id	sid	tid	token	lemma	pos
eurjchem-319	1	1	untitled	untitle	VERB
eurjchem-319	1	2	european	european	PROPN
eurjchem-319	1	3	journal	journal	PROPN
eurjchem-319	1	4	of	of	ADP
eurjchem-319	1	5	chemistry	chemistry	NOUN
eurjchem-319	1	6	2	2	NUM
eurjchem-319	1	7	(	(	PUNCT
eurjchem-319	1	8	3	3	NUM
eurjchem-319	1	9	)	)	PUNCT
eurjchem-319	1	10	(	(	PUNCT
eurjchem-319	1	11	2011	2011	NUM
eurjchem-319	1	12	)	)	PUNCT
eurjchem-319	1	13	331‐336	331‐336	NUM
eurjchem-319	1	14	european	european	ADJ
eurjchem-319	1	15	journal	journal	PROPN
eurjchem-319	1	16	of	of	ADP
eurjchem-319	1	17	chemistry	chemistry	NOUN
eurjchem-319	1	18	issn	issn	PROPN
eurjchem-319	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-319	1	20	(	(	PUNCT
eurjchem-319	1	21	print	print	NOUN
eurjchem-319	1	22	)	)	PUNCT
eurjchem-319	1	23	/	/	SYM
eurjchem-319	1	24	issn	issn	PROPN
eurjchem-319	1	25	2153‐2257	2153‐2257	NUM
eurjchem-319	1	26	(	(	PUNCT
eurjchem-319	1	27	online	online	ADJ
eurjchem-319	1	28	)	)	PUNCT
eurjchem-319	1	29			NOUN
eurjchem-319	1	30	2011	2011	NUM
eurjchem-319	1	31	eurjchem	eurjchem	PROPN
eurjchem-319	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-319	1	33	/	/	SYM
eurjchem-319	1	34	eurjchem.2.3.331‐336.319	eurjchem.2.3.331‐336.319	ADJ
eurjchem-319	1	35	european	european	ADJ
eurjchem-319	1	36	journal	journal	PROPN
eurjchem-319	1	37	of	of	ADP
eurjchem-319	1	38	chemistry	chemistry	PROPN
eurjchem-319	1	39	journal	journal	PROPN
eurjchem-319	1	40	homepage	homepage	NOUN
eurjchem-319	1	41	:	:	PUNCT
eurjchem-319	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-319	1	43	synthesis	synthesis	NOUN
eurjchem-319	1	44	and	and	CCONJ
eurjchem-319	1	45	antitumor	antitumor	NOUN
eurjchem-319	1	46	activity	activity	NOUN
eurjchem-319	1	47	of	of	ADP
eurjchem-319	1	48	novel	novel	ADJ
eurjchem-319	1	49	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	1	50	derivatives	derivative	NOUN
eurjchem-319	1	51	mervat	mervat	VERB
eurjchem-319	1	52	mostafa	mostafa	PROPN
eurjchem-319	1	53	el‐enanya	el‐enanya	PROPN
eurjchem-319	1	54	,	,	PUNCT
eurjchem-319	1	55	mona	mona	PROPN
eurjchem-319	1	56	monir	monir	PROPN
eurjchem-319	1	57	kamelb	kamelb	PROPN
eurjchem-319	1	58	,	,	PUNCT
eurjchem-319	1	59	omneya	omneya	VERB
eurjchem-319	1	60	mahmoud	mahmoud	PROPN
eurjchem-319	1	61	khalilb	khalilb	PROPN
eurjchem-319	1	62	and	and	CCONJ
eurjchem-319	1	63	hala	hala	PROPN
eurjchem-319	1	64	bakr	bakr	PROPN
eurjchem-319	1	65	el‐nassanb	el‐nassanb	PROPN
eurjchem-319	1	66	,	,	PUNCT
eurjchem-319	1	67	*	*	PUNCT
eurjchem-319	1	68	a	a	DET
eurjchem-319	1	69	pharmacology	pharmacology	NOUN
eurjchem-319	1	70	chemistry	chemistry	NOUN
eurjchem-319	1	71	department	department	NOUN
eurjchem-319	1	72	,	,	PUNCT
eurjchem-319	1	73	faculty	faculty	NOUN
eurjchem-319	1	74	of	of	ADP
eurjchem-319	1	75	pharmaceutical	pharmaceutical	NOUN
eurjchem-319	1	76	science	science	NOUN
eurjchem-319	1	77	and	and	CCONJ
eurjchem-319	1	78	pharmaceutical	pharmaceutical	NOUN
eurjchem-319	1	79	industries	industry	NOUN
eurjchem-319	1	80	,	,	PUNCT
eurjchem-319	1	81	future	future	ADJ
eurjchem-319	1	82	university	university	NOUN
eurjchem-319	1	83	,	,	PUNCT
eurjchem-319	1	84	cairo	cairo	PROPN
eurjchem-319	1	85	,	,	PUNCT
