 94 . . PUNCT eurjchem-1 125 95     SPACE eurjchem-1 125 96 the the DET eurjchem-1 125 97     SPACE eurjchem-1 125 98 ortho ortho PROPN eurjchem-1 125 99     SPACE eurjchem-1 125 100 position position NOUN eurjchem-1 125 101     SPACE eurjchem-1 125 102 of of ADP eurjchem-1 125 103     SPACE eurjchem-1 125 104 the the DET eurjchem-1 125 105     SPACE eurjchem-1 125 106 nitro nitro NOUN eurjchem-1 125 107     SPACE eurjchem-1 125 108 or or CCONJ eurjchem-1 125 109     SPACE eurjchem-1 125 110 amino amino NOUN eurjchem-1 125 111     SPACE eurjchem-1 125 112 group group NOUN eurjchem-1 125 113     SPACE eurjchem-1 125 114 vis‐à‐vis vis‐à‐vis PROPN eurjchem-1 125 115     SPACE eurjchem-1 125 116 the the DET eurjchem-1 125 117     SPACE eurjchem-1 125 118 ester ester NOUN eurjchem-1 125 119     SPACE eurjchem-1 125 120 group group NOUN eurjchem-1 125 121     SPACE eurjchem-1 125 122 was be AUX eurjchem-1 125 123     SPACE eurjchem-1 125 124 proved prove VERB eurjchem-1 125 125     SPACE eurjchem-1 125 126 by by ADP eurjchem-1 125 127     SPACE eurjchem-1 125 128 1h‐nmr 1h‐nmr NUM eurjchem-1 125 129     SPACE eurjchem-1 125 130 as as SCONJ eurjchem-1 125 131     SPACE eurjchem-1 125 132 it it PRON eurjchem-1 125 133     SPACE eurjchem-1 125 134 did do AUX eurjchem-1 125 135     SPACE eurjchem-1 125 136 not not PART eurjchem-1 125 137     SPACE eurjchem-1 125 138 show show VERB eurjchem-1 125 139     SPACE eurjchem-1 125 140 any any DET eurjchem-1 125 141     SPACE eurjchem-1 125 142 meta meta X eurjchem-1 125 143     SPACE eurjchem-1 125 144 coupling coupling NOUN eurjchem-1 125 145     SPACE eurjchem-1 125 146 when when SCONJ eurjchem-1 125 147     SPACE eurjchem-1 125 148 the the DET eurjchem-1 125 149     SPACE eurjchem-1 125 150 singlets singlet NOUN eurjchem-1 125 151     SPACE eurjchem-1 125 152 corresponding corresponding NOUN eurjchem-1 125 153     SPACE eurjchem-1 125 154 to to ADP eurjchem-1 125 155     SPACE eurjchem-1 125 156 h4 h4 NOUN eurjchem-1 125 157     SPACE eurjchem-1 125 158 and and CCONJ eurjchem-1 125 159     SPACE eurjchem-1 125 160 h7 h7 PROPN eurjchem-1 125 161     SPACE eurjchem-1 125 162 were be AUX eurjchem-1 125 163     SPACE eurjchem-1 125 164 expanded expand VERB eurjchem-1 125 165 . . PUNCT eurjchem-1 125 166     SPACE eurjchem-1 125 167 hydrolysis hydrolysis NOUN eurjchem-1 125 168     SPACE eurjchem-1 125 169 of of ADP eurjchem-1 125 170     SPACE eurjchem-1 125 171 the the DET eurjchem-1 125 172     SPACE eurjchem-1 125 173 ester ester NOUN eurjchem-1 125 174     SPACE eurjchem-1 125 175 group group NOUN eurjchem-1 125 176     SPACE eurjchem-1 125 177 of of ADP eurjchem-1 125 178     SPACE eurjchem-1 125 179 3 3 NUM eurjchem-1 125 180     SPACE eurjchem-1 125 181 was be AUX eurjchem-1 125 182     SPACE eurjchem-1 125 183 accomplished accomplish VERB eurjchem-1 125 184     SPACE eurjchem-1 125 185 by by ADP eurjchem-1 125 186     SPACE eurjchem-1 125 187 refluxing refluxing NOUN eurjchem-1 125 188     SPACE eurjchem-1 125 189 in in ADP eurjchem-1 125 190     SPACE eurjchem-1 125 191 10 10 NUM eurjchem-1 125 192 % % NOUN eurjchem-1 125 193     SPACE eurjchem-1 125 194 sodium sodium NOUN eurjchem-1 125 195     SPACE eurjchem-1 125 196 hydroxide hydroxide NOUN eurjchem-1 125 197     SPACE eurjchem-1 125 198 to to PART eurjchem-1 125 199     SPACE eurjchem-1 125 200 afford afford VERB eurjchem-1 125 201     SPACE eurjchem-1 125 202 5(6)‐carboxylic 5(6)‐carboxylic ADJ eurjchem-1 125 203     SPACE eurjchem-1 125 204 acid acid NOUN eurjchem-1 125 205     SPACE eurjchem-1 125 206 derivative derivative NOUN eurjchem-1 125 207     SPACE eurjchem-1 125 208 ( ( PUNCT eurjchem-1 125 209 5 5 NUM eurjchem-1 125 210 ) ) PUNCT eurjchem-1 125 211 . . PUNCT eurjchem-1 125 212     SPACE eurjchem-1 126 1 the the DET eurjchem-1 126 2     SPACE eurjchem-1 126 3 acid acid NOUN eurjchem-1 126 4     SPACE eurjchem-1 126 5 hydrazides hydrazide NOUN eurjchem-1 126 6     SPACE eurjchem-1 126 7 6(a 6(a NUM eurjchem-1 126 8 , , PUNCT eurjchem-1 126 9     SPACE eurjchem-1 126 10 b b X eurjchem-1 126 11 ) ) PUNCT eurjchem-1 126 12     SPACE eurjchem-1 126 13 were be AUX eurjchem-1 126 14     SPACE eurjchem-1 126 15 formed form VERB eurjchem-1 126 16     SPACE eurjchem-1 126 17 by by ADP eurjchem-1 126 18     SPACE eurjchem-1 126 19 the the DET eurjchem-1 126 20     SPACE eurjchem-1 126 21 reaction reaction NOUN eurjchem-1 126 22     SPACE eurjchem-1 126 23 of of ADP eurjchem-1 126 24     SPACE eurjchem-1 126 25 the the DET eurjchem-1 126 26     SPACE eurjchem-1 126 27 esters ester NOUN eurjchem-1 126 28     SPACE eurjchem-1 126 29 2 2 NUM eurjchem-1 126 30     SPACE eurjchem-1 126 31 or or CCONJ eurjchem-1 126 32     SPACE eurjchem-1 126 33 3 3 NUM eurjchem-1 126 34     SPACE eurjchem-1 126 35 with with ADP eurjchem-1 126 36     SPACE eurjchem-1 126 37 hydrazine hydrazine NOUN eurjchem-1 126 38     SPACE eurjchem-1 126 39 hydrate hydrate NOUN eurjchem-1 126 40 . . PUNCT eurjchem-1 126 41     SPACE eurjchem-1 127 1 ( ( PUNCT eurjchem-1 127 2 scheme scheme NOUN eurjchem-1 127 3     SPACE eurjchem-1 127 4 1 1 NUM eurjchem-1 127 5 ) ) PUNCT eurjchem-1 127 6 . . PUNCT eurjchem-1 127 7       SPACE eurjchem-1 128 1 the the DET eurjchem-1 128 2     SPACE eurjchem-1 128 3 formation formation NOUN eurjchem-1 128 4     SPACE eurjchem-1 128 5 of of ADP eurjchem-1 128 6     SPACE eurjchem-1 128 7 a a DET eurjchem-1 128 8     SPACE eurjchem-1 128 9 dihydrooxadiazole‐2‐thione dihydrooxadiazole‐2‐thione NOUN eurjchem-1 128 10     SPACE eurjchem-1 128 11 ring ring NOUN eurjchem-1 128 12     SPACE eurjchem-1 128 13 at at ADP eurjchem-1 128 14     SPACE eurjchem-1 128 15 the the DET eurjchem-1 128 16     SPACE eurjchem-1 128 17 5(6 5(6 NUM eurjchem-1 128 18 ) ) PUNCT eurjchem-1 128 19     SPACE eurjchem-1 128 20 position position NOUN eurjchem-1 128 21     SPACE eurjchem-1 128 22 of of ADP eurjchem-1 128 23     SPACE eurjchem-1 128 24 2‐methylbenzimidazole 2‐methylbenzimidazole NOUN eurjchem-1 128 25     SPACE eurjchem-1 128 26 was be AUX eurjchem-1 128 27     SPACE eurjchem-1 128 28 achieved achieve VERB eurjchem-1 128 29     SPACE eurjchem-1 128 30 by by ADP eurjchem-1 128 31     SPACE eurjchem-1 128 32 the the DET eurjchem-1 128 33     SPACE eurjchem-1 128 34 72 72 NUM eurjchem-1 128 35     SPACE eurjchem-1 128 36 galal galal PROPN eurjchem-1 128 37     SPACE eurjchem-1 128 38 et et PROPN eurjchem-1 128 39     SPACE eurjchem-1 128 40 al al PROPN eurjchem-1 128 41 . . PROPN eurjchem-1 128 42     SPACE eurjchem-1 128 43 / / SYM eurjchem-1 128 44     SPACE eurjchem-1 128 45 european european ADJ eurjchem-1 128 46     SPACE eurjchem-1 128 47 journal journal NOUN eurjchem-1 128 48     SPACE eurjchem-1 128 49 of of ADP eurjchem-1 128 50     SPACE eurjchem-1 128 51 chemistry chemistry NOUN eurjchem-1 128 52     SPACE eurjchem-1 128 53 1 1 NUM eurjchem-1 128 54     SPACE eurjchem-1 128 55 ( ( PUNCT eurjchem-1 128 56 2 2 NUM eurjchem-1 128 57 ) ) PUNCT eurjchem-1 128 58     SPACE eurjchem-1 128 59 ( ( PUNCT eurjchem-1 128 60 2010 2010 NUM eurjchem-1 128 61 ) ) PUNCT eurjchem-1 128 62     SPACE eurjchem-1 128 63 67­72 67­72 NUM eurjchem-1 128 64         SPACE eurjchem-1 128 65 reaction reaction NOUN eurjchem-1 128 66     SPACE eurjchem-1 128 67 of of ADP eurjchem-1 128 68     SPACE eurjchem-1 128 69 the the DET eurjchem-1 128 70     SPACE eurjchem-1 128 71 hydrazides hydrazide NOUN eurjchem-1 128 72     SPACE eurjchem-1 128 73 6a 6a NOUN eurjchem-1 128 74     SPACE eurjchem-1 129 1 [ [ X eurjchem-1 129 2 23 23 NUM eurjchem-1 129 3 ] ] SYM eurjchem-1 129 4     SPACE eurjchem-1 129 5 or or CCONJ eurjchem-1 129 6     SPACE eurjchem-1 129 7 6b 6b NOUN eurjchem-1 129 8     SPACE eurjchem-1 129 9 with with ADP eurjchem-1 129 10     SPACE eurjchem-1 129 11 carbon carbon NOUN eurjchem-1 129 12     SPACE eurjchem-1 129 13 disulfide disulfide NOUN eurjchem-1 129 14     SPACE eurjchem-1 129 15 in in ADP eurjchem-1 129 16     SPACE eurjchem-1 129 17 potassium potassium NOUN eurjchem-1 129 18     SPACE eurjchem-1 129 19 hydroxide hydroxide NOUN eurjchem-1 129 20     SPACE eurjchem-1 129 21 to to PART eurjchem-1 129 22     SPACE eurjchem-1 129 23 produce produce VERB eurjchem-1 129 24     SPACE eurjchem-1 129 25 compounds compound NOUN eurjchem-1 129 26     SPACE eurjchem-1 129 27 7 7 NUM eurjchem-1 129 28     SPACE eurjchem-1 129 29 and and CCONJ eurjchem-1 129 30     SPACE eurjchem-1 129 31 14 14 NUM eurjchem-1 129 32     SPACE eurjchem-1 129 33 respectively respectively ADV eurjchem-1 129 34 . . PUNCT eurjchem-1 129 35     SPACE eurjchem-1 129 36 sulfonylation sulfonylation NOUN eurjchem-1 129 37     SPACE eurjchem-1 129 38 took take VERB eurjchem-1 129 39     SPACE eurjchem-1 129 40 place place NOUN eurjchem-1 129 41     SPACE eurjchem-1 129 42 when when SCONJ eurjchem-1 129 43     SPACE eurjchem-1 129 44 compound compound NOUN eurjchem-1 129 45     SPACE eurjchem-1 129 46 7 7 NUM eurjchem-1 129 47     SPACE eurjchem-1 129 48 reacted react VERB eurjchem-1 129 49     SPACE eurjchem-1 129 50 with with ADP eurjchem-1 129 51     SPACE eurjchem-1 129 52 methanesulfonyl methanesulfonyl NOUN eurjchem-1 129 53     SPACE eurjchem-1 129 54 chloride chloride NOUN eurjchem-1 129 55     SPACE eurjchem-1 129 56 or or CCONJ eurjchem-1 129 57     SPACE eurjchem-1 129 58 2‐nitrobenzene 2‐nitrobenzene NUM eurjchem-1 129 59     SPACE eurjchem-1 129 60 esulfonyl esulfonyl NOUN eurjchem-1 129 61     SPACE eurjchem-1 129 62 chloride chloride NOUN eurjchem-1 129 63     SPACE eurjchem-1 129 64 to to PART eurjchem-1 129 65     SPACE eurjchem-1 129 66 obtain obtain VERB eurjchem-1 129 67     SPACE eurjchem-1 129 68 the the DET eurjchem-1 129 69     SPACE eurjchem-1 129 70 thiosulfonothioate thiosulfonothioate ADJ eurjchem-1 129 71     SPACE eurjchem-1 129 72 derivatives derivative NOUN eurjchem-1 129 73     SPACE eurjchem-1 129 74 8 8 NUM eurjchem-1 129 75     SPACE eurjchem-1 129 76 and and CCONJ eurjchem-1 129 77     SPACE eurjchem-1 129 78 9 9 NUM eurjchem-1 129 79     SPACE eurjchem-1 129 80 respectively respectively ADV eurjchem-1 129 81     SPACE eurjchem-1 129 82 ( ( PUNCT eurjchem-1 129 83 scheme scheme NOUN eurjchem-1 129 84     SPACE eurjchem-1 129 85 2 2 NUM eurjchem-1 129 86 ) ) PUNCT eurjchem-1 129 87 . . PUNCT eurjchem-1 129 88       SPACE eurjchem-1 130 1 reaction reaction NOUN eurjchem-1 130 2     SPACE eurjchem-1 130 3 of of ADP eurjchem-1 130 4     SPACE eurjchem-1 130 5 chloroacetonitrile chloroacetonitrile NOUN eurjchem-1 130 6     SPACE eurjchem-1 130 7 or or CCONJ eurjchem-1 130 8     SPACE eurjchem-1 130 9 2‐chloromethylbenzimidazole 2‐chloromethylbenzimidazole NOUN eurjchem-1 130 10     SPACE eurjchem-1 130 11 in in ADP eurjchem-1 130 12     SPACE eurjchem-1 130 13 pyridine pyridine NOUN eurjchem-1 130 14     SPACE eurjchem-1 130 15 to to PART eurjchem-1 130 16     SPACE eurjchem-1 130 17 produce produce VERB eurjchem-1 130 18     SPACE eurjchem-1 130 19 the the DET eurjchem-1 130 20     SPACE eurjchem-1 130 21 1,3,4‐oxadiazole‐2‐thio 1,3,4‐oxadiazole‐2‐thio NOUN eurjchem-1 130 22     SPACE eurjchem-1 130 23 derivatives derivative NOUN eurjchem-1 130 24     SPACE eurjchem-1 130 25 10 10 NUM eurjchem-1 130 26     SPACE eurjchem-1 130 27 and and CCONJ eurjchem-1 130 28     SPACE eurjchem-1 130 29 11 11 NUM eurjchem-1 130 30 , , PUNCT eurjchem-1 130 31     SPACE eurjchem-1 130 32 respectively respectively ADV eurjchem-1 130 33 . . PUNCT eurjchem-1 130 34     SPACE eurjchem-1 130 35 stirring stir VERB eurjchem-1 130 36     SPACE eurjchem-1 130 37 compound