eurjchem-319	1	86	11562	11562	NUM
eurjchem-319	1	87	,	,	PUNCT
eurjchem-319	1	88	egypt	egypt	PROPN
eurjchem-319	1	89	*	*	PROPN
eurjchem-319	1	90	*	*	PROPN
eurjchem-319	1	91	b	b	X
eurjchem-319	1	92	organic	organic	ADJ
eurjchem-319	1	93	chemistry	chemistry	NOUN
eurjchem-319	1	94	department	department	NOUN
eurjchem-319	1	95	,	,	PUNCT
eurjchem-319	1	96	faculty	faculty	NOUN
eurjchem-319	1	97	of	of	ADP
eurjchem-319	1	98	pharmacy	pharmacy	NOUN
eurjchem-319	1	99	,	,	PUNCT
eurjchem-319	1	100	cairo	cairo	PROPN
eurjchem-319	1	101	university	university	PROPN
eurjchem-319	1	102	,	,	PUNCT
eurjchem-319	1	103	cairo	cairo	PROPN
eurjchem-319	1	104	,	,	PUNCT
eurjchem-319	1	105	11562	11562	NUM
eurjchem-319	1	106	,	,	PUNCT
eurjchem-319	1	107	egypt	egypt	PROPN
eurjchem-319	1	108	*	*	PUNCT
eurjchem-319	1	109	corresponding	correspond	VERB
eurjchem-319	1	110	author	author	NOUN
eurjchem-319	1	111	at	at	ADP
eurjchem-319	1	112	:	:	PUNCT
eurjchem-319	1	113	organic	organic	ADJ
eurjchem-319	1	114	chemistry	chemistry	NOUN
eurjchem-319	1	115	department	department	NOUN
eurjchem-319	1	116	,	,	PUNCT
eurjchem-319	1	117	faculty	faculty	NOUN
eurjchem-319	1	118	of	of	ADP
eurjchem-319	1	119	pharmacy	pharmacy	NOUN
eurjchem-319	1	120	,	,	PUNCT
eurjchem-319	1	121	cairo	cairo	PROPN
eurjchem-319	1	122	university	university	PROPN
eurjchem-319	1	123	,	,	PUNCT
eurjchem-319	1	124	cairo	cairo	PROPN
eurjchem-319	1	125	,	,	PUNCT
eurjchem-319	1	126	11562	11562	NUM
eurjchem-319	1	127	,	,	PUNCT
eurjchem-319	1	128	egypt	egypt	PROPN
eurjchem-319	1	129	.	.	PUNCT
eurjchem-319	2	1	tel	tel	PROPN
eurjchem-319	2	2	.	.	PUNCT
eurjchem-319	2	3	:	:	PUNCT
eurjchem-319	3	1	+00202.23632245	+00202.23632245	ADJ
eurjchem-319	3	2	;	;	PUNCT
eurjchem-319	3	3	fax	fax	NOUN
eurjchem-319	3	4	:	:	PUNCT
eurjchem-319	3	5	+00202.23635140	+00202.23635140	ADJ
eurjchem-319	3	6	.	.	PUNCT
eurjchem-319	3	7	e‐mail	e‐mail	PUNCT
eurjchem-319	4	1	address	address	NOUN
eurjchem-319	4	2	:	:	PUNCT
eurjchem-319	4	3	hala_bakr@hotmail.com	hala_bakr@hotmail.com	X
eurjchem-319	4	4	(	(	PUNCT
eurjchem-319	4	5	h.b	h.b	PROPN
eurjchem-319	4	6	.	.	PROPN
eurjchem-319	4	7	el‐nassan	el‐nassan	PROPN
eurjchem-319	4	8	)	)	PUNCT
eurjchem-319	4	9	.	.	PUNCT
eurjchem-319	5	1	*	*	PUNCT
eurjchem-319	5	2	*	*	PUNCT
eurjchem-319	5	3	sabbatical	sabbatical	ADJ
eurjchem-319	5	4	leave	leave	NOUN
eurjchem-319	5	5	from	from	ADP
eurjchem-319	5	6	cairo	cairo	PROPN
eurjchem-319	5	7	university	university	PROPN
eurjchem-319	5	8	.	.	PUNCT
eurjchem-319	6	1	article	article	PROPN
eurjchem-319	6	2	information	information	PROPN
eurjchem-319	6	3	abstract	abstract	ADV
eurjchem-319	6	4	received	receive	VERB
eurjchem-319	6	5	:	:	PUNCT
eurjchem-319	6	6	14	14	NUM
eurjchem-319	6	7	november	november	PROPN
eurjchem-319	6	8	2010	2010	NUM
eurjchem-319	6	9	received	receive	VERB
eurjchem-319	6	10	in	in	ADP
eurjchem-319	6	11	revised	revise	VERB
eurjchem-319	6	12	form	form	NOUN
eurjchem-319	6	13	:	:	PUNCT
eurjchem-319	6	14	21	21	NUM
eurjchem-319	6	15	february	february	NOUN
eurjchem-319	6	16	2011	2011	NUM
eurjchem-319	6	17	accepted	accept	VERB
eurjchem-319	6	18	:	:	PUNCT
eurjchem-319	6	19	30	30	NUM
eurjchem-319	6	20	march	march	NOUN
eurjchem-319	6	21	2011	2011	NUM