compound NOUN eurjchem-1 130 38     SPACE eurjchem-1 130 39 7 7 NUM eurjchem-1 130 40     SPACE eurjchem-1 130 41 with with ADP eurjchem-1 130 42     SPACE eurjchem-1 130 43 dibromoethane dibromoethane NOUN eurjchem-1 130 44     SPACE eurjchem-1 130 45 or or CCONJ eurjchem-1 130 46     SPACE eurjchem-1 130 47 diiodomethane diiodomethane NOUN eurjchem-1 130 48     SPACE eurjchem-1 130 49 in in ADP eurjchem-1 130 50     SPACE eurjchem-1 130 51 a a DET eurjchem-1 130 52     SPACE eurjchem-1 130 53 molar molar ADJ eurjchem-1 130 54     SPACE eurjchem-1 130 55 ratio ratio NOUN eurjchem-1 130 56     SPACE eurjchem-1 130 57 of of ADP eurjchem-1 130 58     SPACE eurjchem-1 130 59 2:1 2:1 NUM eurjchem-1 130 60     SPACE eurjchem-1 130 61 with with ADP eurjchem-1 130 62     SPACE eurjchem-1 130 63 anhydrous anhydrous ADJ eurjchem-1 130 64     SPACE eurjchem-1 130 65 potassium potassium NOUN eurjchem-1 130 66     SPACE eurjchem-1 130 67 carbonate carbonate NOUN eurjchem-1 130 68     SPACE eurjchem-1 130 69 in in ADP eurjchem-1 130 70     SPACE eurjchem-1 130 71 dmf dmf PROPN eurjchem-1 130 72     SPACE eurjchem-1 130 73 yielded yield VERB eurjchem-1 130 74     SPACE eurjchem-1 130 75 the the DET eurjchem-1 130 76     SPACE eurjchem-1 130 77 bis bi NOUN eurjchem-1 130 78     SPACE eurjchem-1 130 79 compounds compound VERB eurjchem-1 130 80     SPACE eurjchem-1 130 81 12 12 NUM eurjchem-1 130 82     SPACE eurjchem-1 130 83 and and CCONJ eurjchem-1 130 84     SPACE eurjchem-1 130 85 13 13 NUM eurjchem-1 130 86 , , PUNCT eurjchem-1 130 87     SPACE eurjchem-1 130 88 respectively respectively ADV eurjchem-1 130 89 , , PUNCT eurjchem-1 130 90     SPACE eurjchem-1 130 91 ( ( PUNCT eurjchem-1 130 92 scheme scheme NOUN eurjchem-1 130 93     SPACE eurjchem-1 130 94 3 3 NUM eurjchem-1 130 95 ) ) PUNCT eurjchem-1 130 96 . . PUNCT eurjchem-1 130 97     SPACE eurjchem-1 130 98 similarly similarly ADV eurjchem-1 130 99     SPACE eurjchem-1 130 100 compound compound NOUN eurjchem-1 130 101     SPACE eurjchem-1 130 102 14 14 NUM eurjchem-1 130 103     SPACE eurjchem-1 130 104 reacted react VERB eurjchem-1 130 105     SPACE eurjchem-1 130 106 with with ADP eurjchem-1 130 107     SPACE eurjchem-1 130 108 chloroacetonitrile chloroacetonitrile NOUN eurjchem-1 130 109     SPACE eurjchem-1 130 110 to to PART eurjchem-1 130 111     SPACE eurjchem-1 130 112 produce produce VERB eurjchem-1 130 113     SPACE eurjchem-1 130 114 the the DET eurjchem-1 130 115     SPACE eurjchem-1 130 116 thioacetonitrile thioacetonitrile NOUN eurjchem-1 130 117     SPACE eurjchem-1 130 118 derivative derivative NOUN eurjchem-1 130 119 , , PUNCT eurjchem-1 130 120     SPACE eurjchem-1 130 121 15 15 NUM eurjchem-1 130 122 , , PUNCT eurjchem-1 130 123     SPACE eurjchem-1 130 124 which which PRON eurjchem-1 130 125     SPACE eurjchem-1 130 126 led lead VERB eurjchem-1 130 127     SPACE eurjchem-1 130 128 to to ADP eurjchem-1 130 129     SPACE eurjchem-1 130 130 the the DET eurjchem-1 130 131     SPACE eurjchem-1 130 132 aldol aldol NOUN eurjchem-1 130 133     SPACE eurjchem-1 130 134 condensation condensation NOUN eurjchem-1 130 135     SPACE eurjchem-1 130 136 products product NOUN eurjchem-1 130 137     SPACE eurjchem-1 130 138 16 16 NUM eurjchem-1 130 139     SPACE eurjchem-1 130 140 upon upon SCONJ eurjchem-1 130 141     SPACE eurjchem-1 130 142 it it PRON eurjchem-1 130 143 's be AUX eurjchem-1 130 144     SPACE eurjchem-1 130 145 reaction reaction NOUN eurjchem-1 130 146     SPACE eurjchem-1 130 147 with with ADP eurjchem-1 130 148     SPACE eurjchem-1 130 149 salicylaldehyde salicylaldehyde NOUN eurjchem-1 130 150 . . PUNCT eurjchem-1 130 151     SPACE eurjchem-1 131 1 the the DET eurjchem-1 131 2     SPACE eurjchem-1 131 3 iminopyran iminopyran NOUN eurjchem-1 131 4     SPACE eurjchem-1 131 5 17 17 NUM eurjchem-1 131 6     SPACE eurjchem-1 131 7 resulted result VERB eurjchem-1 131 8     SPACE eurjchem-1 131 9 from from ADP eurjchem-1 131 10     SPACE eurjchem-1 131 11 the the DET eurjchem-1 131 12     SPACE eurjchem-1 131 13 condensation condensation NOUN eurjchem-1 131 14     SPACE eurjchem-1 131 15 of of ADP eurjchem-1 131 16     SPACE eurjchem-1 131 17 15 15 NUM eurjchem-1 131 18     SPACE eurjchem-1 131 19 with with ADP eurjchem-1 131 20     SPACE eurjchem-1 131 21 2,4‐dihydroxybenzaldehyde 2,4‐dihydroxybenzaldehyde NOUN eurjchem-1 131 22     SPACE eurjchem-1 131 23 with with ADP eurjchem-1 131 24     SPACE eurjchem-1 131 25 subsequent subsequent ADJ eurjchem-1 131 26     SPACE eurjchem-1 131 27 addition addition NOUN eurjchem-1 131 28     SPACE eurjchem-1 131 29 of of ADP eurjchem-1 131 30     SPACE eurjchem-1 131 31 the the DET eurjchem-1 131 32     SPACE eurjchem-1 131 33 oh oh NOUN eurjchem-1 131 34     SPACE eurjchem-1 131 35 on on ADP eurjchem-1 131 36     SPACE eurjchem-1 131 37 cyano cyano NOUN eurjchem-1 131 38     SPACE eurjchem-1 131 39 group group NOUN eurjchem-1 131 40       SPACE eurjchem-1 131 41 ( ( PUNCT eurjchem-1 131 42 scheme scheme NOUN eurjchem-1 131 43     SPACE eurjchem-1 131 44 4 4 NUM eurjchem-1 131 45 ) ) PUNCT eurjchem-1 131 46 . . PUNCT eurjchem-1 131 47     SPACE eurjchem-1 132 1 dehydrochlorination dehydrochlorination NOUN eurjchem-1 132 2     SPACE eurjchem-1 132 3 reaction reaction NOUN eurjchem-1 132 4     SPACE eurjchem-1 132 5 of of ADP eurjchem-1 132 6     SPACE eurjchem-1 132 7 compounds compound NOUN eurjchem-1 132 8     SPACE eurjchem-1 132 9 7 7 NUM eurjchem-1 132 10     SPACE eurjchem-1 132 11 and and CCONJ eurjchem-1 132 12     SPACE eurjchem-1 132 13 14 14 NUM eurjchem-1 132 14     SPACE eurjchem-1 132 15 took take VERB eurjchem-1 132 16     SPACE eurjchem-1 132 17 place place NOUN eurjchem-1 132 18     SPACE eurjchem-1 132 19 selectively selectively ADV eurjchem-1 132 20     SPACE eurjchem-1 132 21 on on ADP eurjchem-1 132 22     SPACE eurjchem-1 132 23 the the DET eurjchem-1 132 24     SPACE eurjchem-1 132 25 thiol thiol NOUN eurjchem-1 132 26     SPACE eurjchem-1 132 27 group group NOUN eurjchem-1 132 28     SPACE eurjchem-1 132 29 of of ADP eurjchem-1 132 30     SPACE eurjchem-1 132 31 oxadiazole oxadiazole NOUN eurjchem-1 132 32     SPACE eurjchem-1 132 33 moiety moiety NOUN eurjchem-1 132 34     SPACE eurjchem-1 132 35 by by ADP eurjchem-1 132 36     SPACE eurjchem-1 132 37 using use VERB eurjchem-1 132 38     SPACE eurjchem-1 132 39 equimolar equimolar NOUN eurjchem-1 132 40     SPACE eurjchem-1 132 41 reagents reagent NOUN eurjchem-1 132 42     SPACE eurjchem-1 132 43 which which PRON eurjchem-1 132 44     SPACE eurjchem-1 132 45 was be AUX eurjchem-1 132 46     SPACE eurjchem-1 132 47 proved prove VERB eurjchem-1 132 48     SPACE eurjchem-1 132 49 from from ADP eurjchem-1 132 50     SPACE eurjchem-1 132 51 the the DET eurjchem-1 132 52     SPACE eurjchem-1 132 53 presence presence NOUN eurjchem-1 132 54     SPACE eurjchem-1 132 55 of of ADP eurjchem-1 132 56     SPACE eurjchem-1 132 57 nh nh PROPN eurjchem-1 132 58     SPACE eurjchem-1 132 59 of of ADP eurjchem-1 132 60     SPACE eurjchem-1 132 61 benzimidazole benzimidazole NOUN eurjchem-1 132 62     SPACE eurjchem-1 132 63 moiety moiety NOUN eurjchem-1 132 64     SPACE eurjchem-1 132 65 as as SCONJ eurjchem-1 132 66     SPACE eurjchem-1 132 67 revealed reveal VERB eurjchem-1 132 68     SPACE eurjchem-1 132 69 from from ADP eurjchem-1 132 70     SPACE eurjchem-1 132 71 the the DET eurjchem-1 132 72     SPACE eurjchem-1 132 73 ir ir NOUN eurjchem-1 132 74     SPACE eurjchem-1 132 75 and and CCONJ eurjchem-1 132 76     SPACE eurjchem-1 132 77 the the DET eurjchem-1 132 78     SPACE eurjchem-1 132 79 1h‐nmr 1h‐nmr NUM eurjchem-1 132 80     SPACE eurjchem-1 132 81 spectra spectra NOUN eurjchem-1 132 82     SPACE eurjchem-1 132 83 of of ADP eurjchem-1 132 84     SPACE eurjchem-1 132 85 the the DET eurjchem-1 132 86     SPACE eurjchem-1 132 87 products product NOUN eurjchem-1 132 88 . . PUNCT eurjchem-1 132 89         SPACE eurjchem-1 132 90 3.2 3.2 NUM eurjchem-1 132 91 . . PUNCT eurjchem-1 132 92     SPACE eurjchem-1 133 1 the the DET eurjchem-1 133 2     SPACE eurjchem-1 133 3 cytotoxicity cytotoxicity NOUN eurjchem-1 133 4           SPACE eurjchem-1 133 5 the the DET eurjchem-1 133 6     SPACE eurjchem-1 133 7 cytotoxicity cytotoxicity NOUN eurjchem-1 133 8     SPACE eurjchem-1 133 9 of of ADP eurjchem-1 133 10     SPACE eurjchem-1 133 11 synthesized synthesize VERB eurjchem-1 133 12     SPACE eurjchem-1 133 13 compounds compound NOUN eurjchem-1 133 14     SPACE eurjchem-1 133 15 and and CCONJ eurjchem-1 133 16     SPACE eurjchem-1 133 17 mitomycin mitomycin NOUN eurjchem-1 133 18     SPACE eurjchem-1 133 19 c c SYM eurjchem-1 133 20     SPACE eurjchem-1 133 21 was be AUX eurjchem-1 133 22     SPACE eurjchem-1 133 23 tested test VERB eurjchem-1 133 24     SPACE eurjchem-1 133 25 using use VERB eurjchem-1 133 26     SPACE eurjchem-1 133 27 the the DET eurjchem-1 133 28     SPACE eurjchem-1 133 29 alamarblue alamarblue NOUN eurjchem-1 133 30     SPACE eurjchem-1 133 31 assay assay VERB eurjchem-1 133 32     SPACE eurjchem-1 134 1 [ [ X eurjchem-1 134 2 10 10 NUM eurjchem-1 134 3 ] ] PUNCT eurjchem-1 134 4     SPACE eurjchem-1 134 5 in in ADP eurjchem-1 134 6     SPACE eurjchem-1 134 7 breast breast NOUN eurjchem-1 134 8     SPACE eurjchem-1 134 9 cancer cancer NOUN eurjchem-1 134 10     SPACE eurjchem-1 134 11 cell cell NOUN eurjchem-1 134 12     SPACE eurjchem-1 134 13 line line NOUN eurjchem-1 134 14     SPACE eurjchem-1 134 15 mcf‐7 mcf‐7 NOUN eurjchem-1 134 16     SPACE eurjchem-1 134 17 and and CCONJ eurjchem-1 134 18     SPACE eurjchem-1 134 19 lung lung NOUN eurjchem-1 134 20     SPACE eurjchem-1 134 21 cancer cancer NOUN eurjchem-1 134 22     SPACE eurjchem-1 134 23 cell cell NOUN eurjchem-1 134 24     SPACE eurjchem-1 134 25 line line NOUN eurjchem-1 134 26     SPACE eurjchem-1 134 27 a549 a549 PROPN eurjchem-1 134 28     SPACE eurjchem-1 134 29 ( ( PUNCT eurjchem-1 134 30 table table NOUN eurjchem-1 134 31     SPACE eurjchem-1 134 32 1 1 NUM eurjchem-1 134 33 ) ) PUNCT eurjchem-1 134 34 . . PUNCT eurjchem-1 134 35     SPACE eurjchem-1 135 1 compound compound NOUN eurjchem-1 135 2     SPACE eurjchem-1 135 3 1 1 NUM eurjchem-1 135 4     SPACE eurjchem-1 135 5 did do AUX eurjchem-1 135 6     SPACE eurjchem-1 135 7 not not PART eurjchem-1 135 8     SPACE eurjchem-1 135 9 show show VERB eurjchem-1 135 10     SPACE eurjchem-1 135 11 cytotoxity cytotoxity NOUN eurjchem-1 135 12     SPACE eurjchem-1 135 13 at at ADP eurjchem-1 135 14     SPACE eurjchem-1 135 15 the the DET eurjchem-1 135 16     SPACE eurjchem-1 135 17 highest high ADJ eurjchem-1 135 18     SPACE eurjchem-1 135 19 concentration concentration NOUN eurjchem-1 135 20     SPACE eurjchem-1 135 21 examined examine VERB eurjchem-1 135 22     SPACE eurjchem-1 135 23 ( ( PUNCT eurjchem-1 135 24 100 100 NUM eurjchem-1 135 25     SPACE eurjchem-1 135 26 µm µm NOUN eurjchem-1 135 27 ) ) PUNCT eurjchem-1 135 28     SPACE eurjchem-1 135 29 against against ADP eurjchem-1 135 30     SPACE eurjchem-1 135 31 both both DET eurjchem-1 135 32     SPACE eurjchem-1 135 33 cell cell NOUN eurjchem-1 135 34     SPACE eurjchem-1 135 35 lines line NOUN eurjchem-1 135 36 , , PUNCT eurjchem-1 135 37     SPACE eurjchem-1 135 38 whereas whereas SCONJ eurjchem-1 135 39     SPACE eurjchem-1 135 40 its its PRON eurjchem-1 135 41     SPACE eurjchem-1 135 42 ethyl ethyl NOUN eurjchem-1 135 43     SPACE eurjchem-1 135 44 ester ester NOUN eurjchem-1 135 45     SPACE eurjchem-1 135 46 derivative derivative NOUN eurjchem-1 135 47     SPACE eurjchem-1 135 48 ( ( PUNCT eurjchem-1 135 49 2 2 NUM eurjchem-1 135 50 ) ) PUNCT eurjchem-1 135 51     SPACE eurjchem-1 135 52 was be AUX eurjchem-1 135 53     SPACE eurjchem-1 135 54 cytotoxic cytotoxic ADJ eurjchem-1 135 55     SPACE eurjchem-1 135 56 against against ADP eurjchem-1 135 57     SPACE eurjchem-1 135 58 mcf‐7 mcf‐7 NOUN eurjchem-1 135 59     SPACE eurjchem-1 135 60 ( ( PUNCT eurjchem-1 136 1 ic50 ic50 PROPN eurjchem-1 136 2     SPACE eurjchem-1 136 3 = = NOUN eurjchem-1 136 4     SPACE eurjchem-1 136 5 62 62 NUM eurjchem-1 136 6     SPACE eurjchem-1 136 7 µm µm NOUN eurjchem-1 136 8 ) ) PUNCT eurjchem-1 136 9 . . PUNCT eurjchem-1 136 10     SPACE eurjchem-1 137 1 compounds compound VERB eurjchem-1 137 2     SPACE eurjchem-1 137 3 3 3 NUM eurjchem-1 137 4 , , PUNCT eurjchem-1 137 5     SPACE eurjchem-1 137 6 5 5 NUM eurjchem-1 137 7 , , PUNCT eurjchem-1 137 8     SPACE eurjchem-1 137 9 6 6 NUM eurjchem-1 137 10     SPACE eurjchem-1 137 11 ( ( PUNCT eurjchem-1 137 12 a a DET eurjchem-1 137 13 , , PUNCT eurjchem-1 137 14     SPACE eurjchem-1 137 15 b b NOUN eurjchem-1 137 16 ) ) PUNCT eurjchem-1 137 17     SPACE eurjchem-1 137 18 did do AUX eurjchem-1 137 19     SPACE eurjchem-1 137 20 not not PART eurjchem-1 137 21     SPACE eurjchem-1 137 22 exhibit exhibit VERB eurjchem-1 137 23     SPACE eurjchem-1 137 24 cytotoxity cytotoxity NOUN eurjchem-1 137 25 . . PUNCT eurjchem-1 137 26     SPACE eurjchem-1 138 1 most most ADJ eurjchem-1 138 2     SPACE eurjchem-1 138 3 of of ADP eurjchem-1 138 4     SPACE eurjchem-1 138 5 the the DET eurjchem-1 138 6     SPACE eurjchem-1 138 7 compounds compound NOUN eurjchem-1 138 8     SPACE eurjchem-1 138 9 bearing bear VERB eurjchem-1 138 10     SPACE eurjchem-1 138 11 the the DET eurjchem-1 138 12     SPACE eurjchem-1 138 13 5‐thio‐1,3,4‐oxadiazol‐2‐yl 5‐thio‐1,3,4‐oxadiazol‐2‐yl NOUN eurjchem-1 138 14     SPACE eurjchem-1 138 15 group group NOUN eurjchem-1 138 16     SPACE eurjchem-1 138 17 at at ADP eurjchem-1 138 18     SPACE eurjchem-1 138 19 the the DET eurjchem-1 138 20     SPACE eurjchem-1 138 21 5th 5th ADJ eurjchem-1 138 22     SPACE eurjchem-1 138 23 position position NOUN eurjchem-1 138 24     SPACE eurjchem-1 138 25 of of ADP eurjchem-1 138 26     SPACE eurjchem-1 138 27 the the DET eurjchem-1 138 28     SPACE eurjchem-1 138 29 benzimidazole benzimidazole NOUN eurjchem-1 138 30     SPACE eurjchem-1 138 31 ring ring NOUN eurjchem-1 138 32     SPACE eurjchem-1 138 33 have have VERB eurjchem-1 138 34     SPACE eurjchem-1 138 35 moderate moderate ADJ eurjchem-1 138 36     SPACE eurjchem-1 138 37 growth growth NOUN eurjchem-1 138 38     SPACE eurjchem-1 138 39 inhibitory inhibitory ADJ eurjchem-1 138 40     SPACE eurjchem-1 138 41 effects effect NOUN eurjchem-1 138 42     SPACE eurjchem-1 138 43 as as ADP eurjchem-1 138 44     SPACE eurjchem-1 138 45 compounds compound VERB eurjchem-1 138 46     SPACE eurjchem-1 138 47 7 7 NUM eurjchem-1 138 48     SPACE eurjchem-1 138 49 ( ( PUNCT eurjchem-1 138 50 ic50 ic50 PROPN eurjchem-1 138 51     SPACE eurjchem-1 138 52 = = NOUN eurjchem-1 138 53     SPACE eurjchem-1 138 54 21 21 NUM eurjchem-1 138 55     SPACE eurjchem-1 138 56 µm µm NOUN eurjchem-1 138 57       SPACE eurjchem-1 138 58 and and CCONJ eurjchem-1 138 59     SPACE eurjchem-1 138 60 24 24 NUM eurjchem-1 138 61     SPACE eurjchem-1 138 62 µm µm NOUN eurjchem-1 138 63 ) ) PUNCT eurjchem-1 138 64 , , PUNCT eurjchem-1 138 65     SPACE eurjchem-1 138 66 11 11 NUM eurjchem-1 138 67     SPACE eurjchem-1 138 68 ( ( PUNCT eurjchem-1 138 69 ic50 ic50 PROPN eurjchem-1 138 70     SPACE eurjchem-1 138 71 = = NOUN eurjchem-1 138 72     SPACE eurjchem-1 138 73 26 26 NUM eurjchem-1 138 74     SPACE eurjchem-1 138 75 µm µm NOUN eurjchem-1 138 76       SPACE eurjchem-1 138 77 and and CCONJ eurjchem-1 138 78     SPACE eurjchem-1 138 79 21 21 NUM eurjchem-1 138 80     SPACE eurjchem-1 138 81 µm µm NOUN eurjchem-1 138 82 ) ) PUNCT eurjchem-1 138 83 , , PUNCT eurjchem-1 138 84     SPACE eurjchem-1 138 85 12 12 NUM eurjchem-1 138 86     SPACE eurjchem-1 138 87 ( ( PUNCT eurjchem-1 138 88 ic50 ic50 PROPN eurjchem-1 138 89     SPACE eurjchem-1 138 90 = = NOUN eurjchem-1 138 91     SPACE eurjchem-1 138 92 19 19 NUM eurjchem-1 138 93     SPACE eurjchem-1 138 94 µm µm NOUN eurjchem-1 138 95       SPACE eurjchem-1 138 96 and and CCONJ eurjchem-1 138 97     SPACE eurjchem-1 138 98 22 22 NUM eurjchem-1 138 99     SPACE eurjchem-1 138 100 µm µm NOUN eurjchem-1 138 101 ) ) PUNCT eurjchem-1 138 102 , , PUNCT eurjchem-1 138 103       SPACE eurjchem-1 138 104 13 13 NUM eurjchem-1 138 105       SPACE eurjchem-1 138 106 ( ( PUNCT eurjchem-1 138 107 ic50 ic50 PROPN eurjchem-1 138 108     SPACE eurjchem-1 138 109 = = NOUN eurjchem-1 138 110     SPACE eurjchem-1 138 111 37 37 NUM eurjchem-1 138 112     SPACE eurjchem-1 138 113 µm µm NOUN eurjchem-1 138 114       SPACE eurjchem-1 138 115 and and CCONJ eurjchem-1 138 116     SPACE eurjchem-1 138 117 64 64 NUM eurjchem-1 138 118     SPACE eurjchem-1 138 119 µm µm NOUN eurjchem-1 138 120 ) ) PUNCT eurjchem-1 138 121 , , PUNCT eurjchem-1 138 122     SPACE eurjchem-1 138 123 compounds compound VERB eurjchem-1 138 124     SPACE eurjchem-1 138 125 15 15 NUM eurjchem-1 138 126     SPACE eurjchem-1 138 127 and and CCONJ eurjchem-1 138 128     SPACE eurjchem-1 138 129 17 17 NUM eurjchem-1 138 130     SPACE eurjchem-1 138 131 ( ( PUNCT eurjchem-1 138 132 ic50 ic50 PROPN eurjchem-1 138 133     SPACE eurjchem-1 138 134 = = NOUN eurjchem-1 138 135     SPACE eurjchem-1 138 136 48 48 NUM eurjchem-1 138 137     SPACE eurjchem-1 138 138 µm µm NOUN eurjchem-1 138 139       SPACE eurjchem-1 138 140 and and CCONJ eurjchem-1 138 141     SPACE eurjchem-1 138 142 24 24 NUM eurjchem-1 138 143     SPACE eurjchem-1 138 144 µm µm NOUN eurjchem-1 138 145 ) ) PUNCT eurjchem-1 138 146       SPACE eurjchem-1 138 147 and and CCONJ eurjchem-1 138 148     SPACE eurjchem-1 138 149 16 16 NUM eurjchem-1 138 150     SPACE eurjchem-1 138 151 ( ( PUNCT eurjchem-1 138 152 ic50 ic50 PROPN eurjchem-1 138 153     SPACE eurjchem-1 138 154 = = NOUN eurjchem-1 138 155     SPACE eurjchem-1 138 156 20 20 NUM eurjchem-1 138 157     SPACE eurjchem-1 138 158 µm µm NOUN eurjchem-1 138 159     SPACE eurjchem-1 138 160 and and CCONJ eurjchem-1 138 161     SPACE eurjchem-1 138 162 24 24 NUM eurjchem-1 138 163     SPACE eurjchem-1 138 164 µm µm NOUN eurjchem-1 138 165 ) ) PUNCT eurjchem-1 138 166     SPACE eurjchem-1 138 167 against against ADP eurjchem-1 138 168     SPACE eurjchem-1 138 169 both both DET eurjchem-1 138 170     SPACE eurjchem-1 138 171 mcf‐7 mcf‐7 NOUN eurjchem-1 138 172     SPACE eurjchem-1 138 173 and and CCONJ eurjchem-1 138 174     SPACE eurjchem-1 138 175 a549 a549 PROPN eurjchem-1 138 176     SPACE eurjchem-1 138 177 cell cell NOUN eurjchem-1 138 178     SPACE eurjchem-1 138 179 lines line NOUN eurjchem-1 138 180     SPACE eurjchem-1 138 181 respectively respectively ADV eurjchem-1 138 182 . . PUNCT eurjchem-1 138 183     SPACE eurjchem-1 138 184 interestingly interestingly ADV eurjchem-1 138 185     SPACE eurjchem-1 138 186 compound compound NOUN eurjchem-1 138 187     SPACE eurjchem-1 138 188 9 9 NUM eurjchem-1 138 189     SPACE eurjchem-1 138 190 exhibited exhibit VERB eurjchem-1 138 191     SPACE eurjchem-1 138 192 potent potent NOUN eurjchem-1 138 193     SPACE eurjchem-1 138 194 cytotoxic cytotoxic ADJ eurjchem-1 138 195     SPACE eurjchem-1 138 196 effect effect NOUN eurjchem-1 138 197     SPACE eurjchem-1 138 198 against against ADP eurjchem-1 138 199     SPACE eurjchem-1 138 200 the the DET eurjchem-1 138 201     SPACE eurjchem-1 138 202 two two NUM eurjchem-1 138 203     SPACE eurjchem-1 138 204 cell cell NOUN eurjchem-1 138 205     SPACE eurjchem-1 138 206 lines line NOUN eurjchem-1 138 207     SPACE eurjchem-1 138 208 ( ( PUNCT eurjchem-1 138 209 ic50 ic50 PROPN eurjchem-1 138 210     SPACE eurjchem-1 138 211 = = NOUN eurjchem-1 138 212     SPACE eurjchem-1 138 213 1.2 1.2 NUM eurjchem-1 138 214     SPACE eurjchem-1 138 215 µm µm NOUN eurjchem-1 138 216     SPACE eurjchem-1 138 217 and and CCONJ eurjchem-1 138 218     SPACE eurjchem-1 138 219 1.9 1.9 NUM eurjchem-1 138 220     SPACE eurjchem-1 138 221 µm µm NOUN eurjchem-1 138 222 ) ) PUNCT eurjchem-1 138 223 . . PUNCT eurjchem-1 138 224     SPACE eurjchem-1 139 1 however however ADV eurjchem-1 139 2     SPACE eurjchem-1 139 3 some some DET eurjchem-1 139 4     SPACE eurjchem-1 139 5 exceptions exception NOUN eurjchem-1 139 6     SPACE eurjchem-1 139 7 ( ( PUNCT eurjchem-1 139 8 e.g. e.g. ADV eurjchem-1 139 9     SPACE eurjchem-1 139 10 inactive inactive ADJ eurjchem-1 139 11     SPACE eurjchem-1 139 12 compounds compound NOUN eurjchem-1 139 13     SPACE eurjchem-1 139 14 8 8 NUM eurjchem-1 139 15 , , PUNCT eurjchem-1 139 16     SPACE eurjchem-1 139 17 10 10 NUM eurjchem-1 139 18     SPACE eurjchem-1 139 19 and and CCONJ eurjchem-1 139 20     SPACE eurjchem-1 139 21 14 14 NUM eurjchem-1 139 22 ) ) PUNCT eurjchem-1 139 23     SPACE eurjchem-1 139 24 were be AUX eurjchem-1 139 25     SPACE eurjchem-1 139 26 noted note VERB eurjchem-1 139 27 . . PUNCT eurjchem-1 139 28         SPACE eurjchem-1 139 29 table table NOUN eurjchem-1 139 30     SPACE eurjchem-1 139 31 1 1 NUM eurjchem-1 139 32 . . PUNCT eurjchem-1 139 33         SPACE eurjchem-1 139 34 cytotoxicity cytotoxicity NOUN eurjchem-1 139 35     SPACE eurjchem-1 139 36 of of ADP eurjchem-1 139 37     SPACE eurjchem-1 139 38 the the DET eurjchem-1 139 39     SPACE eurjchem-1 139 40 synthesized synthesize VERB eurjchem-1 139 41     SPACE eurjchem-1 139 42 compounds compound NOUN eurjchem-1 139 43     SPACE eurjchem-1 139 44 against against ADP eurjchem-1 139 45     SPACE eurjchem-1 139 46 mcf‐7 mcf‐7 NOUN eurjchem-1 139 47     SPACE eurjchem-1 139 48 and and CCONJ eurjchem-1 139 49     SPACE eurjchem-1 139 50 a549 a549 PROPN eurjchem-1 139 51     SPACE eurjchem-1 139 52 cell cell NOUN eurjchem-1 139 53     SPACE eurjchem-1 139 54 lines line NOUN eurjchem-1 139 55     SPACE eurjchem-1 139 56 using use VERB eurjchem-1 139 57     SPACE eurjchem-1 139 58 the the DET eurjchem-1 139 59     SPACE eurjchem-1 139 60 alamarblue alamarblue NOUN eurjchem-1 139 61     SPACE eurjchem-1 139 62 assay assay VERB eurjchem-1 139 63     SPACE eurjchem-1 140 1 [ [ X eurjchem-1 140 2 10 10 NUM eurjchem-1 140 3 ] ] PUNCT eurjchem-1 140 4 . . PUNCT eurjchem-1 140 5     SPACE eurjchem-1 140 6 compound compound VERB eurjchem-1 140 7     SPACE eurjchem-1 140 8 ic50 ic50 PROPN eurjchem-1 140 9     SPACE eurjchem-1 140 10 for for ADP eurjchem-1 140 11     SPACE eurjchem-1 140 12 mcf­7 mcf­7 NOUN eurjchem-1 140 13     SPACE eurjchem-1 140 14 cells cell NOUN eurjchem-1 140 15     SPACE eurjchem-1 140 16 ( ( PUNCT eurjchem-1 140 17 µm µm NOUN eurjchem-1 140 18 ) ) PUNCT eurjchem-1 140 19     SPACE eurjchem-1 140 20 ic50 ic50 PROPN eurjchem-1 140 21       SPACE eurjchem-1 140 22 for for ADP eurjchem-1 140 23     SPACE eurjchem-1 140 24 a549 a549 PROPN eurjchem-1 140 25     SPACE eurjchem-1 140 26 cells cell NOUN eurjchem-1 140 27     SPACE eurjchem-1 140 28 ( ( PUNCT eurjchem-1 140 29 µm µm NOUN eurjchem-1 140 30 ) ) PUNCT eurjchem-1 140 31     SPACE eurjchem-1 140 32 1 1 NUM eurjchem-1 140 33     SPACE eurjchem-1 140 34 > > NOUN eurjchem-1 140 35     SPACE eurjchem-1 140 36 100 100 NUM eurjchem-1 140 37     SPACE eurjchem-1 140 38 > > PUNCT eurjchem-1 140 39     SPACE eurjchem-1 140 40 100 100 NUM eurjchem-1 140 41 2 2 NUM eurjchem-1 140 42     SPACE eurjchem-1 140 43 62±18 62±18 NOUN eurjchem-1 140 