eurjchem-319	6	22	online	online	NOUN
eurjchem-319	6	23	:	:	PUNCT
eurjchem-319	6	24	30	30	NUM
eurjchem-319	6	25	september	september	PROPN
eurjchem-319	6	26	2011	2011	NUM
eurjchem-319	6	27	keywords	keyword	VERB
eurjchem-319	6	28	a	a	DET
eurjchem-319	6	29	novel	novel	ADJ
eurjchem-319	6	30	series	series	NOUN
eurjchem-319	6	31	of	of	ADP
eurjchem-319	6	32	pyrazolo[1,5‐a]pyrimidine‐3‐carbonitriles	pyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile	NOUN
eurjchem-319	6	33	substituted	substitute	VERB
eurjchem-319	6	34	with	with	ADP
eurjchem-319	6	35	7‐amino	7‐amino	NUM
eurjchem-319	6	36	,	,	PUNCT
eurjchem-319	6	37	7‐substituted	7‐substitute	VERB
eurjchem-319	6	38	amino	amino	NOUN
eurjchem-319	6	39	and	and	CCONJ
eurjchem-319	6	40	5‐substituted	5‐substituted	ADJ
eurjchem-319	6	41	amino	amino	NOUN
eurjchem-319	6	42	groups	group	NOUN
eurjchem-319	6	43	was	be	AUX
eurjchem-319	6	44	synthesized	synthesize	VERB
eurjchem-319	6	45	.	.	PUNCT
eurjchem-319	7	1	some	some	PRON
eurjchem-319	7	2	of	of	ADP
eurjchem-319	7	3	the	the	DET
eurjchem-319	7	4	newly	newly	ADV
eurjchem-319	7	5	synthesized	synthesize	VERB
eurjchem-319	7	6	compounds	compound	NOUN
eurjchem-319	7	7	were	be	AUX
eurjchem-319	7	8	tested	test	VERB
eurjchem-319	7	9	in	in	ADP
eurjchem-319	7	10	vitro	vitro	X
eurjchem-319	7	11	on	on	ADP
eurjchem-319	7	12	human	human	ADJ
eurjchem-319	7	13	colon	colon	NOUN
eurjchem-319	7	14	tumor	tumor	NOUN
eurjchem-319	7	15	cell	cell	NOUN
eurjchem-319	7	16	line	line	NOUN
eurjchem-319	7	17	(	(	PUNCT
eurjchem-319	7	18	hct116	hct116	PROPN
eurjchem-319	7	19	)	)	PUNCT
eurjchem-319	7	20	.	.	PUNCT
eurjchem-319	8	1	compound	compound	NOUN
eurjchem-319	8	2	14a	14a	NOUN
eurjchem-319	8	3	displayed	display	VERB
eurjchem-319	8	4	the	the	DET
eurjchem-319	8	5	highest	high	ADJ
eurjchem-319	8	6	activity	activity	NOUN
eurjchem-319	8	7	among	among	ADP
eurjchem-319	8	8	the	the	DET
eurjchem-319	8	9	tested	test	VERB
eurjchem-319	8	10	compounds	compound	NOUN
eurjchem-319	8	11	with	with	ADP
eurjchem-319	8	12	ic50	ic50	PROPN
eurjchem-319	8	13	that	that	PRON
eurjchem-319	8	14	equals	equal	VERB
eurjchem-319	8	15	to	to	ADP
eurjchem-319	8	16	0.0020	0.0020	NUM
eurjchem-319	8	17	μm	μm	NUM
eurjchem-319	8	18	.	.	PUNCT
eurjchem-319	9	1	pyrazole	pyrazole	NOUN
eurjchem-319	9	2	5‐aminopyrazole	5‐aminopyrazole	NOUN
eurjchem-319	9	3	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	9	4	antitumor	antitumor	PROPN
eurjchem-319	9	5	activity	activity	NOUN
eurjchem-319	9	6	cytotoxic	cytotoxic	ADJ
eurjchem-319	9	7	activity	activity	NOUN
eurjchem-319	9	8	hct116	hct116	ADV
eurjchem-319	9	9	1	1	NUM
eurjchem-319	9	10	.	.	PUNCT
eurjchem-319	10	1	introduction	introduction	NOUN
eurjchem-319	10	2	cancer	cancer	NOUN
eurjchem-319	10	3	is	be	AUX
eurjchem-319	10	4	defined	define	VERB
eurjchem-319	10	5	as	as	ADP
eurjchem-319	10	6	malignant	malignant	ADJ
eurjchem-319	10	7	growth	growth	NOUN
eurjchem-319	10	8	of	of	ADP
eurjchem-319	10	9	cells	cell	NOUN
eurjchem-319	10	10	.	.	PUNCT
eurjchem-319	11	1	most	most	ADJ
eurjchem-319	11	2	tumors	tumor	NOUN
eurjchem-319	11	3	arise	arise	VERB
eurjchem-319	11	4	from	from	ADP
eurjchem-319	11	5	a	a	DET
eurjchem-319	11	6	combination	combination	NOUN
eurjchem-319	11	7	of	of	ADP