44     SPACE eurjchem-1 140 45 > > X eurjchem-1 140 46 100 100 NUM eurjchem-1 140 47 3 3 NUM eurjchem-1 140 48     SPACE eurjchem-1 140 49 > > NOUN eurjchem-1 140 50     SPACE eurjchem-1 140 51 100 100 NUM eurjchem-1 140 52     SPACE eurjchem-1 140 53 > > PUNCT eurjchem-1 140 54     SPACE eurjchem-1 140 55 100 100 NUM eurjchem-1 140 56 4 4 NUM eurjchem-1 140 57     SPACE eurjchem-1 140 58 nda nda NOUN eurjchem-1 140 59     SPACE eurjchem-1 140 60 nda nda PROPN eurjchem-1 140 61 5 5 NUM eurjchem-1 140 62     SPACE eurjchem-1 140 63 > > NOUN eurjchem-1 140 64     SPACE eurjchem-1 140 65 100 100 NUM eurjchem-1 140 66     SPACE eurjchem-1 140 67 > > PUNCT eurjchem-1 140 68     SPACE eurjchem-1 140 69 100 100 NUM eurjchem-1 140 70 6a 6a NOUN eurjchem-1 140 71     SPACE eurjchem-1 140 72 > > SYM eurjchem-1 140 73     SPACE eurjchem-1 140 74 100 100 NUM eurjchem-1 140 75     SPACE eurjchem-1 140 76 > > PUNCT eurjchem-1 140 77     SPACE eurjchem-1 140 78 100 100 NUM eurjchem-1 140 79 6b 6b NOUN eurjchem-1 140 80     SPACE eurjchem-1 140 81 > > X eurjchem-1 140 82     SPACE eurjchem-1 140 83 100 100 NUM eurjchem-1 140 84     SPACE eurjchem-1 140 85 > > PUNCT eurjchem-1 140 86     SPACE eurjchem-1 140 87 100 100 NUM eurjchem-1 140 88 7 7 NUM eurjchem-1 140 89     SPACE eurjchem-1 140 90 21±3 21±3 NUM eurjchem-1 140 91     SPACE eurjchem-1 140 92 24±5 24±5 NOUN eurjchem-1 140 93 8 8 NUM eurjchem-1 140 94     SPACE eurjchem-1 140 95 > > SYM eurjchem-1 140 96 100 100 NUM eurjchem-1 140 97     SPACE eurjchem-1 140 98 > > SYM eurjchem-1 140 99 100 100 NUM eurjchem-1 140 100 9 9 NUM eurjchem-1 140 101     SPACE eurjchem-1 140 102 1.2±0.1 1.2±0.1 NUM eurjchem-1 140 103     SPACE eurjchem-1 140 104 1.9±0.1 1.9±0.1 NUM eurjchem-1 140 105 10 10 NUM eurjchem-1 140 106     SPACE eurjchem-1 140 107 > > PUNCT eurjchem-1 140 108     SPACE eurjchem-1 140 109 100 100 NUM eurjchem-1 140 110     SPACE eurjchem-1 140 111 > > PUNCT eurjchem-1 140 112     SPACE eurjchem-1 140 113 100 100 NUM eurjchem-1 140 114 11 11 NUM eurjchem-1 140 115     SPACE eurjchem-1 140 116 26±5 26±5 NOUN eurjchem-1 140 117     SPACE eurjchem-1 140 118 21±3 21±3 NOUN eurjchem-1 140 119 12 12 NUM eurjchem-1 140 120     SPACE eurjchem-1 140 121 19±3 19±3 ADJ eurjchem-1 140 122     SPACE eurjchem-1 140 123 22±2 22±2 ADJ eurjchem-1 140 124 13 13 NUM eurjchem-1 140 125     SPACE eurjchem-1 140 126 37±8 37±8 NOUN eurjchem-1 140 127     SPACE eurjchem-1 140 128 64±16 64±16 NOUN eurjchem-1 140 129 14 14 NUM eurjchem-1 140 130     SPACE eurjchem-1 140 131 > > X eurjchem-1 140 132 100 100 NUM eurjchem-1 140 133     SPACE eurjchem-1 140 134 > > SYM eurjchem-1 140 135 100 100 NUM eurjchem-1 140 136 15 15 NUM eurjchem-1 140 137     SPACE eurjchem-1 140 138 48±28 48±28 ADJ eurjchem-1 140 139     SPACE eurjchem-1 140 140 24±3 24±3 NUM eurjchem-1 140 141 16 16 NUM eurjchem-1 140 142     SPACE eurjchem-1 140 143 20±0.1 20±0.1 NUM eurjchem-1 140 144     SPACE eurjchem-1 140 145 24±7 24±7 PROPN eurjchem-1 140 146 17 17 NUM eurjchem-1 140 147     SPACE eurjchem-1 140 148 48±2.8 48±2.8 NUM eurjchem-1 140 149     SPACE eurjchem-1 140 150 24±3 24±3 PROPN eurjchem-1 140 151 mitomycin‐c mitomycin‐c NOUN eurjchem-1 140 152     SPACE eurjchem-1 140 153 0.2 0.2 NUM eurjchem-1 140 154     SPACE eurjchem-1 140 155 ± ± NOUN eurjchem-1 140 156     SPACE eurjchem-1 140 157 0.07 0.07 NUM eurjchem-1 140 158     SPACE eurjchem-1 140 159 0.4 0.4 NUM eurjchem-1 140 160     SPACE eurjchem-1 140 161 ± ± NOUN eurjchem-1 140 162     SPACE eurjchem-1 140 163 0.1 0.1 NUM eurjchem-1 140 164 a a PRON eurjchem-1 140 165     SPACE eurjchem-1 140 166 not not PART eurjchem-1 140 167     SPACE eurjchem-1 140 168 determined determine VERB eurjchem-1 140 169     SPACE eurjchem-1 140 170 due due ADJ eurjchem-1 140 171     SPACE eurjchem-1 140 172 to to PART eurjchem-1 140 173     SPACE eurjchem-1 140 174 limited limited ADJ eurjchem-1 140 175     SPACE eurjchem-1 140 176 solubility solubility NOUN eurjchem-1 140 177     SPACE eurjchem-1 140 178 in in ADP eurjchem-1 140 179     SPACE eurjchem-1 140 180 dmso dmso NOUN eurjchem-1 140 181     SPACE eurjchem-1 140 182 or or CCONJ eurjchem-1 140 183     SPACE eurjchem-1 140 184 aqueous aqueous ADJ eurjchem-1 140 185     SPACE eurjchem-1 140 186 solutions solution NOUN eurjchem-1 140 187 . . PUNCT eurjchem-1 141 1 ic50 ic50 PROPN eurjchem-1 141 2 : : PUNCT eurjchem-1 141 3 the the DET eurjchem-1 141 4     SPACE eurjchem-1 141 5 compound compound NOUN eurjchem-1 141 6     SPACE eurjchem-1 141 7 concentration concentration NOUN eurjchem-1 141 8     SPACE eurjchem-1 141 9 for for ADP eurjchem-1 141 10     SPACE eurjchem-1 141 11 which which PRON eurjchem-1 141 12     SPACE eurjchem-1 141 13 the the DET eurjchem-1 141 14     SPACE eurjchem-1 141 15 growth growth NOUN eurjchem-1 141 16     SPACE eurjchem-1 141 17 of of ADP eurjchem-1 141 18     SPACE eurjchem-1 141 19 treated treat VERB eurjchem-1 141 20     SPACE eurjchem-1 141 21 cells cell NOUN eurjchem-1 141 22     SPACE eurjchem-1 141 23 from from ADP eurjchem-1 141 24     SPACE eurjchem-1 141 25 time0 time0 PROPN eurjchem-1 141 26     SPACE eurjchem-1 141 27 was be AUX eurjchem-1 141 28     SPACE eurjchem-1 141 29 only only ADV eurjchem-1 141 30     SPACE eurjchem-1 141 31 50 50 NUM eurjchem-1 141 32 % % NOUN eurjchem-1 141 33 . . PUNCT eurjchem-1 141 34         SPACE eurjchem-1 142 1 on on ADP eurjchem-1 142 2     SPACE eurjchem-1 142 3 the the DET eurjchem-1 142 4     SPACE eurjchem-1 142 5 basis basis NOUN eurjchem-1 142 6     SPACE eurjchem-1 142 7 of of ADP eurjchem-1 142 8     SPACE eurjchem-1 142 9 above above ADP eurjchem-1 142 10     SPACE eurjchem-1 142 11 screening screening NOUN eurjchem-1 142 12 , , PUNCT eurjchem-1 142 13     SPACE eurjchem-1 142 14 esterification esterification NOUN eurjchem-1 142 15     SPACE eurjchem-1 142 16 of of ADP eurjchem-1 142 17     SPACE eurjchem-1 142 18 2‐methyl‐ 2‐methyl‐ NUM eurjchem-1 142 19 1h‐benzimidazole‐5‐carboxylic 1h‐benzimidazole‐5‐carboxylic NUM eurjchem-1 142 20     SPACE eurjchem-1 142 21 acid acid NOUN eurjchem-1 142 22 , , PUNCT eurjchem-1 142 23     SPACE eurjchem-1 142 24 1 1 NUM eurjchem-1 142 25 , , PUNCT eurjchem-1 142 26     SPACE eurjchem-1 142 27 gave give VERB eurjchem-1 142 28     SPACE eurjchem-1 142 29 compound compound NOUN eurjchem-1 142 30     SPACE eurjchem-1 142 31 2 2 NUM eurjchem-1 142 32     SPACE eurjchem-1 142 33 of of ADP eurjchem-1 142 34     SPACE eurjchem-1 142 35 moderate moderate ADJ eurjchem-1 142 36     SPACE eurjchem-1 142 37 cytotoxic cytotoxic ADJ eurjchem-1 142 38     SPACE eurjchem-1 142 39 effect effect NOUN eurjchem-1 142 40 , , PUNCT eurjchem-1 142 41     SPACE eurjchem-1 142 42 whereas whereas ADV eurjchem-1 142 43     SPACE eurjchem-1 142 44 nitration nitration NOUN eurjchem-1 142 45     SPACE eurjchem-1 142 46 of of ADP eurjchem-1 142 47     SPACE eurjchem-1 142 48 compound compound NOUN eurjchem-1 142 49     SPACE eurjchem-1 142 50 2 2 NUM eurjchem-1 142 51     SPACE eurjchem-1 142 52 to to PART eurjchem-1 142 53     SPACE eurjchem-1 142 54 form form VERB eurjchem-1 142 55     SPACE eurjchem-1 142 56 3 3 NUM eurjchem-1 142 57     SPACE eurjchem-1 142 58 reduced reduce VERB eurjchem-1 142 59     SPACE eurjchem-1 142 60 the the DET eurjchem-1 142 61     SPACE eurjchem-1 142 62 cytotoxicity cytotoxicity NOUN eurjchem-1 142 63 . . PUNCT eurjchem-1 142 64     SPACE eurjchem-1 142 65 formation formation NOUN eurjchem-1 142 66     SPACE eurjchem-1 142 67 of of ADP eurjchem-1 142 68     SPACE eurjchem-1 142 69 the the DET eurjchem-1 142 70     SPACE eurjchem-1 142 71 5‐(5‐thio‐ 5‐(5‐thio‐ NUM eurjchem-1 142 72 1,3,4‐oxadiazol‐2‐yl 1,3,4‐oxadiazol‐2‐yl NUM eurjchem-1 142 73 ) ) PUNCT eurjchem-1 142 74     SPACE eurjchem-1 142 75 group group NOUN eurjchem-1 142 76     SPACE eurjchem-1 142 77 led lead VERB eurjchem-1 142 78     SPACE eurjchem-1 142 79 to to ADP eurjchem-1 142 80     SPACE eurjchem-1 142 81 an an DET eurjchem-1 142 82     SPACE eurjchem-1 142 83 increase increase NOUN eurjchem-1 142 84     SPACE eurjchem-1 142 85 in in ADP eurjchem-1 142 86     SPACE eurjchem-1 142 87 the the DET eurjchem-1 142 88     SPACE eurjchem-1 142 89 growth growth NOUN eurjchem-1 142 90     SPACE eurjchem-1 142 91 inhibitory inhibitory ADJ eurjchem-1 142 92     SPACE eurjchem-1 142 93 effects effect NOUN eurjchem-1 142 94     SPACE eurjchem-1 142 95 on on ADP eurjchem-1 142 96     SPACE eurjchem-1 142 97 these these DET eurjchem-1 142 98     SPACE eurjchem-1 142 99 two two NUM eurjchem-1 142 100     SPACE eurjchem-1 142 101 cell cell NOUN eurjchem-1 142 102     SPACE eurjchem-1 142 103 lines line NOUN eurjchem-1 142 104 , , PUNCT eurjchem-1 142 105     SPACE eurjchem-1 142 106 where where SCONJ eurjchem-1 142 107     SPACE eurjchem-1 142 108 compound compound NOUN eurjchem-1 142 109     SPACE eurjchem-1 142 110 9 9 NUM eurjchem-1 142 111     SPACE eurjchem-1 142 112 showed show VERB eurjchem-1 142 113     SPACE eurjchem-1 142 114 potent potent NOUN eurjchem-1 142 115     SPACE eurjchem-1 142 116 activity activity NOUN eurjchem-1 142 117 . . PUNCT eurjchem-1 142 118     SPACE eurjchem-1 143 1 whereas whereas ADV eurjchem-1 143 2 , , PUNCT eurjchem-1 143 3     SPACE eurjchem-1 143 4 compounds compound VERB eurjchem-1 143 5     SPACE eurjchem-1 143 6 7 7 NUM eurjchem-1 143 7 , , PUNCT eurjchem-1 143 8     SPACE eurjchem-1 143 9 11­13 11­13 NUM eurjchem-1 143 10 , , PUNCT eurjchem-1 143 11     SPACE eurjchem-1 143 12 and and CCONJ eurjchem-1 143 13     SPACE eurjchem-1 143 14 15­ 15­ NUM eurjchem-1 143 15 17 17 NUM eurjchem-1 143 16     SPACE eurjchem-1 143 17 showed show VERB eurjchem-1 143 18     SPACE eurjchem-1 143 19 moderate moderate ADJ eurjchem-1 143 20     SPACE eurjchem-1 143 21 activity activity NOUN eurjchem-1 143 22 . . PUNCT eurjchem-1 143 23     SPACE eurjchem-1 144 1 the the DET eurjchem-1 144 2     SPACE eurjchem-1 144 3 activity activity NOUN eurjchem-1 144 4     SPACE eurjchem-1 144 5 of of ADP eurjchem-1 144 6     SPACE eurjchem-1 144 7 these these DET eurjchem-1 144 8     SPACE eurjchem-1 144 9 compounds compound NOUN eurjchem-1 144 10     SPACE eurjchem-1 144 11 is be AUX eurjchem-1 144 12     SPACE eurjchem-1 144 13 relatively relatively ADV eurjchem-1 144 14     SPACE eurjchem-1 144 15 insensitive insensitive ADJ eurjchem-1 144 16     SPACE eurjchem-1 144 17 to to ADP eurjchem-1 144 18     SPACE eurjchem-1 144 19 the the DET eurjchem-1 144 20     SPACE eurjchem-1 144 21 nature nature NOUN eurjchem-1 144 22     SPACE eurjchem-1 144 23 of of ADP eurjchem-1 144 24     SPACE eurjchem-1 144 25 the the DET eurjchem-1 144 26     SPACE eurjchem-1 144 27 1,3,4‐oxadiazole‐2‐ 1,3,4‐oxadiazole‐2‐ NUM eurjchem-1 144 28 thio thio NOUN eurjchem-1 144 29     SPACE eurjchem-1 144 30 substituent substituent NOUN eurjchem-1 144 31 ; ; PUNCT eurjchem-1 144 32     SPACE eurjchem-1 144 33 however however ADV eurjchem-1 144 34 , , PUNCT eurjchem-1 144 35     SPACE eurjchem-1 144 36 some some DET eurjchem-1 144 37     SPACE eurjchem-1 144 38 exceptions exception NOUN eurjchem-1 144 39     SPACE eurjchem-1 144 40 ( ( PUNCT eurjchem-1 144 41 e.g. e.g. ADV eurjchem-1 144 42 , , PUNCT eurjchem-1 144 43     SPACE eurjchem-1 144 44 inactive inactive ADJ eurjchem-1 144 45     SPACE eurjchem-1 144 46 compounds compound NOUN eurjchem-1 144 47     SPACE eurjchem-1 144 48 8 8 NUM eurjchem-1 144 49 , , PUNCT eurjchem-1 144 50     SPACE eurjchem-1 144 51 10 10 NUM eurjchem-1 144 52 , , PUNCT eurjchem-1 144 53     SPACE eurjchem-1 144 54 14 14 NUM eurjchem-1 144 55 ) ) PUNCT eurjchem-1 144 56     SPACE eurjchem-1 144 57 were be AUX eurjchem-1 144 58     SPACE eurjchem-1 144 59 found find VERB eurjchem-1 144 60 . . PUNCT eurjchem-1 144 61       SPACE eurjchem-1 145 1 in in ADP eurjchem-1 145 2     SPACE eurjchem-1 145 3 conclusion conclusion NOUN eurjchem-1 145 4 , , PUNCT eurjchem-1 145 5     SPACE eurjchem-1 145 6 nitration nitration NOUN eurjchem-1 145 7     SPACE eurjchem-1 145 8 of of ADP eurjchem-1 145 9     SPACE eurjchem-1 145 10 ethyl ethyl PROPN eurjchem-1 145 11     SPACE eurjchem-1 145 12 2‐methyl‐1h­ 2‐methyl‐1h­ NUM eurjchem-1 145 13 benzimidazole‐5‐carboxylate benzimidazole‐5‐carboxylate PROPN eurjchem-1 145 14     SPACE eurjchem-1 145 15 took take VERB eurjchem-1 145 16     SPACE eurjchem-1 145 17 place place NOUN eurjchem-1 145 18     SPACE eurjchem-1 145 19 selectively selectively ADV eurjchem-1 145 20     SPACE eurjchem-1 145 21 at at ADP eurjchem-1 145 22     SPACE eurjchem-1 145 23 position‐ position‐ PROPN eurjchem-1 145 24 6 6 NUM eurjchem-1 145 25 . . PUNCT eurjchem-1 145 26     SPACE eurjchem-1 145 27 oxadiazole‐2‐thione oxadiazole‐2‐thione NOUN eurjchem-1 145 28     SPACE eurjchem-1 145 29 ring ring NOUN eurjchem-1 145 30     SPACE eurjchem-1 145 31 at at ADP eurjchem-1 145 32     SPACE eurjchem-1 145 33 the the DET eurjchem-1 145 34     SPACE eurjchem-1 145 35 5(6 5(6 NUM eurjchem-1 145 36 ) ) PUNCT eurjchem-1 145 37     SPACE eurjchem-1 145 38 position position NOUN eurjchem-1 145 39     SPACE eurjchem-1 145 40 of of ADP eurjchem-1 145 41     SPACE eurjchem-1 145 42 2‐ 2‐ NUM eurjchem-1 145 43 methylbenzimidazole methylbenzimidazole NOUN eurjchem-1 145 44     SPACE eurjchem-1 145 45 was be AUX eurjchem-1 145 46     SPACE eurjchem-1 145 47 performed perform VERB eurjchem-1 145 48     SPACE eurjchem-1 145 49 by by ADP eurjchem-1 145 50     SPACE eurjchem-1 145 51 the the DET eurjchem-1 145 52     SPACE eurjchem-1 145 53 reaction reaction NOUN eurjchem-1 145 54     SPACE eurjchem-1 145 55 of of ADP eurjchem-1 145 56     SPACE eurjchem-1 145 57 the the DET eurjchem-1 145 58     SPACE eurjchem-1 145 59 hydrazides hydrazide NOUN eurjchem-1 145 60     SPACE eurjchem-1 145 61 ( ( PUNCT eurjchem-1 145 62 6a 6a NOUN eurjchem-1 145 63 , , PUNCT eurjchem-1 145 64     SPACE eurjchem-1 145 65 b b NOUN eurjchem-1 145 66 ) ) PUNCT eurjchem-1 145 67     SPACE eurjchem-1 145 68 with with ADP eurjchem-1 145 69     SPACE eurjchem-1 145 70 carbon carbon NOUN eurjchem-1 145 71     SPACE eurjchem-1 145 72 disulfide disulfide NOUN eurjchem-1 145 73 . . PUNCT eurjchem-1 145 74     SPACE eurjchem-1 145 75 dehydrochlorination dehydrochlorination NOUN eurjchem-1 145 76     SPACE eurjchem-1 145 77 and and CCONJ eurjchem-1 145 78     SPACE eurjchem-1 145 79 sulphonation sulphonation NOUN eurjchem-1 145 80     SPACE eurjchem-1 145 81 reactions reaction NOUN eurjchem-1 145 82     SPACE eurjchem-1 145 83 of of ADP eurjchem-1 145 84     SPACE eurjchem-1 145 85 compounds compound NOUN eurjchem-1 145 86     SPACE eurjchem-1 145 87 7 7 NUM eurjchem-1 145 88     SPACE eurjchem-1 145 89 and and CCONJ eurjchem-1 145 90     SPACE eurjchem-1 145 91 14 14 NUM eurjchem-1 145 92     SPACE eurjchem-1 145 93 took take VERB eurjchem-1 145 94     SPACE eurjchem-1 145 95 place place NOUN eurjchem-1 145 96     SPACE eurjchem-1 145 97 selectively selectively ADV eurjchem-1 145 98     SPACE eurjchem-1 145 99 on on ADP eurjchem-1 145 100     SPACE eurjchem-1 145 101 the the DET eurjchem-1 145 102     SPACE eurjchem-1 145 103 thiol thiol NOUN eurjchem-1 145 104     SPACE eurjchem-1 145 105 group group NOUN eurjchem-1 145 106     SPACE eurjchem-1 145 107 of of ADP eurjchem-1 145 108     SPACE eurjchem-1 145 109 oxadiazole oxadiazole NOUN eurjchem-1 145 110     SPACE eurjchem-1 145 111 moiety moiety NOUN eurjchem-1 145 112 . . PUNCT eurjchem-1 145 113     SPACE eurjchem-1 146 1 the the DET eurjchem-1 146 2     SPACE eurjchem-1 146 3 incorporation incorporation NOUN eurjchem-1 146 4     SPACE eurjchem-1 146 5 of of ADP eurjchem-1 146 6     SPACE eurjchem-1 146 7 1,3,4‐oxadiazole 1,3,4‐oxadiazole NUM eurjchem-1 146 8     SPACE eurjchem-1 146 9 ring ring NOUN eurjchem-1 146 10     SPACE eurjchem-1 146 11 carrying carry VERB eurjchem-1 146 12     SPACE eurjchem-1 146 13 2‐nitrophenyl 2‐nitrophenyl NUM eurjchem-1 146 14     SPACE eurjchem-1 146 15 group group NOUN eurjchem-1 146 16     SPACE eurjchem-1 146 17 in in ADP eurjchem-1 146 18     SPACE eurjchem-1 146 19 its its PRON eurjchem-1 146 20     SPACE eurjchem-1 146 21 side side NOUN eurjchem-1 146 22     SPACE eurjchem-1 146 23 chain chain NOUN eurjchem-1 146 24     SPACE eurjchem-1 146 25 to to ADP eurjchem-1 146 26     SPACE eurjchem-1 146 27 2‐methyl‐1h‐benzimidazole 2‐methyl‐1h‐benzimidazole NOUN eurjchem-1 146 28     SPACE eurjchem-1 146 29 into into ADP eurjchem-1 146 30     SPACE eurjchem-1 146 31 the the DET eurjchem-1 146 32     SPACE eurjchem-1 146 33 5(6)‐position 5(6)‐position NOUN eurjchem-1 146 34     SPACE eurjchem-1 146 35 was be AUX eurjchem-1 146 36     SPACE eurjchem-1 146 37 successful successful ADJ eurjchem-1 146 38     SPACE eurjchem-1 146 39 to to PART eurjchem-1 146 40     SPACE eurjchem-1 146 41 increase increase VERB eurjchem-1 146 42     SPACE eurjchem-1 146 43 the the DET eurjchem-1 146 44     SPACE eurjchem-1 146 45 cytotoxic cytotoxic ADJ eurjchem-1 146 46     SPACE eurjchem-1 146 47 effect effect NOUN eurjchem-1 146 48     SPACE eurjchem-1 146 49 of of ADP eurjchem-1 146 50     SPACE eurjchem-1 146 51 the the DET eurjchem-1 146 52     SPACE eurjchem-1 146 53 starting starting NOUN eurjchem-1 146 54     SPACE eurjchem-1 146 55 material material NOUN eurjchem-1 146 56 . . PUNCT eurjchem-1 146 57     SPACE eurjchem-1 147 1 the the DET eurjchem-1 147 2     SPACE eurjchem-1 147 3 reason reason NOUN eurjchem-1 147 4     SPACE eurjchem-1 147 5 of of ADP eurjchem-1 147 6     SPACE eurjchem-1 147 7 this this PRON eurjchem-1 147 8     SPACE eurjchem-1 147 9 may may AUX eurjchem-1 147 10     SPACE eurjchem-1 147 11 be be AUX eurjchem-1 147 12     SPACE eurjchem-1 147 13 the the DET eurjchem-1 147 14     SPACE eurjchem-1 147 15 lipophilicity lipophilicity NOUN eurjchem-1 147 16     SPACE eurjchem-1 147 17 of of ADP eurjchem-1 147 18     SPACE eurjchem-1 147 19 the the DET eurjchem-1 147 20     SPACE eurjchem-1 147 21 phenyl phenyl NOUN eurjchem-1 147 22     SPACE eurjchem-1 147 23 group group NOUN eurjchem-1 147 24     SPACE eurjchem-1 147 25 together together ADV eurjchem-1 147 26     SPACE eurjchem-1 147 27 with with ADP eurjchem-1 147 28     SPACE eurjchem-1 147 29 the the DET eurjchem-1 147 30     SPACE eurjchem-1 147 31 influence influence NOUN eurjchem-1 147 32     SPACE eurjchem-1 147 33 of of ADP eurjchem-1 147 34     SPACE eurjchem-1 147 35 the the DET eurjchem-1 147 36     SPACE eurjchem-1 147 37 nitro nitro NOUN eurjchem-1 147 38     SPACE eurjchem-1 147 39 group group NOUN eurjchem-1 147 40     SPACE eurjchem-1 147 41 as as ADP eurjchem-1 147 42     SPACE eurjchem-1 147 43 a a DET eurjchem-1 147 44     SPACE eurjchem-1 147 45 hydrogen hydrogen NOUN eurjchem-1 147 46     SPACE eurjchem-1 147 47 bond bond NOUN eurjchem-1 147 48     SPACE eurjchem-1 147 49 acceptor acceptor NOUN eurjchem-1 147 50 . . PUNCT eurjchem-1 147 51             SPACE eurjchem-1 147 52 acknowledgements acknowledgement NOUN eurjchem-1 147 53         SPACE eurjchem-1 147 54 we we PRON eurjchem-1 147 55     SPACE eurjchem-1 147 56 thank thank VERB eurjchem-1 147 57     SPACE eurjchem-1 147 58 the the DET eurjchem-1 147 59     SPACE eurjchem-1 147 60 us‐egypt us‐egypt NOUN eurjchem-1 147 61     SPACE eurjchem-1 147 62 joint joint ADJ eurjchem-1 147 63     SPACE eurjchem-1 147 64 science science NOUN eurjchem-1 147 65     SPACE eurjchem-1 147 66 and and CCONJ eurjchem-1 147 67     SPACE eurjchem-1 147 68 technology technology NOUN eurjchem-1 147 69     SPACE eurjchem-1 147 70 board board NOUN eurjchem-1 147 71     SPACE eurjchem-1 147 72 fund fund NOUN eurjchem-1 147 73 , , PUNCT eurjchem-1 147 74     SPACE eurjchem-1 147 75 administered administer VERB eurjchem-1 147 76     SPACE eurjchem-1 147 77 through through ADP eurjchem-1 147 78     SPACE eurjchem-1 147 79 the the DET eurjchem-1 147 80     SPACE eurjchem-1 147 81 usda usda NOUN eurjchem-1 147 82     SPACE eurjchem-1 147 83 ( ( PUNCT eurjchem-1 147 84 bio9‐002‐015 bio9‐002‐015 PROPN eurjchem-1 147 85 ) ) PUNCT eurjchem-1 147 86 . . PUNCT eurjchem-1 147 87             SPACE eurjchem-1 148 1 references reference NOUN eurjchem-1 148 2         SPACE eurjchem-1 148 3 [ [ X eurjchem-1 148 4 1 1 NUM eurjchem-1 148 5 ] ] PUNCT eurjchem-1 148 6 . . PUNCT eurjchem-1 149 1 boiani boiani PROPN eurjchem-1 149 2 , , PUNCT eurjchem-1 149 3     SPACE eurjchem-1 149 4 m. m. NOUN eurjchem-1 149 5 ; ; PUNCT eurjchem-1 149 6     SPACE eurjchem-1 149 7 gonzalez gonzalez PROPN eurjchem-1 149 8 , , PUNCT eurjchem-1 149 9     SPACE eurjchem-1 149 10 m. m. NOUN eurjchem-1 149 11     SPACE eurjchem-1 149 12 mini­rev mini­rev X eurjchem-1 149 13 . . PUNCT eurjchem-1 149 14     SPACE eurjchem-1 149 15 med med PROPN eurjchem-1 149 16 . . PUNCT eurjchem-1 149 17     SPACE eurjchem-1 149 18 chem chem NOUN eurjchem-1 149 19 . . PUNCT eurjchem-1 149 20     SPACE eurjchem-1 149 21 2005 2005 NUM eurjchem-1 149 22 , , PUNCT eurjchem-1 149 23     SPACE eurjchem-1 149 24 5 5 NUM eurjchem-1 149 25 , , PUNCT eurjchem-1 149 26     SPACE eurjchem-1 149 27 409 409 NUM eurjchem-1 149 28 . . PUNCT eurjchem-1 149 29     SPACE eurjchem-1 150 1 [ [ X eurjchem-1 150 2 2 2 NUM eurjchem-1 150 3 ] ] PUNCT eurjchem-1 150 4 . . PUNCT eurjchem-1 151 1 hori hori PROPN eurjchem-1 151 2 , , PUNCT eurjchem-1 151 3     SPACE eurjchem-1 151 4 a. a. NOUN eurjchem-1 151 5 ; ; PUNCT eurjchem-1 151 6     SPACE eurjchem-1 151 7 imaeda imaeda NOUN eurjchem-1 151 8 , , PUNCT eurjchem-1 151 9     SPACE eurjchem-1 151 10 y. y. NOUN eurjchem-1 151 11 ; ; PUNCT eurjchem-1 151 12     SPACE eurjchem-1 151 13 kubo kubo PROPN eurjchem-1 151 14 , , PUNCT eurjchem-1 151 15     SPACE eurjchem-1 151 16 k. k. PROPN eurjchem-1 151 17 ; ; PUNCT eurjchem-1 151 18     SPACE eurjchem-1 151 19 kusaka kusaka NOUN eurjchem-1 151 20 , , PUNCT eurjchem-1 151 21     SPACE eurjchem-1 151 22 m. m. NOUN eurjchem-1 151 23     SPACE eurjchem-1 151 24 cancer cancer NOUN eurjchem-1 151 25     SPACE eurjchem-1 151 26 lett lett PROPN eurjchem-1 151 27 . . PUNCT eurjchem-1 151 28     SPACE eurjchem-1 151 29 2002 2002 NUM eurjchem-1 151 30 , , PUNCT eurjchem-1 151 31     SPACE eurjchem-1 151 32 183 183 NUM eurjchem-1 151 33 , , PUNCT eurjchem-1 151 34     SPACE eurjchem-1 151 35 53 53 NUM eurjchem-1 151 36 . . PUNCT eurjchem-1 151 37     SPACE eurjchem-1 152 1 [ [ X eurjchem-1 152 2 3 3 NUM eurjchem-1 152 3 ] ] PUNCT eurjchem-1 152 4 . . PUNCT eurjchem-1 152 5 abdel‐mohsen abdel‐mohsen PROPN eurjchem-1 152 6     SPACE eurjchem-1 152 7 h. h. PROPN eurjchem-1 152 8     SPACE eurjchem-1 152 9 t. t. PROPN eurjchem-1 152 10 ; ; PUNCT eurjchem-1 152 11     SPACE eurjchem-1 152 12 ragab ragab VERB eurjchem-1 152 13     SPACE eurjchem-1 152 14 f. f. PROPN eurjchem-1 152 15     SPACE eurjchem-1 152 16 a. a. PROPN eurjchem-1 152 17     SPACE eurjchem-1 152 18 f. f. PROPN eurjchem-1 152 19 ; ; PUNCT eurjchem-1 152 20     SPACE eurjchem-1 152 21 ramla ramla NOUN eurjchem-1 152 22     SPACE eurjchem-1 152 23 m. m. NOUN eurjchem-1 152 24     SPACE eurjchem-1 152 25 m. m. NOUN eurjchem-1 152 26 ; ; PUNCT eurjchem-1 152 27     SPACE eurjchem-1 152 28 diwani diwani PROPN eurjchem-1 152 29     SPACE eurjchem-1 152 30 