eurjchem-319	11	8	genetic	genetic	ADJ
eurjchem-319	11	9	mutations	mutation	NOUN
eurjchem-319	11	10	in	in	ADP
eurjchem-319	11	11	the	the	DET
eurjchem-319	11	12	cell	cell	NOUN
eurjchem-319	11	13	.	.	PUNCT
eurjchem-319	12	1	these	these	DET
eurjchem-319	12	2	genetic	genetic	ADJ
eurjchem-319	12	3	changes	change	NOUN
eurjchem-319	12	4	lead	lead	VERB
eurjchem-319	12	5	to	to	ADP
eurjchem-319	12	6	activation	activation	NOUN
eurjchem-319	12	7	of	of	ADP
eurjchem-319	12	8	oncogenes	oncogene	NOUN
eurjchem-319	12	9	and	and	CCONJ
eurjchem-319	12	10	suppression	suppression	NOUN
eurjchem-319	12	11	or	or	CCONJ
eurjchem-319	12	12	deletion	deletion	NOUN
eurjchem-319	12	13	of	of	ADP
eurjchem-319	12	14	tumor	tumor	NOUN
eurjchem-319	12	15	suppressor	suppressor	NOUN
eurjchem-319	12	16	genes	gene	NOUN
eurjchem-319	12	17	.	.	PUNCT
eurjchem-319	13	1	as	as	ADP
eurjchem-319	13	2	a	a	DET
eurjchem-319	13	3	result	result	NOUN
eurjchem-319	13	4	,	,	PUNCT
eurjchem-319	13	5	there	there	PRON
eurjchem-319	13	6	is	be	VERB
eurjchem-319	13	7	unregulated	unregulated	ADJ
eurjchem-319	13	8	cell	cell	NOUN
eurjchem-319	13	9	proliferation	proliferation	NOUN
eurjchem-319	13	10	and	and	CCONJ
eurjchem-319	13	11	also	also	ADV
eurjchem-319	13	12	a	a	DET
eurjchem-319	13	13	delay	delay	NOUN
eurjchem-319	13	14	in	in	ADP
eurjchem-319	13	15	programmed	program	VERB
eurjchem-319	13	16	cell	cell	NOUN
eurjchem-319	13	17	death	death	NOUN
eurjchem-319	13	18	,	,	PUNCT
eurjchem-319	13	19	apoptosis	apoptosis	NOUN
eurjchem-319	13	20	[	[	X
eurjchem-319	13	21	1	1	NUM
eurjchem-319	13	22	]	]	PUNCT
eurjchem-319	13	23	.	.	PUNCT
eurjchem-319	14	1	most	most	ADJ
eurjchem-319	14	2	of	of	ADP
eurjchem-319	14	3	the	the	DET
eurjchem-319	14	4	clinically	clinically	ADV
eurjchem-319	14	5	used	use	VERB
eurjchem-319	14	6	antineoplastic	antineoplastic	ADJ
eurjchem-319	14	7	drugs	drug	NOUN
eurjchem-319	14	8	aim	aim	VERB
eurjchem-319	14	9	to	to	PART
eurjchem-319	14	10	suppress	suppress	VERB
eurjchem-319	14	11	the	the	DET
eurjchem-319	14	12	proliferative	proliferative	ADJ
eurjchem-319	14	13	process	process	NOUN
eurjchem-319	14	14	(	(	PUNCT
eurjchem-319	14	15	e.g.	e.g.	ADV
eurjchem-319	14	16	:	:	PUNCT
eurjchem-319	14	17	dna	dna	NOUN
eurjchem-319	14	18	replication	replication	NOUN
eurjchem-319	14	19	or	or	CCONJ
eurjchem-319	14	20	chromosome	chromosome	NOUN
eurjchem-319	14	21	segregation	segregation	NOUN
eurjchem-319	14	22	)	)	PUNCT
eurjchem-319	15	1	[	[	X
eurjchem-319	15	2	1	1	NUM
eurjchem-319	15	3	]	]	PUNCT
eurjchem-319	15	4	.	.	PUNCT
eurjchem-319	16	1	pyrazolo[1,5‐a]pyrimidines	pyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-319	16	2	are	be	AUX
eurjchem-319	16	3	of	of	ADP
eurjchem-319	16	4	considerable	considerable	ADJ
eurjchem-319	16	5	chemical	chemical	NOUN
eurjchem-319	16	6	and	and	CCONJ
eurjchem-319	16	7	pharmacological	pharmacological	ADJ
eurjchem-319	16	8	importance	importance	NOUN
eurjchem-319	16	9	as	as	ADP
eurjchem-319	16	10	purine	purine	NOUN
eurjchem-319	16	11	analogs	analog	NOUN
eurjchem-319	16	12	and	and	CCONJ
eurjchem-319	16	13	many	many	ADJ
eurjchem-319	16	14	derivatives	derivative	NOUN
eurjchem-319	16	15	of	of	ADP
eurjchem-319	16	16	pyrazolo[1,5‐a]pyrimidines	pyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-319	16	17	have	have	AUX
eurjchem-319	16	18	been	be	AUX
eurjchem-319	16	19	reported	report	VERB
eurjchem-319	16	20	to	to	PART
eurjchem-319	16	21	exhibit	exhibit	VERB
eurjchem-319	16	22	cytotoxic	cytotoxic	ADJ
eurjchem-319	16	23	activity	activity	NOUN
eurjchem-319	17	1	[	[	X
eurjchem-319	17	2	2‐10	2‐10	X
eurjchem-319	17	3	]	]	X
eurjchem-319	17	4	.	.	PUNCT
eurjchem-319	18	1	different	different	ADJ
eurjchem-319	18	2	mechanisms	mechanism	NOUN
eurjchem-319	18	3	account	account	VERB
eurjchem-319	18	4	for	for	ADP
eurjchem-319	18	5	the	the	DET
eurjchem-319	18	6	cytotoxic	cytotoxic	ADJ
eurjchem-319	18	7	effect	effect	NOUN
eurjchem-319	18	8	of	of	ADP
eurjchem-319	18	9	this	this	DET
eurjchem-319	18	10	class	class	NOUN
eurjchem-319	18	11	of	of	ADP
eurjchem-319	18	12	compounds	compound	NOUN
eurjchem-319	18	13	,	,	PUNCT
eurjchem-319	18	14	where	where	SCONJ
eurjchem-319	18	15	they	they	PRON
eurjchem-319	18	16	have	have	AUX
eurjchem-319	18	17	been	be	AUX
eurjchem-319	18	18	reported	report	VERB
eurjchem-319	18	19	to	to	PART
eurjchem-319	18	20	act	act	VERB
eurjchem-319	18	21	as	as	ADP
eurjchem-319	18	22	vascular	vascular	ADJ
eurjchem-319	18	23	endothelial	endothelial	ADJ
eurjchem-319	18	24	growth	growth	NOUN
eurjchem-319	18	25	factor	factor	NOUN
eurjchem-319	18	26	receptor	receptor	NOUN
eurjchem-319	18	27	inhibitor	inhibitor	NOUN
eurjchem-319	18	28	[	[	X
eurjchem-319	18	29	2	2	NUM
eurjchem-319	18	30	]	]	PUNCT
eurjchem-319	18	31	and	and	CCONJ
eurjchem-319	18	32	cyclin	cyclin	PROPN
eurjchem-319	18	33	dependent	dependent	PROPN
eurjchem-319	18	34	kinase	kinase	PROPN
eurjchem-319	18	35	inhibitors	inhibitor	NOUN
eurjchem-319	18	36	[	[	X
eurjchem-319	18	37	3,6‐8	3,6‐8	NUM
eurjchem-319	18	38	]	]	PUNCT
eurjchem-319	18	39	.	.	PUNCT
eurjchem-319	19	1	several	several	ADJ
eurjchem-319	19	2	7‐substituted	7‐substitute	VERB
eurjchem-319	19	3	aminopyrazolo[1,5‐a]pyrimidine	aminopyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	19	4	derivatives	derivative	NOUN
eurjchem-319	19	5	were	be	AUX
eurjchem-319	19	6	reported	report	VERB
eurjchem-319	19	7	to	to	PART
eurjchem-319	19	8	have	have	VERB
eurjchem-319	19	9	antiproliferative	antiproliferative	ADJ
eurjchem-319	19	10	activity	activity	NOUN
eurjchem-319	19	11	against	against	ADP
eurjchem-319	19	12	hct116	hct116	PROPN
eurjchem-319	19	13	and	and	CCONJ
eurjchem-319	19	14	other	other	ADJ
eurjchem-319	19	15	cell	cell	NOUN
eurjchem-319	19	16	lines	line	NOUN
eurjchem-319	19	17	(	(	PUNCT
eurjchem-319	19	18	e.g.	e.g.	ADV
eurjchem-319	19	19	compounds	compound	VERB
eurjchem-319	19	20	1‐3	1‐3	NOUN
eurjchem-319	19	21	)	)	PUNCT
eurjchem-319	20	1	[	[	X
eurjchem-319	20	2	3,6,8	3,6,8	NUM
eurjchem-319	20	3	]	]	X
eurjchem-319	20	4	(	(	PUNCT
eurjchem-319	20	5	figure	figure	NOUN
eurjchem-319	20	6	1	1	NUM
eurjchem-319	20	7	)	)	PUNCT
eurjchem-319	20	8	.	.	PUNCT
eurjchem-319	21	1	in	in	ADP
eurjchem-319	21	2	the	the	DET
eurjchem-319	21	3	present	present	ADJ
eurjchem-319	21	4	study	study	NOUN
eurjchem-319	21	5	,	,	PUNCT
eurjchem-319	21	6	several	several	ADJ
eurjchem-319	21	7	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	21	8	derivatives	derivative	NOUN