h. h. PROPN eurjchem-1 152 31     SPACE eurjchem-1 152 32 i. i. PROPN eurjchem-1 152 33     SPACE eurjchem-1 152 34 eur eur PROPN eurjchem-1 152 35 . . PUNCT eurjchem-1 152 36     SPACE eurjchem-1 152 37 j. j. PROPN eurjchem-1 152 38     SPACE eurjchem-1 152 39 med med PROPN eurjchem-1 152 40 . . PUNCT eurjchem-1 152 41     SPACE eurjchem-1 152 42 chem chem NOUN eurjchem-1 152 43 , , PUNCT eurjchem-1 152 44     SPACE eurjchem-1 152 45 2010 2010 NUM eurjchem-1 152 46 , , PUNCT eurjchem-1 152 47     SPACE eurjchem-1 152 48 45 45 NUM eurjchem-1 152 49 , , PUNCT eurjchem-1 152 50     SPACE eurjchem-1 152 51 2336‐2344 2336‐2344 NUM eurjchem-1 152 52 . . PUNCT eurjchem-1 152 53     SPACE eurjchem-1 153 1 [ [ X eurjchem-1 153 2 4 4 NUM eurjchem-1 153 3 ] ] PUNCT eurjchem-1 153 4 . . PUNCT eurjchem-1 154 1 velaparthi velaparthi PROPN eurjchem-1 154 2     SPACE eurjchem-1 154 3 u. u. PROPN eurjchem-1 154 4 ; ; PUNCT eurjchem-1 154 5     SPACE eurjchem-1 154 6 liu liu PROPN eurjchem-1 154 7     SPACE eurjchem-1 154 8 p. p. PROPN eurjchem-1 154 9 ; ; PUNCT eurjchem-1 154 10     SPACE eurjchem-1 154 11 balasubramanian balasubramanian PROPN eurjchem-1 154 12     SPACE eurjchem-1 154 13 b. b. PROPN eurjchem-1 154 14 ; ; PUNCT eurjchem-1 154 15     SPACE eurjchem-1 154 16 carboni carboni PROPN eurjchem-1 154 17     SPACE eurjchem-1 154 18 j. j. PROPN eurjchem-1 154 19 ; ; PUNCT eurjchem-1 154 20     SPACE eurjchem-1 154 21 attar attar PROPN eurjchem-1 154 22     SPACE eurjchem-1 154 23 r. r. PROPN eurjchem-1 154 24 ; ; PUNCT eurjchem-1 154 25     SPACE eurjchem-1 154 26 gottardis gottardi NOUN eurjchem-1 154 27     SPACE eurjchem-1 154 28 m. m. NOUN eurjchem-1 154 29 ; ; PUNCT eurjchem-1 154 30     SPACE eurjchem-1 154 31 li li PROPN eurjchem-1 154 32     SPACE eurjchem-1 154 33 a. a. NOUN eurjchem-1 154 34 ; ; PUNCT eurjchem-1 154 35     SPACE eurjchem-1 154 36 greer greer NOUN eurjchem-1 154 37     SPACE eurjchem-1 154 38 a. a. NOUN eurjchem-1 154 39 ; ; PUNCT eurjchem-1 154 40     SPACE eurjchem-1 154 41 zoeckler zoeckler NOUN eurjchem-1 154 42     SPACE eurjchem-1 154 43 m. m. NOUN eurjchem-1 154 44 ; ; PUNCT eurjchem-1 154 45     SPACE eurjchem-1 154 46 wittman wittman PROPN eurjchem-1 154 47     SPACE eurjchem-1 154 48 m. m. NOUN eurjchem-1 154 49     SPACE eurjchem-1 154 50 d. d. PROPN eurjchem-1 154 51 ; ; PUNCT eurjchem-1 154 52     SPACE eurjchem-1 154 53 vyas vyas PROPN eurjchem-1 154 54     SPACE eurjchem-1 154 55 d. d. PROPN eurjchem-1 154 56     SPACE eurjchem-1 154 57 bioorg bioorg PROPN eurjchem-1 154 58 . . PUNCT eurjchem-1 154 59     SPACE eurjchem-1 154 60 med med PROPN eurjchem-1 154 61 . . PUNCT eurjchem-1 154 62     SPACE eurjchem-1 154 63 chem chem NOUN eurjchem-1 154 64 . . PUNCT eurjchem-1 154 65     SPACE eurjchem-1 155 1 lett lett PROPN eurjchem-1 155 2 . . PUNCT eurjchem-1 155 3     SPACE eurjchem-1 156 1 2007 2007 NUM eurjchem-1 156 2 , , PUNCT eurjchem-1 156 3     SPACE eurjchem-1 156 4 17 17 NUM eurjchem-1 156 5 , , PUNCT eurjchem-1 156 6     SPACE eurjchem-1 156 7 3072‐3076 3072‐3076 NUM eurjchem-1 156 8 . . PUNCT eurjchem-1 156 9     SPACE eurjchem-1 157 1 [ [ X eurjchem-1 157 2 5 5 NUM eurjchem-1 157 3 ] ] PUNCT eurjchem-1 157 4 . . PUNCT eurjchem-1 158 1 pagano pagano PROPN eurjchem-1 158 2     SPACE eurjchem-1 158 3 m. m. NOUN eurjchem-1 158 4     SPACE eurjchem-1 158 5 a. a. NOUN eurjchem-1 158 6 ; ; PUNCT eurjchem-1 158 7       SPACE eurjchem-1 158 8 andrzejewska andrzejewska PROPN eurjchem-1 158 9     SPACE eurjchem-1 158 10 m. m. NOUN eurjchem-1 158 11 ; ; PUNCT eurjchem-1 158 12     SPACE eurjchem-1 158 13 ruzzene ruzzene NOUN eurjchem-1 158 14     SPACE eurjchem-1 158 15 m. m. NOUN eurjchem-1 158 16 ; ; PUNCT eurjchem-1 158 17     SPACE eurjchem-1 158 18 sarno sarno PROPN eurjchem-1 158 19     SPACE eurjchem-1 158 20 s. s. PROPN eurjchem-1 158 21 ; ; PUNCT eurjchem-1 158 22     SPACE eurjchem-1 158 23 cesaro cesaro NOUN eurjchem-1 158 24     SPACE eurjchem-1 158 25 l. l. PROPN eurjchem-1 158 26 ; ; PUNCT eurjchem-1 158 27     SPACE eurjchem-1 158 28 bain bain PROPN eurjchem-1 158 29     SPACE eurjchem-1 158 30 j. j. PROPN eurjchem-1 158 31 ; ; PUNCT eurjchem-1 158 32     SPACE eurjchem-1 158 33 elliott elliott PROPN eurjchem-1 158 34     SPACE eurjchem-1 158 35 m. m. NOUN eurjchem-1 158 36 ; ; PUNCT eurjchem-1 158 37     SPACE eurjchem-1 158 38 meggio meggio NOUN eurjchem-1 158 39     SPACE eurjchem-1 158 40 f. f. PROPN eurjchem-1 158 41 ; ; PUNCT eurjchem-1 158 42     SPACE eurjchem-1 158 43 kazimierczuk kazimierczuk PROPN eurjchem-1 158 44     SPACE eurjchem-1 158 45 z. z. PROPN eurjchem-1 158 46 ; ; PUNCT eurjchem-1 158 47     SPACE eurjchem-1 158 48 pinna pinna NOUN eurjchem-1 158 49     SPACE eurjchem-1 158 50 l.a l.a PROPN eurjchem-1 158 51 . . PROPN eurjchem-1 158 52     SPACE eurjchem-1 159 1 j. j. PROPN eurjchem-1 159 2     SPACE eurjchem-1 159 3 med med PROPN eurjchem-1 159 4 . . PUNCT eurjchem-1 159 5     SPACE eurjchem-1 159 6 chem chem NOUN eurjchem-1 159 7 . . PUNCT eurjchem-1 159 8     SPACE eurjchem-1 159 9 2004 2004 NUM eurjchem-1 159 10 , , PUNCT eurjchem-1 159 11     SPACE eurjchem-1 159 12 47 47 NUM eurjchem-1 159 13 , , PUNCT eurjchem-1 159 14     SPACE eurjchem-1 159 15 6239‐6247 6239‐6247 NUM eurjchem-1 159 16 . . PUNCT eurjchem-1 159 17     SPACE eurjchem-1 160 1 [ [ X eurjchem-1 160 2 6 6 NUM eurjchem-1 160 3 ] ] PUNCT eurjchem-1 160 4 . . PUNCT eurjchem-1 161 1 pagano pagano PROPN eurjchem-1 161 2     SPACE eurjchem-1 161 3 m. m. NOUN eurjchem-1 161 4     SPACE eurjchem-1 161 5 a. a. NOUN eurjchem-1 161 6 ; ; PUNCT eurjchem-1 161 7     SPACE eurjchem-1 161 8 meggio meggio NOUN eurjchem-1 161 9     SPACE eurjchem-1 161 10 f. f. PROPN eurjchem-1 161 11 ; ; PUNCT eurjchem-1 161 12     SPACE eurjchem-1 161 13 ruzzene ruzzene NOUN eurjchem-1 161 14     SPACE eurjchem-1 161 15 m. m. NOUN eurjchem-1 161 16 ; ; PUNCT eurjchem-1 161 17     SPACE eurjchem-1 161 18 andrzejewska andrzejewska NOUN eurjchem-1 161 19     SPACE eurjchem-1 161 20 m. m. NOUN eurjchem-1 161 21 ; ; PUNCT eurjchem-1 161 22     SPACE eurjchem-1 161 23 kazimierczuk kazimierczuk PROPN eurjchem-1 161 24     SPACE eurjchem-1 161 25 z. z. PROPN eurjchem-1 161 26 ; ; PUNCT eurjchem-1 161 27     SPACE eurjchem-1 161 28 pinna pinna NOUN eurjchem-1 161 29     SPACE eurjchem-1 161 30 l. l. PROPN eurjchem-1 161 31     SPACE eurjchem-1 161 32 a. a. PROPN eurjchem-1 161 33     SPACE eurjchem-1 161 34 biochem biochem PROPN eurjchem-1 161 35 . . PUNCT eurjchem-1 161 36     SPACE eurjchem-1 161 37 biophys biophy NOUN eurjchem-1 161 38 . . PUNCT eurjchem-1 161 39     SPACE eurjchem-1 162 1 res re NOUN eurjchem-1 162 2 . . PUNCT eurjchem-1 162 3     SPACE eurjchem-1 162 4 commun commun PROPN eurjchem-1 162 5 . . PUNCT eurjchem-1 162 6     SPACE eurjchem-1 162 7 2004 2004 NUM eurjchem-1 162 8 , , PUNCT eurjchem-1 162 9     SPACE eurjchem-1 162 10 321 321 NUM eurjchem-1 162 11 , , PUNCT eurjchem-1 162 12     SPACE eurjchem-1 162 13 1040‐1044 1040‐1044 NUM eurjchem-1 162 14 . . PUNCT eurjchem-1 162 15     SPACE eurjchem-1 163 1 [ [ X eurjchem-1 163 2 7 7 NUM eurjchem-1 163 3 ] ] PUNCT eurjchem-1 163 4 . . PUNCT eurjchem-1 164 1 neff neff PROPN eurjchem-1 164 2     SPACE eurjchem-1 164 3 d. d. PROPN eurjchem-1 164 4     SPACE eurjchem-1 164 5 k. k. PROPN eurjchem-1 164 6 ; ; PUNCT eurjchem-1 164 7     SPACE eurjchem-1 164 8 lee‐dutra lee‐dutra PROPN eurjchem-1 164 9     SPACE eurjchem-1 164 10 a. a. NOUN eurjchem-1 164 11 ; ; PUNCT eurjchem-1 164 12     SPACE eurjchem-1 165 1 blevitt blevitt VERB eurjchem-1 165 2     SPACE eurjchem-1 165 3 j. j. PROPN eurjchem-1 165 4     SPACE eurjchem-1 165 5 m. m. NOUN eurjchem-1 165 6 ; ; PUNCT eurjchem-1 165 7     SPACE eurjchem-1 165 8 axe axe NOUN eurjchem-1 165 9     SPACE eurjchem-1 165 10 f. f. PROPN eurjchem-1 165 11     SPACE eurjchem-1 165 12 u. u. PROPN eurjchem-1 165 13 ; ; PUNCT eurjchem-1 165 14     SPACE eurjchem-1 165 15 hack hack NOUN eurjchem-1 165 16     SPACE eurjchem-1 165 17 m. m. NOUN eurjchem-1 165 18     SPACE eurjchem-1 165 19 d. d. PROPN eurjchem-1 165 20 ; ; PUNCT eurjchem-1 165 21     SPACE eurjchem-1 165 22 buma buma PROPN eurjchem-1 165 23     SPACE eurjchem-1 165 24 j. j. PROPN eurjchem-1 165 25     SPACE eurjchem-1 165 26 c. c. PROPN eurjchem-1 165 27 ; ; PUNCT eurjchem-1 165 28     SPACE eurjchem-1 165 29 rynberg rynberg PROPN eurjchem-1 165 30     SPACE eurjchem-1 165 31 r r NOUN eurjchem-1 165 32 ; ; PUNCT eurjchem-1 165 33     SPACE eurjchem-1 165 34 brunmark brunmark NOUN eurjchem-1 165 35     SPACE eurjchem-1 165 36 a. a. NOUN eurjchem-1 165 37 ; ; PUNCT eurjchem-1 165 38     SPACE eurjchem-1 165 39 karlsson karlsson PROPN eurjchem-1 165 40     SPACE eurjchem-1 165 41 l. l. PROPN eurjchem-1 165 42 ; ; PUNCT eurjchem-1 165 43     SPACE eurjchem-1 165 44 breitenbucher breitenbucher PROPN eurjchem-1 165 45     SPACE eurjchem-1 165 46 g. g. NOUN eurjchem-1 165 47     SPACE eurjchem-1 165 48 bioorg bioorg PROPN eurjchem-1 165 49 . . PUNCT eurjchem-1 165 50     SPACE eurjchem-1 166 1 med med PROPN eurjchem-1 166 2 . . PUNCT eurjchem-1 166 3     SPACE eurjchem-1 166 4 chem chem NOUN eurjchem-1 166 5 . . PUNCT eurjchem-1 166 6     SPACE eurjchem-1 166 7 lett lett PROPN eurjchem-1 166 8 . . PUNCT eurjchem-1 166 9     SPACE eurjchem-1 167 1 2007 2007 NUM eurjchem-1 167 2 , , PUNCT eurjchem-1 167 3     SPACE eurjchem-1 167 4 17 17 NUM eurjchem-1 167 5 , , PUNCT eurjchem-1 167 6     SPACE eurjchem-1 167 7 6467‐6471 6467‐6471 NOUN eurjchem-1 167 8 . . PUNCT eurjchem-1 167 9     SPACE eurjchem-1 168 1 [ [ X eurjchem-1 168 2 8 8 NUM eurjchem-1 168 3 ] ] PUNCT eurjchem-1 168 4 . . PUNCT eurjchem-1 169 1 arienti arienti PROPN eurjchem-1 169 2     SPACE eurjchem-1 169 3 k. k. PROPN eurjchem-1 169 4     SPACE eurjchem-1 169 5 l. l. PROPN eurjchem-1 169 6 ; ; PUNCT eurjchem-1 169 7     SPACE eurjchem-1 169 8 brunmark brunmark NOUN eurjchem-1 169 9     SPACE eurjchem-1 169 10 a. a. NOUN eurjchem-1 169 11 ; ; PUNCT eurjchem-1 169 12     SPACE eurjchem-1 169 13 axe axe NOUN eurjchem-1 169 14     SPACE eurjchem-1 169 15 f. f. PROPN eurjchem-1 169 16     SPACE eurjchem-1 169 17 u. u. PROPN eurjchem-1 169 18 ; ; PUNCT eurjchem-1 169 19     SPACE eurjchem-1 169 20 mcclure mcclure PROPN eurjchem-1 169 21     SPACE eurjchem-1 169 22 k. k. PROPN eurjchem-1 169 23 ; ; PUNCT eurjchem-1 169 24     SPACE eurjchem-1 169 25 lee lee PROPN eurjchem-1 169 26     SPACE eurjchem-1 169 27 a. a. PROPN eurjchem-1 169 28 ; ; PUNCT eurjchem-1 169 29     SPACE eurjchem-1 169 30 blevitt blevitt VERB eurjchem-1 169 31     SPACE eurjchem-1 169 32 j. j. PROPN eurjchem-1 169 33 ; ; PUNCT eurjchem-1 169 34     SPACE eurjchem-1 169 35 neff neff PROPN eurjchem-1 169 36     SPACE eurjchem-1 169 37 d. d. PROPN eurjchem-1 169 38     SPACE eurjchem-1 169 39 k. k. PROPN eurjchem-1 169 40 ; ; PUNCT eurjchem-1 169 41     SPACE eurjchem-1 169 42 huang huang PROPN eurjchem-1 169 43     SPACE eurjchem-1 169 44 l. l. PROPN eurjchem-1 169 45 ; ; PUNCT eurjchem-1 169 46     SPACE eurjchem-1 169 47 crawford crawford PROPN eurjchem-1 169 48     SPACE eurjchem-1 169 49 s. s. PROPN eurjchem-1 169 50 ; ; PUNCT eurjchem-1 169 51     SPACE eurjchem-1 169 52 pandit pandit PROPN eurjchem-1 169 53     SPACE eurjchem-1 169 54 c. c. PROPN eurjchem-1 169 55     SPACE eurjchem-1 169 56 r. r. PROPN eurjchem-1 169 57 ; ; PUNCT eurjchem-1 169 58     SPACE eurjchem-1 169 59 karlsson karlsson PROPN eurjchem-1 169 60     SPACE eurjchem-1 169 61 l. l. PROPN eurjchem-1 169 62 ; ; PUNCT eurjchem-1 169 63     SPACE eurjchem-1 169 64 breitenbucher