eurjchem-319	21	9	,	,	PUNCT
eurjchem-319	21	10	bearing	bear	VERB
eurjchem-319	21	11	2‐methylsulphanyl	2‐methylsulphanyl	NUM
eurjchem-319	21	12	group	group	NOUN
eurjchem-319	21	13	,	,	PUNCT
eurjchem-319	21	14	3‐nitrile	3‐nitrile	NUM
eurjchem-319	21	15	group	group	NOUN
eurjchem-319	21	16	and	and	CCONJ
eurjchem-319	21	17	7‐amino	7‐amino	NUM
eurjchem-319	21	18	(	(	PUNCT
eurjchem-319	21	19	6a	6a	NOUN
eurjchem-319	21	20	,	,	PUNCT
eurjchem-319	21	21	6b	6b	NUM
eurjchem-319	21	22	,	,	PUNCT
eurjchem-319	21	23	7a‐d	7a‐d	NOUN
eurjchem-319	21	24	,	,	PUNCT
eurjchem-319	21	25	8	8	NUM
eurjchem-319	21	26	and	and	CCONJ
eurjchem-319	21	27	9	9	NUM
eurjchem-319	21	28	)	)	PUNCT
eurjchem-319	21	29	or	or	CCONJ
eurjchem-319	21	30	7‐substituted	7‐substitute	VERB
eurjchem-319	21	31	amino	amino	NOUN
eurjchem-319	21	32	group	group	NOUN
eurjchem-319	21	33	(	(	PUNCT
eurjchem-319	21	34	14a‐	14a‐	NUM
eurjchem-319	21	35	c	c	X
eurjchem-319	21	36	)	)	PUNCT
eurjchem-319	21	37	were	be	AUX
eurjchem-319	21	38	prepared	prepare	VERB
eurjchem-319	21	39	.	.	PUNCT
eurjchem-319	22	1	besides	besides	SCONJ
eurjchem-319	22	2	,	,	PUNCT
eurjchem-319	22	3	different	different	ADJ
eurjchem-319	22	4	substitutions	substitution	NOUN
eurjchem-319	22	5	were	be	AUX
eurjchem-319	22	6	introduced	introduce	VERB
eurjchem-319	22	7	at	at	ADP
eurjchem-319	22	8	position	position	NOUN
eurjchem-319	22	9	5	5	NUM
eurjchem-319	22	10	(	(	PUNCT
eurjchem-319	22	11	aromatic	aromatic	ADJ
eurjchem-319	22	12	ring	ring	NOUN
eurjchem-319	22	13	,	,	PUNCT
eurjchem-319	22	14	amino	amino	NOUN
eurjchem-319	22	15	group	group	NOUN
eurjchem-319	22	16	or	or	CCONJ
eurjchem-319	22	17	carbonyl	carbonyl	NOUN
eurjchem-319	22	18	group	group	NOUN
eurjchem-319	22	19	)	)	PUNCT
eurjchem-319	22	20	(	(	PUNCT
eurjchem-319	22	21	scheme	scheme	NOUN
eurjchem-319	22	22	1	1	NUM
eurjchem-319	22	23	and	and	CCONJ
eurjchem-319	22	24	2	2	NUM
eurjchem-319	22	25	)	)	PUNCT
eurjchem-319	22	26	.	.	PUNCT
eurjchem-319	23	1	meanwhile	meanwhile	ADV
eurjchem-319	23	2	,	,	PUNCT
eurjchem-319	23	3	the	the	DET
eurjchem-319	23	4	study	study	NOUN
eurjchem-319	23	5	aimed	aim	VERB
eurjchem-319	23	6	to	to	PART
eurjchem-319	23	7	synthesize	synthesize	VERB
eurjchem-319	23	8	7‐substituted	7‐substitute	VERB
eurjchem-319	23	9	amino‐	amino‐	NOUN
eurjchem-319	23	10	5‐methylpyrazolo[1,5‐a]pyrimidine	5‐methylpyrazolo[1,5‐a]pyrimidine	PRON
eurjchem-319	23	11	derivatives	derivative	NOUN
eurjchem-319	23	12	.	.	PUNCT
eurjchem-319	24	1	nevertheless	nevertheless	ADV
eurjchem-319	24	2	,	,	PUNCT
eurjchem-319	24	3	the	the	DET
eurjchem-319	24	4	product	product	NOUN
eurjchem-319	24	5	obtained	obtain	VERB
eurjchem-319	24	6	using	use	VERB
eurjchem-319	24	7	two	two	NUM
eurjchem-319	24	8	different	different	ADJ
eurjchem-319	24	9	reaction	reaction	NOUN
eurjchem-319	24	10	conditions	condition	NOUN
eurjchem-319	24	11	was	be	AUX
eurjchem-319	24	12	the	the	DET
eurjchem-319	24	13	7‐	7‐	NUM
eurjchem-319	24	14	methyl	methyl	NOUN
eurjchem-319	24	15	derivative	derivative	NOUN
eurjchem-319	24	16	.	.	PUNCT
eurjchem-319	25	1	2	2	X
eurjchem-319	25	2	.	.	X
eurjchem-319	25	3	experimental	experimental	ADJ
eurjchem-319	25	4	2.1	2.1	NUM
eurjchem-319	25	5	.	.	PUNCT
eurjchem-319	26	1	instrumentation	instrumentation	NOUN
eurjchem-319	26	2	melting	melting	NOUN
eurjchem-319	26	3	points	point	NOUN
eurjchem-319	26	4	were	be	AUX
eurjchem-319	26	5	determined	determine	VERB
eurjchem-319	26	6	using	use	VERB
eurjchem-319	26	7	a	a	DET
eurjchem-319	26	8	griffin	griffin	NOUN
eurjchem-319	26	9	apparatus	apparatus	NOUN
eurjchem-319	26	10	and	and	CCONJ
eurjchem-319	26	11	were	be	AUX
eurjchem-319	26	12	uncorrected	uncorrecte	VERB
eurjchem-319	26	13	.	.	PUNCT
eurjchem-319	27	1	ir	ir	PROPN
eurjchem-319	27	2	spectra	spectra	PROPN
eurjchem-319	27	3	were	be	AUX
eurjchem-319	27	4	recorded	record	VERB
eurjchem-319	27	5	on	on	ADP
eurjchem-319	27	6	mattson	mattson	PROPN
eurjchem-319	27	7	genesis	genesis	PROPN
eurjchem-319	27	8	ii	ii	PROPN
eurjchem-319	27	9	ft‐ir	ft‐ir	NOUN
eurjchem-319	27	10	and	and	CCONJ
eurjchem-319	27	11	values	value	NOUN
eurjchem-319	27	12	were	be	AUX
eurjchem-319	27	13	represented	represent	VERB
eurjchem-319	27	14	in	in	ADP
eurjchem-319	27	15	cm‐1	cm‐1	PROPN
eurjchem-319	27	16	.	.	PUNCT
eurjchem-319	28	1	1h	1h	NUM
eurjchem-319	28	2	nmr	nmr	NOUN
eurjchem-319	28	3	were	be	AUX
eurjchem-319	28	4	carried	carry	VERB
eurjchem-319	28	5	out	out	ADP
eurjchem-319	28	6	on	on	ADP
eurjchem-319	28	7	varian	varian	PROPN
eurjchem-319	28	8	gemini	gemini	PROPN
eurjchem-319	28	9	200	200	NUM
eurjchem-319	28	10	mhz	mhz	NOUN
eurjchem-319	28	11	spectrophotometer	spectrophotometer	NOUN
eurjchem-319	28	12	,	,	PUNCT
eurjchem-319	28	13	microanalytical	microanalytical	ADJ
eurjchem-319	28	14	center	center	NOUN
eurjchem-319	28	15	,	,	PUNCT
eurjchem-319	28	16	cairo	cairo	PROPN
eurjchem-319	28	17	university	university	PROPN
eurjchem-319	28	18	,	,	PUNCT
eurjchem-319	28	19	cairo	cairo	PROPN
eurjchem-319	28	20	,	,	PUNCT
eurjchem-319	28	21	egypt	egypt	PROPN
eurjchem-319	28	22	,	,	PUNCT
eurjchem-319	28	23	using	use	VERB
eurjchem-319	28	24	tms	tms	PROPN
eurjchem-319	28	25	as	as	SCONJ
eurjchem-319	28	26	an	an	DET
eurjchem-319	28	27	internal	internal	ADJ
eurjchem-319	28	28	standard	standard	ADJ
eurjchem-319	28	29	and	and	CCONJ
eurjchem-319	28	30	chemical	chemical	NOUN
eurjchem-319	28	31	shifts	shift	NOUN
eurjchem-319	28	32	were	be	AUX
eurjchem-319	28	33	recorded	record	VERB
eurjchem-319	28	34	in	in	ADP
eurjchem-319	28	35	ppm	ppm	NOUN
eurjchem-319	28	36	on	on	ADP
eurjchem-319	28	37	δ	δ	PROPN
eurjchem-319	28	38	scale	scale	NOUN
eurjchem-319	28	39	and	and	CCONJ
eurjchem-319	28	40	coupling	coupling	NOUN
eurjchem-319	28	41	constants	constant	NOUN
eurjchem-319	28	42	(	(	PUNCT
eurjchem-319	28	43	j	j	NOUN
eurjchem-319	28	44	)	)	PUNCT
eurjchem-319	28	45	are	be	AUX
eurjchem-319	28	46	given	give	VERB
eurjchem-319	28	47	in	in	ADP
eurjchem-319	28	48	hz	hz	PROPN
eurjchem-319	28	49	.	.	PUNCT
eurjchem-319	29	1	the	the	DET
eurjchem-319	29	2	electron	electron	NOUN
eurjchem-319	29	3	impact	impact	NOUN
eurjchem-319	29	4	(	(	PUNCT
eurjchem-319	29	5	ei	ei	NOUN
eurjchem-319	29	6	)	)	PUNCT
eurjchem-319	29	7	mass	mass	NOUN
eurjchem-319	29	8	spectra	spectra	NOUN
eurjchem-319	29	9	were	be	AUX
eurjchem-319	29	10	recorded	record	VERB
eurjchem-319	29	11	on	on	ADP
eurjchem-319	29	12	shimadzu	shimadzu	ADJ
eurjchem-319	29	13	qp‐2010	qp‐2010	PROPN
eurjchem-319	29	14	plus	plus	CCONJ