breitenbucher PROPN eurjchem-1 169 65     SPACE eurjchem-1 169 66 j. j. PROPN eurjchem-1 169 67     SPACE eurjchem-1 169 68 g. g. PROPN eurjchem-1 169 69     SPACE eurjchem-1 169 70 j. j. PROPN eurjchem-1 169 71     SPACE eurjchem-1 169 72 med med PROPN eurjchem-1 169 73 . . PUNCT eurjchem-1 169 74     SPACE eurjchem-1 169 75 chem chem NOUN eurjchem-1 169 76 . . PUNCT eurjchem-1 169 77     SPACE eurjchem-1 169 78 2005 2005 NUM eurjchem-1 169 79 , , PUNCT eurjchem-1 169 80     SPACE eurjchem-1 169 81 48 48 NUM eurjchem-1 169 82 , , PUNCT eurjchem-1 169 83     SPACE eurjchem-1 169 84 1873‐1885 1873‐1885 NUM eurjchem-1 169 85 . . PUNCT eurjchem-1 169 86     SPACE eurjchem-1 170 1 [ [ X eurjchem-1 170 2 9 9 NUM eurjchem-1 170 3 ] ] PUNCT eurjchem-1 170 4 . . PUNCT eurjchem-1 171 1 hajduk hajduk PROPN eurjchem-1 171 2     SPACE eurjchem-1 171 3 j. j. PROPN eurjchem-1 171 4     SPACE eurjchem-1 171 5 p. p. PROPN eurjchem-1 171 6 ; ; PUNCT eurjchem-1 171 7     SPACE eurjchem-1 171 8 boyd boyd PROPN eurjchem-1 171 9     SPACE eurjchem-1 171 10 s. s. PROPN eurjchem-1 171 11 ; ; PUNCT eurjchem-1 171 12     SPACE eurjchem-1 171 13 nettesheim nettesheim PROPN eurjchem-1 171 14     SPACE eurjchem-1 171 15 d. d. PROPN eurjchem-1 171 16 ; ; PUNCT eurjchem-1 171 17     SPACE eurjchem-1 171 18 nienaber nienaber NOUN eurjchem-1 171 19     SPACE eurjchem-1 171 20 v. v. NOUN eurjchem-1 171 21 ; ; PUNCT eurjchem-1 171 22     SPACE eurjchem-1 172 1 severin severin PROPN eurjchem-1 172 2     SPACE eurjchem-1 172 3 j. j. PROPN eurjchem-1 172 4 ; ; PUNCT eurjchem-1 172 5     SPACE eurjchem-1 172 6 smith smith PROPN eurjchem-1 172 7     SPACE eurjchem-1 172 8 r. r. PROPN eurjchem-1 172 9 ; ; PUNCT eurjchem-1 172 10     SPACE eurjchem-1 172 11 davidson davidson PROPN eurjchem-1 172 12     SPACE eurjchem-1 172 13 d. d. PROPN eurjchem-1 172 14 ; ; PUNCT eurjchem-1 172 15     SPACE eurjchem-1 172 16 rockway rockway NOUN eurjchem-1 172 17     SPACE eurjchem-1 172 18 t. t. PROPN eurjchem-1 172 19 ; ; PUNCT eurjchem-1 172 20     SPACE eurjchem-1 172 21 fesik fesik NOUN eurjchem-1 172 22     SPACE eurjchem-1 172 23 s. s. PROPN eurjchem-1 172 24     SPACE eurjchem-1 172 25 w. w. PROPN eurjchem-1 172 26     SPACE eurjchem-1 172 27 j. j. PROPN eurjchem-1 172 28     SPACE eurjchem-1 172 29 med med PROPN eurjchem-1 172 30 . . PUNCT eurjchem-1 172 31     SPACE eurjchem-1 172 32 chem chem NOUN eurjchem-1 172 33 . . PUNCT eurjchem-1 172 34     SPACE eurjchem-1 173 1 2000 2000 NUM eurjchem-1 173 2 , , PUNCT eurjchem-1 173 3     SPACE eurjchem-1 173 4 43 43 NUM eurjchem-1 173 5 , , PUNCT eurjchem-1 173 6     SPACE eurjchem-1 173 7 3862‐ 3862‐ NUM eurjchem-1 173 8 3866 3866 NUM eurjchem-1 173 9 . . PUNCT eurjchem-1 173 10     SPACE eurjchem-1 174 1 [ [ X eurjchem-1 174 2 10 10 NUM eurjchem-1 174 3 ] ] PUNCT eurjchem-1 174 4 . . PUNCT eurjchem-1 175 1 kumar kumar PROPN eurjchem-1 175 2     SPACE eurjchem-1 175 3 d. d. PROPN eurjchem-1 175 4 ; ; PUNCT eurjchem-1 175 5     SPACE eurjchem-1 175 6 jacob jacob PROPN eurjchem-1 175 7     SPACE eurjchem-1 175 8 m. m. NOUN eurjchem-1 175 9     SPACE eurjchem-1 175 10 r. r. PROPN eurjchem-1 175 11 ; ; PUNCT eurjchem-1 175 12     SPACE eurjchem-1 175 13 reynolds reynold NOUN eurjchem-1 175 14     SPACE eurjchem-1 175 15 m. m. PROPN eurjchem-1 175 16     SPACE eurjchem-1 175 17 b. b. PROPN eurjchem-1 175 18 ; ; PUNCT eurjchem-1 175 19     SPACE eurjchem-1 175 20 kerwin kerwin PROPN eurjchem-1 175 21     SPACE eurjchem-1 175 22 s. s. PROPN eurjchem-1 175 23     SPACE eurjchem-1 175 24 m. m. NOUN eurjchem-1 175 25     SPACE eurjchem-1 175 26 bioorg bioorg PROPN eurjchem-1 175 27 . . PUNCT eurjchem-1 175 28     SPACE eurjchem-1 175 29 med med PROPN eurjchem-1 175 30 . . PUNCT eurjchem-1 175 31     SPACE eurjchem-1 175 32 chem chem NOUN eurjchem-1 175 33 . . PUNCT eurjchem-1 175 34     SPACE eurjchem-1 175 35 2002 2002 NUM eurjchem-1 175 36 , , PUNCT eurjchem-1 175 37     SPACE eurjchem-1 175 38 10 10 NUM eurjchem-1 175 39     SPACE eurjchem-1 175 40 , , PUNCT eurjchem-1 175 41     SPACE eurjchem-1 175 42 3997–4004 3997–4004 NUM eurjchem-1 175 43     SPACE eurjchem-1 176 1 [ [ X eurjchem-1 176 2 11 11 NUM eurjchem-1 176 3 ] ] PUNCT eurjchem-1 176 4 . . PUNCT eurjchem-1 177 1 aboraia aboraia PROPN eurjchem-1 177 2     SPACE eurjchem-1 177 3 a. a. NOUN eurjchem-1 177 4     SPACE eurjchem-1 177 5 s. s. PROPN eurjchem-1 177 6 ; ; PUNCT eurjchem-1 177 7     SPACE eurjchem-1 177 8 abdel‐rahman abdel‐rahman NOUN eurjchem-1 177 9     SPACE eurjchem-1 177 10 h. h. PROPN eurjchem-1 177 11     SPACE eurjchem-1 177 12 m. m. NOUN eurjchem-1 177 13 ; ; PUNCT eurjchem-1 177 14     SPACE eurjchem-1 177 15 mahfouz mahfouz PROPN eurjchem-1 177 16     SPACE eurjchem-1 177 17 n. n. NOUN eurjchem-1 177 18     SPACE eurjchem-1 177 19 m. m. NOUN eurjchem-1 177 20 ; ; PUNCT eurjchem-1 177 21     SPACE eurjchem-1 177 22 el‐gendy el‐gendy NOUN eurjchem-1 177 23     SPACE eurjchem-1 177 24 m. m. NOUN eurjchem-1 177 25     SPACE eurjchem-1 177 26 a. a. NOUN eurjchem-1 177 27 , , PUNCT eurjchem-1 177 28     SPACE eurjchem-1 177 29 bioorg bioorg ADJ eurjchem-1 177 30 . . PUNCT eurjchem-1 177 31     SPACE eurjchem-1 178 1 med med PROPN eurjchem-1 178 2 . . PUNCT eurjchem-1 178 3     SPACE eurjchem-1 178 4 chem chem NOUN eurjchem-1 178 5 . . PUNCT eurjchem-1 178 6     SPACE eurjchem-1 179 1 2006 2006 NUM eurjchem-1 179 2 , , PUNCT eurjchem-1 179 3     SPACE eurjchem-1 179 4 14 14 NUM eurjchem-1 179 5 , , PUNCT eurjchem-1 179 6     SPACE eurjchem-1 179 7 1236‐1246 1236‐1246 NUM eurjchem-1 179 8 . . PUNCT eurjchem-1 179 9     SPACE eurjchem-1 180 1 [ [ X eurjchem-1 180 2 12 12 NUM eurjchem-1 180 3 ] ] PUNCT eurjchem-1 180 4 . . PUNCT eurjchem-1 181 1 el el PROPN eurjchem-1 181 2     SPACE eurjchem-1 181 3 naem naem PROPN eurjchem-1 181 4     SPACE eurjchem-1 181 5 sh sh PROPN eurjchem-1 181 6 . . PROPN eurjchem-1 181 7     SPACE eurjchem-1 181 8 i. i. NOUN eurjchem-1 181 9 ; ; PUNCT eurjchem-1 181 10     SPACE eurjchem-1 181 11 el‐nzhawy el‐nzhawy PROPN eurjchem-1 181 12     SPACE eurjchem-1 181 13 a. a. NOUN eurjchem-1 181 14     SPACE eurjchem-1 181 15 o. o. PROPN eurjchem-1 181 16 ; ; PUNCT eurjchem-1 181 17     SPACE eurjchem-1 181 18 el‐diwani el‐diwani ADJ eurjchem-1 181 19     SPACE eurjchem-1 181 20 h h NOUN eurjchem-1 181 21     SPACE eurjchem-1 181 22 .i .i PROPN eurjchem-1 181 23 . . PUNCT eurjchem-1 181 24 ; ; PUNCT eurjchem-1 181 25     SPACE eurjchem-1 181 26 abdel abdel PROPN eurjchem-1 181 27     SPACE eurjchem-1 181 28 hamid hamid PROPN eurjchem-1 181 29     SPACE eurjchem-1 181 30 a. a. NOUN eurjchem-1 181 31     SPACE eurjchem-1 181 32 o. o. PROPN eurjchem-1 181 33       SPACE eurjchem-1 181 34 arch arch ADJ eurjchem-1 181 35     SPACE eurjchem-1 181 36 pharm pharm NOUN eurjchem-1 181 37 . . PUNCT eurjchem-1 181 38     SPACE eurjchem-1 182 1 pharm pharm PROPN eurjchem-1 182 2 . . PUNCT eurjchem-1 182 3     SPACE eurjchem-1 182 4 med med PROPN eurjchem-1 182 5 . . PUNCT eurjchem-1 182 6     SPACE eurjchem-1 182 7 chem chem NOUN eurjchem-1 182 8 . . PUNCT eurjchem-1 182 9     SPACE eurjchem-1 182 10 2003 2003 NUM eurjchem-1 182 11 , , PUNCT eurjchem-1 182 12     SPACE eurjchem-1 182 13 1 1 NUM eurjchem-1 182 14 , , PUNCT eurjchem-1 182 15     SPACE eurjchem-1 182 16 7‐17 7‐17 NUM eurjchem-1 182 17 . . PUNCT eurjchem-1 182 18     SPACE eurjchem-1 183 1 [ [ X eurjchem-1 183 2 13 13 NUM eurjchem-1 183 3 ] ] PUNCT eurjchem-1 183 4 . . PUNCT eurjchem-1 184 1 ramla ramla NOUN eurjchem-1 184 2     SPACE eurjchem-1 184 3 m. m. NOUN eurjchem-1 184 4     SPACE eurjchem-1 184 5 m. m. NOUN eurjchem-1 184 6 ; ; PUNCT eurjchem-1 184 7     SPACE eurjchem-1 184 8 omar omar PROPN eurjchem-1 184 9     SPACE eurjchem-1 184 10 m. m. NOUN eurjchem-1 184 11     SPACE eurjchem-1 184 12 a. a. NOUN eurjchem-1 184 13 ; ; PUNCT eurjchem-1 184 14     SPACE eurjchem-1 184 15 tokuda tokuda PROPN eurjchem-1 184 16     SPACE eurjchem-1 184 17 h. h. PROPN eurjchem-1 184 18 ; ; PUNCT eurjchem-1 184 19     SPACE eurjchem-1 184 20 el‐diwani el‐diwani ADJ eurjchem-1 184 21     SPACE eurjchem-1 184 22 h. h. PROPN eurjchem-1 184 23     SPACE eurjchem-1 184 24 i. i. PROPN eurjchem-1 184 25     SPACE eurjchem-1 184 26 bioorg bioorg PROPN eurjchem-1 184 27 . . PUNCT eurjchem-1 184 28     SPACE eurjchem-1 184 29 med med PROPN eurjchem-1 184 30 . . PUNCT eurjchem-1 184 31     SPACE eurjchem-1 184 32 chem chem NOUN eurjchem-1 184 33 . . PUNCT eurjchem-1 184 34     SPACE eurjchem-1 185 1 2007 2007 NUM eurjchem-1 185 2 , , PUNCT eurjchem-1 185 3     SPACE eurjchem-1 185 4 15 15 NUM eurjchem-1 185 5 , , PUNCT eurjchem-1 185 6     SPACE eurjchem-1 185 7 6489‐6496 6489‐6496 NOUN eurjchem-1 185 8 . . PUNCT eurjchem-1 185 9     SPACE eurjchem-1 186 1 [ [ X eurjchem-1 186 2 14 14 NUM eurjchem-1 186 3 ] ] PUNCT eurjchem-1 186 4 . . PUNCT eurjchem-1 187 1 ramla ramla NOUN eurjchem-1 187 2     SPACE eurjchem-1 187 3 m. m. NOUN eurjchem-1 187 4     SPACE eurjchem-1 187 5 m. m. NOUN eurjchem-1 187 6 ; ; PUNCT eurjchem-1 187 7     SPACE eurjchem-1 187 8 omar omar PROPN eurjchem-1 187 9     SPACE eurjchem-1 187 10 m. m. NOUN eurjchem-1 187 11     SPACE eurjchem-1 187 12 a. a. NOUN eurjchem-1 187 13 ; ; PUNCT eurjchem-1 187 14     SPACE eurjchem-1 187 15 el‐khamry el‐khamry NOUN eurjchem-1 187 16     SPACE eurjchem-1 187 17 a. a. NOUN eurjchem-1 187 18     SPACE eurjchem-1 187 19 m. m. NOUN eurjchem-1 187 20     SPACE eurjchem-1 187 21 m. m. NOUN eurjchem-1 187 22 ; ; PUNCT eurjchem-1 187 23     SPACE eurjchem-1 187 24 el‐diwani el‐diwani ADJ eurjchem-1 187 25     SPACE eurjchem-1 187 26 h. h. PROPN eurjchem-1 187 27     SPACE eurjchem-1 187 28 i. i. PROPN eurjchem-1 187 29     SPACE eurjchem-1 187 30 bioorg bioorg PROPN eurjchem-1 187 31 . . PUNCT eurjchem-1 187 32     SPACE eurjchem-1 187 33 med med ADJ eurjchem-1 187 34 . . PUNCT eurjchem-1 187 35     SPACE eurjchem-1 187 36 chem chem NOUN eurjchem-1 187 37 . . PUNCT eurjchem-1 187 38     SPACE eurjchem-1 188 1 2006 2006 NUM eurjchem-1 188 2 , , PUNCT eurjchem-1 188 3     SPACE eurjchem-1 188 4 14 14 NUM eurjchem-1 188 5 , , PUNCT eurjchem-1 188 6     SPACE eurjchem-1 188 7 7324‐7332 7324‐7332 NUM eurjchem-1 188 8 . . PUNCT eurjchem-1 188 9     SPACE eurjchem-1 189 1 [ [ X eurjchem-1 189 2 15 15 NUM eurjchem-1 189 3 ] ] PUNCT eurjchem-1 189 4 . . PUNCT eurjchem-1 190 1 rostom rostom PROPN eurjchem-1 190 2     SPACE eurjchem-1 190 3 s. s. PROPN eurjchem-1 190 4     SPACE eurjchem-1 190 5 a. a. PROPN eurjchem-1 190 6     SPACE eurjchem-1 190 7 f. f. PROPN eurjchem-1 190 8 ; ; PUNCT eurjchem-1 190 9     SPACE eurjchem-1 190 10 shalaby shalaby NOUN eurjchem-1 190 11     SPACE eurjchem-1 190 12 m. m. NOUN eurjchem-1 190 13     SPACE eurjchem-1 190 14 a. a. NOUN eurjchem-1 190 15 ; ; PUNCT eurjchem-1 190 16     SPACE eurjchem-1 190 17 el‐demellawy el‐demellawy NOUN eurjchem-1 190 18     SPACE eurjchem-1 190 19 m. m. NOUN eurjchem-1 190 20     SPACE eurjchem-1 190 21 a. a. NOUN eurjchem-1 190 22     SPACE eurjchem-1 190 23 eur eur PROPN eurjchem-1 190 24 . . PUNCT eurjchem-1 190 25     SPACE eurjchem-1 190 26 j. j. PROPN eurjchem-1 190 27     SPACE eurjchem-1 190 28 med med PROPN eurjchem-1 190 29 . . PUNCT eurjchem-1 190 30     SPACE eurjchem-1 190 31 chem chem NOUN eurjchem-1 190 32 . . PUNCT eurjchem-1 190 33     SPACE eurjchem-1 190 34 2003 2003 NUM eurjchem-1 190 35 , , PUNCT eurjchem-1 190 36     SPACE eurjchem-1 190 37 38 38 NUM eurjchem-1 190 38 , , PUNCT eurjchem-1 190 39     SPACE eurjchem-1 190 40 959‐974 959‐974 NUM eurjchem-1 190 41 . . PUNCT eurjchem-1 190 42     SPACE eurjchem-1 191 1 [ [ X eurjchem-1 191 2 16 16 NUM eurjchem-1 191 3 ] ] PUNCT eurjchem-1 191 4 . . PUNCT eurjchem-1 191 5 loetchutinat loetchutinat PROPN eurjchem-1 191 6     SPACE eurjchem-1 191 7 c. c. PROPN eurjchem-1 191 8 ; ; PUNCT eurjchem-1 191 9     SPACE eurjchem-1 191 10 chau chau PROPN eurjchem-1 191 11     SPACE eurjchem-1 191 12 f. f. PROPN eurjchem-1 191 13 ; ; PUNCT eurjchem-1 191 14     SPACE eurjchem-1 191 15 mankhetkorn mankhetkorn VERB eurjchem-1 191 16     SPACE eurjchem-1 191 17 s. s. PROPN eurjchem-1 191 18     SPACE eurjchem-1 191 19 chem chem NOUN eurjchem-1 191 20 . . PUNCT eurjchem-1 191 21     SPACE eurjchem-1 192 1 pharm pharm PROPN eurjchem-1 192 2 . . PUNCT eurjchem-1 192 3     SPACE eurjchem-1 193 1 bull bull NOUN eurjchem-1 193 2 . . PUNCT eurjchem-1 193 3     SPACE eurjchem-1 194 1 2003 2003 NUM eurjchem-1 194 2 , , PUNCT eurjchem-1 194 3     SPACE eurjchem-1 194 4 51 51 NUM eurjchem-1 194 5 , , PUNCT eurjchem-1 194 6     SPACE eurjchem-1 194 7 728‐730 728‐730 NUM eurjchem-1 194 8 . . PUNCT eurjchem-1 194 9     SPACE eurjchem-1 195 1 [ [ X eurjchem-1 195 2 17 17 NUM eurjchem-1 195 3 ] ] PUNCT eurjchem-1 195 4 . . PUNCT eurjchem-1 196 1 kumar kumar PROPN eurjchem-1 196 2     SPACE eurjchem-1 196 3 d. d. PROPN eurjchem-1 196 4 ; ; PUNCT eurjchem-1 196 5     SPACE eurjchem-1 196 6 sundaree sundaree NOUN eurjchem-1 196 7     SPACE eurjchem-1 196 8 s. s. PROPN eurjchem-1 196 9 ; ; PUNCT eurjchem-1 196 10     SPACE eurjchem-1 196 11 johnson johnson PROPN eurjchem-1 196 12     SPACE eurjchem-1 196 13 e. e. PROPN eurjchem-1 196 14     SPACE eurjchem-1 196 15 o. o. PROPN eurjchem-1 196 16 ; ; PUNCT eurjchem-1 196 17     SPACE eurjchem-1 196 18 shah shah PROPN eurjchem-1 196 19     SPACE eurjchem-1 196 20 k. k. PROPN eurjchem-1 196 21     SPACE eurjchem-1 196 22 bioorg bioorg PROPN eurjchem-1 196 23 . . PUNCT eurjchem-1 196 24     SPACE eurjchem-1 196 25 med med PROPN eurjchem-1 196 26 . . PUNCT eurjchem-1 196 27     SPACE eurjchem-1 196 28 chem chem NOUN eurjchem-1 196 29 . . PUNCT eurjchem-1 196 30     SPACE eurjchem-1 197 1 lett lett PROPN eurjchem-1 197 2 . . PUNCT eurjchem-1 197 3     SPACE eurjchem-1 198 1 2009 2009 NUM eurjchem-1 198 2 , , PUNCT eurjchem-1 198 3     SPACE eurjchem-1 198 4 19 19 NUM eurjchem-1 198 5 , , PUNCT eurjchem-1 198 6     SPACE eurjchem-1 198 7 4492–4494 4492–4494 NUM eurjchem-1 198 8     SPACE eurjchem-1 198 9 [ [ X eurjchem-1 198 10 18 18 NUM eurjchem-1 198 11 ] ] PUNCT eurjchem-1 198 12 . . PUNCT eurjchem-1 199 1 guimaraes guimaraes PROPN eurjchem-1 199 2     SPACE eurjchem-1 199 3 c. c. PROPN eurjchem-1 199 4     SPACE eurjchem-1 199 5 r r NOUN eurjchem-1 199 6     SPACE eurjchem-1 199 7 .w .w PROPN eurjchem-1 199 8 . . PUNCT eurjchem-1 200 1 ; ; PUNCT eurjchem-1 200 2     SPACE eurjchem-1 200 3 boger boger PROPN eurjchem-1 200 4         SPACE eurjchem-1 200 5 d. d. PROPN eurjchem-1 200 6     SPACE eurjchem-1 200 7 l. l. PROPN eurjchem-1 200 8 ; ; PUNCT eurjchem-1 200 9     SPACE eurjchem-1 200 10 jorgensen jorgensen PROPN eurjchem-1 200 11     SPACE eurjchem-1 200 12 w w PROPN eurjchem-1 200 13     SPACE eurjchem-1 200 14 .l .l PROPN eurjchem-1 200 15 . . PUNCT eurjchem-1 200 16     SPACE eurjchem-1 201 1 j. j. PROPN eurjchem-1 201 2     SPACE eurjchem-1 201 3 am be AUX eurjchem-1 201 4 . . PUNCT eurjchem-1 201 5     SPACE eurjchem-1 201 6 chem chem NOUN eurjchem-1 201 7 . . PUNCT eurjchem-1 201 8     SPACE eurjchem-1 201 9 soc soc NOUN eurjchem-1 201 10 . . PUNCT eurjchem-1 201 11     SPACE eurjchem-1 201 12 2005 2005 NUM eurjchem-1 201 13 , , PUNCT eurjchem-1 201 14     SPACE eurjchem-1 201 15 127 127 NUM eurjchem-1 201 16 , , PUNCT eurjchem-1 201 17     SPACE eurjchem-1 201 18 17377 17377 NUM eurjchem-1 201 19     SPACE eurjchem-1 201 20 – – PUNCT eurjchem-1 201 21 17384 17384 NUM eurjchem-1 201 22 . . PUNCT eurjchem-1 201 23     SPACE eurjchem-1 202 1 [ [ X eurjchem-1 202 2 19 19 NUM eurjchem-1 202 3 ] ] PUNCT eurjchem-1 202 4 . . PUNCT eurjchem-1 203 1 phillips phillips PROPN eurjchem-1 203 2     SPACE eurjchem-1 203 3 a. a. PROPN eurjchem-1 203 4     SPACE eurjchem-1 203 5 m. m. NOUN eurjchem-1 203 6     SPACE eurjchem-1 203 7 j. j. PROPN eurjchem-1 203 8     SPACE eurjchem-1 203 9 chem chem NOUN eurjchem-1 203 10 . . PUNCT eurjchem-1 203 11     SPACE eurjchem-1 203 12 soc soc PROPN eurjchem-1 203 13 . . PUNCT eurjchem-1 203 14     SPACE eurjchem-1 203 15 1928 1928 NUM eurjchem-1 203 16 , , PUNCT eurjchem-1 203 17     SPACE eurjchem-1 203 18 2393‐2399 2393‐2399 NUM eurjchem-1 203 19 . . PUNCT eurjchem-1 203 20       SPACE eurjchem-1 204 1 [ [ X eurjchem-1 204 2 20 20 NUM eurjchem-1 204 3 ] ] PUNCT eurjchem-1 204 4 . . PUNCT eurjchem-1 205 1 yamasaki yamasaki PROPN eurjchem-1 205 2     SPACE eurjchem-1 205 3 n. n. PROPN eurjchem-1 205 4 ; ; PUNCT eurjchem-1 205 5     SPACE eurjchem-1 205 6 imoto imoto NOUN eurjchem-1 205 7     SPACE eurjchem-1 205 8 t. t. PROPN eurjchem-1 205 9 ; ; PUNCT eurjchem-1 205 10     SPACE eurjchem-1 205 11 murai murai X eurjchem-1 205 12     SPACE eurjchem-1 205 13 y. y. PROPN eurjchem-1 205 14 ; ; PUNCT eurjchem-1 205 15     SPACE eurjchem-1 205 16 hiramura hiramura NOUN eurjchem-1 205 17     SPACE eurjchem-1 205 18 t. t. PROPN eurjchem-1 205 19 ; ; PUNCT eurjchem-1 205 20     SPACE eurjchem-1 205 21 oku oku PROPN eurjchem-1 205 22     SPACE eurjchem-1 205 23 t. t. PROPN eurjchem-1 205 24 ; ; PUNCT eurjchem-1 205 25     SPACE eurjchem-1 205 26 sawada sawada PROPN eurjchem-1 205 27     SPACE eurjchem-1 205 28 k. k. PROPN eurjchem-1 205 29     SPACE eurjchem-1 205 30 pct pct NOUN eurjchem-1 205 31     SPACE eurjchem-1 205 32 int int NOUN eurjchem-1 205 33 . . PUNCT eurjchem-1 205 34     SPACE eurjchem-1 206 1 appl appl PROPN eurjchem-1 206 2 . . PUNCT eurjchem-1 206 3     SPACE eurjchem-1 207 1 wo will AUX eurjchem-1 207 2     SPACE eurjchem-1 207 3 9724334 9724334 NUM eurjchem-1 207 4 : : PUNCT eurjchem-1 207 5     SPACE eurjchem-1 207 6 chem chem NOUN eurjchem-1 207 7 . . PUNCT eurjchem-1 207 8     SPACE eurjchem-1 208 1 abst abst PROPN eurjchem-1 208 2 . . PUNCT eurjchem-1 208 3     SPACE eurjchem-1 209 1 127 127 NUM eurjchem-1 209 2     SPACE eurjchem-1 209 3 ( ( PUNCT eurjchem-1 209 4 1997 1997 NUM eurjchem-1 209 5 ) ) PUNCT eurjchem-1 209 6     SPACE eurjchem-1 209 7 135799 135799 NUM eurjchem-1 209 8 . . PUNCT eurjchem-1 209 9     SPACE eurjchem-1 210 1 [ [ X eurjchem-1 210 2 21 21 NUM eurjchem-1 210 3 ] ] PUNCT eurjchem-1 210 4 . . PUNCT eurjchem-1 211 1 blackburn blackburn PROPN eurjchem-1 211 2     SPACE eurjchem-1 211 3 w. w. PROPN eurjchem-1 211 4 ; ; PUNCT eurjchem-1 211 5     SPACE eurjchem-1 211 6 danzig danzig PROPN eurjchem-1 211 7     SPACE eurjchem-1 211 8 m. m. NOUN eurjchem-1 211 9 ; ; PUNCT eurjchem-1 211 10     SPACE eurjchem-1 211 11 hubinger hubinger PROPN eurjchem-1 211 12     SPACE eurjchem-1 211 13 h. h. PROPN eurjchem-1 211 14 ; ; PUNCT eurjchem-1 211 15     SPACE eurjchem-1 211 16 soisson soisson PROPN eurjchem-1 211 17     SPACE eurjchem-1 211 18 d. d. PROPN eurjchem-1 211 19 ; ; PUNCT eurjchem-1 211 20     SPACE eurjchem-1 211 21 schultz schultz PROPN eurjchem-1 211 22     SPACE eurjchem-1 211 23 h. h. PROPN eurjchem-1 211 24     SPACE eurjchem-1 211 25 p. p. PROPN eurjchem-1 211 26 , , PUNCT eurjchem-1 211 27     SPACE eurjchem-1 211 28 j. j. PROPN eurjchem-1 211 29     SPACE eurjchem-1 211 30 org org PROPN eurjchem-1 211 31 . . PUNCT eurjchem-1 211 32     SPACE eurjchem-1 211 33 chem chem NOUN eurjchem-1 211 34 . . PUNCT eurjchem-1 211 35     SPACE eurjchem-1 212 1 1961 1961 NUM eurjchem-1 212 2 , , PUNCT eurjchem-1 212 3     SPACE eurjchem-1 212 4 26 26 NUM eurjchem-1 212 5     SPACE eurjchem-1 212 6 ( ( PUNCT eurjchem-1 212 7 8) 8) NUM eurjchem-1 212 8 , , PUNCT eurjchem-1 212 9     SPACE eurjchem-1 212 10 2805‐2809 2805‐2809 NUM eurjchem-1 212 11 . . PUNCT eurjchem-1 212 12     SPACE eurjchem-1 213 1 [ [ X eurjchem-1 213 2 22 22 NUM eurjchem-1 213 3 ] ] PUNCT eurjchem-1 213 4 . . PUNCT eurjchem-1 214 1 galal galal PROPN eurjchem-1 214 2     SPACE eurjchem-1 214 3 s. s. PROPN eurjchem-1 214 4     SPACE eurjchem-1 214 5 a. a. NOUN eurjchem-1 214 6 ; ; PUNCT eurjchem-1 214 7     SPACE eurjchem-1 214 8 hegab hegab PROPN eurjchem-1 214 9     SPACE eurjchem-1 214 10 k. k. PROPN eurjchem-1 214 11     SPACE eurjchem-1 214 12 h. h. PROPN eurjchem-1 214 13 ; ; PUNCT eurjchem-1 214 14     SPACE eurjchem-1 214 15 kassab kassab VERB eurjchem-1 214 16     SPACE eurjchem-1 214 17 a. a. NOUN eurjchem-1 214 18     SPACE eurjchem-1 214 19 s. s. PROPN eurjchem-1 214 20 ; ; PUNCT eurjchem-1 214 21     SPACE eurjchem-1 214 22 rodriguez rodriguez NOUN eurjchem-1 214 23     SPACE eurjchem-1 214 24 m. m. NOUN eurjchem-1 214 25     SPACE eurjchem-1 214 26 l. l. PROPN eurjchem-1 214 27 ; ; PUNCT eurjchem-1 214 28     SPACE eurjchem-1 214 29 kerwin kerwin PROPN eurjchem-1 214 30     SPACE eurjchem-1 214 31 s. s. PROPN eurjchem-1 214 32     SPACE eurjchem-1 214 33 m. m. NOUN eurjchem-1 214 34 ; ; PUNCT eurjchem-1 214 35     SPACE eurjchem-1 214 36 el‐ el‐ PROPN eurjchem-1 214 37 khamry khamry NOUN eurjchem-1 214 38     SPACE eurjchem-1 214 39 a. a. NOUN eurjchem-1 214 40     SPACE eurjchem-1 214 41 a. a. NOUN eurjchem-1 214 42 ; ; PUNCT eurjchem-1 214 43     SPACE eurjchem-1 214 44 el el PROPN eurjchem-1 214 45     SPACE eurjchem-1 214 46 diwani diwani PROPN eurjchem-1 214 47     SPACE eurjchem-1 214 48 h. h. PROPN eurjchem-1 214 49     SPACE eurjchem-1 214 50 i. i. PROPN eurjchem-1 214 51     SPACE eurjchem-1 214 52 eur eur PROPN eurjchem-1 214 53 . . PUNCT eurjchem-1 214 54     SPACE eurjchem-1 214 55 j. j. PROPN eurjchem-1 214 56     SPACE eurjchem-1 214 57 med med PROPN eurjchem-1 214 58 . . PUNCT eurjchem-1 214 59     SPACE eurjchem-1 214 60 chem chem NOUN eurjchem-1 214 61 . . PUNCT eurjchem-1 214 62     SPACE eurjchem-1 214 63 2009 2009 NUM eurjchem-1 214 64 , , PUNCT eurjchem-1 214 65     SPACE eurjchem-1 214 66 44,1500‐1508 44,1500‐1508 NOUN eurjchem-1 214 67 . . PUNCT eurjchem-1 214 68     SPACE eurjchem-1 215 1 [ [ X eurjchem-1 215 2 23 23 NUM eurjchem-1 215 3 ] ] PUNCT eurjchem-1 215 4 . . PUNCT eurjchem-1 215 5 labouta labouta PROPN eurjchem-1 215 6     SPACE eurjchem-1 215 7 i. i. PROPN eurjchem-1 215 8     SPACE eurjchem-1 215 9 m. m. NOUN eurjchem-1 215 10 ; ; PUNCT eurjchem-1 215 11     SPACE eurjchem-1 215 12 hassan hassan PROPN eurjchem-1 215 13     SPACE eurjchem-1 215 14 a. a. NOUN eurjchem-1 215 15     SPACE eurjchem-1 215 16 m. m. NOUN eurjchem-1 215 17     SPACE eurjchem-1 215 18 m. m. NOUN eurjchem-1 215 19 ; ; PUNCT eurjchem-1 215 20     SPACE eurjchem-1 215 21 aboulwafa aboulwafa NOUN eurjchem-1 215 22     SPACE eurjchem-1 215 23 o. o. PROPN eurjchem-1 215 24     SPACE eurjchem-1 215 25 m. m. NOUN eurjchem-1 215 26 ; ; PUNCT eurjchem-1 215 27     SPACE eurjchem-1 215 28 kader kader PROPN eurjchem-1 215 29     SPACE eurjchem-1 215 30 o. o. PROPN eurjchem-1 215 31 ; ; PUNCT eurjchem-1 215 32     SPACE eurjchem-1 215 33 monatsh monatsh ADJ eurjchem-1 215 34 . . PUNCT eurjchem-1 215 35     SPACE eurjchem-1 215 36 chem chem NOUN eurjchem-1 215 37 . . PUNCT eurjchem-1 215 38     SPACE eurjchem-1 215 39 1989 1989 NUM eurjchem-1 215 40 , , PUNCT eurjchem-1 215 41     SPACE eurjchem-1 215 42 120 120 NUM eurjchem-1 215 43     SPACE eurjchem-1 215 44 ( ( PUNCT eurjchem-1 215 45 6‐7 6‐7 NOUN eurjchem-1 215 46 ) ) PUNCT eurjchem-1 215 47 , , PUNCT eurjchem-1 215 48     SPACE eurjchem-1 215 49 571‐574 571‐574 NUM eurjchem-1 215 50 . . PUNCT eurjchem-1 215 51         SPACE