eurjchem-319	29	15	,	,	PUNCT
eurjchem-319	29	16	microanalytical	microanalytical	ADJ
eurjchem-319	29	17	center	center	NOUN
eurjchem-319	29	18	,	,	PUNCT
eurjchem-319	29	19	cairo	cairo	PROPN
eurjchem-319	29	20	university	university	PROPN
eurjchem-319	29	21	,	,	PUNCT
eurjchem-319	29	22	cairo	cairo	PROPN
eurjchem-319	29	23	,	,	PUNCT
eurjchem-319	29	24	egypt	egypt	PROPN
eurjchem-319	29	25	.	.	PUNCT
eurjchem-319	30	1	analytical	analytical	ADJ
eurjchem-319	30	2	thin	thin	ADJ
eurjchem-319	30	3	layer	layer	NOUN
eurjchem-319	30	4	chromatography	chromatography	NOUN
eurjchem-319	30	5	(	(	PUNCT
eurjchem-319	30	6	tlc	tlc	NOUN
eurjchem-319	30	7	)	)	PUNCT
eurjchem-319	30	8	on	on	ADP
eurjchem-319	30	9	silica	silica	NOUN
eurjchem-319	30	10	gel	gel	NOUN
eurjchem-319	30	11	plates	plate	NOUN
eurjchem-319	30	12	containing	contain	VERB
eurjchem-319	30	13	uv	uv	NOUN
eurjchem-319	30	14	indicator	indicator	NOUN
eurjchem-319	30	15	was	be	AUX
eurjchem-319	30	16	employed	employ	VERB
eurjchem-319	30	17	routinely	routinely	ADV
eurjchem-319	30	18	to	to	PART
eurjchem-319	30	19	follow	follow	VERB
eurjchem-319	30	20	the	the	DET
eurjchem-319	30	21	course	course	NOUN
eurjchem-319	30	22	of	of	ADP
eurjchem-319	30	23	reactions	reaction	NOUN
eurjchem-319	30	24	and	and	CCONJ
eurjchem-319	30	25	to	to	PART
eurjchem-319	30	26	check	check	VERB
eurjchem-319	30	27	the	the	DET
eurjchem-319	30	28	purity	purity	NOUN
eurjchem-319	30	29	of	of	ADP
eurjchem-319	30	30	products	product	NOUN
eurjchem-319	30	31	.	.	PUNCT
eurjchem-319	31	1	all	all	DET
eurjchem-319	31	2	reagents	reagent	NOUN
eurjchem-319	31	3	and	and	CCONJ
eurjchem-319	31	4	solvents	solvent	NOUN
eurjchem-319	31	5	were	be	AUX
eurjchem-319	31	6	purified	purify	VERB
eurjchem-319	31	7	and	and	CCONJ
eurjchem-319	31	8	dried	dry	VERB
eurjchem-319	31	9	by	by	ADP
eurjchem-319	31	10	standard	standard	ADJ
eurjchem-319	31	11	techniques	technique	NOUN
eurjchem-319	31	12	.	.	PUNCT
eurjchem-319	32	1	elemental	elemental	ADJ
eurjchem-319	32	2	microanalyses	microanalysis	NOUN
eurjchem-319	32	3	were	be	AUX
eurjchem-319	32	4	performed	perform	VERB
eurjchem-319	32	5	at	at	ADP
eurjchem-319	32	6	microanalytical	microanalytical	ADJ
eurjchem-319	32	7	center	center	NOUN
eurjchem-319	32	8	,	,	PUNCT
eurjchem-319	32	9	cairo	cairo	PROPN
eurjchem-319	32	10	university	university	PROPN
eurjchem-319	32	11	,	,	PUNCT
eurjchem-319	32	12	cairo	cairo	PROPN
eurjchem-319	32	13	,	,	PUNCT
eurjchem-319	32	14	egypt	egypt	PROPN
eurjchem-319	32	15	,	,	PUNCT
eurjchem-319	32	16	and	and	CCONJ
eurjchem-319	32	17	were	be	AUX
eurjchem-319	32	18	within	within	ADP
eurjchem-319	32	19	±0.4	±0.4	PROPN
eurjchem-319	32	20	%	%	NOUN
eurjchem-319	32	21	.	.	PUNCT
eurjchem-319	33	1	2.2	2.2	NUM
eurjchem-319	33	2	.	.	PUNCT
eurjchem-319	34	1	synthesis	synthesis	NOUN
eurjchem-319	34	2	2.2.1	2.2.1	NUM
eurjchem-319	34	3	.	.	PUNCT
eurjchem-319	34	4	general	general	ADJ
eurjchem-319	34	5	procedure	procedure	NOUN
eurjchem-319	34	6	for	for	ADP
eurjchem-319	34	7	the	the	DET
eurjchem-319	34	8	synthesis	synthesis	NOUN
eurjchem-319	34	9	of	of	ADP
eurjchem-319	34	10	7‐amino‐2‐methyl	7‐amino‐2‐methyl	PROPN
eurjchem-319	34	11	sulphanyl‐5‐(substituted	sulphanyl‐5‐(substitute	VERB
eurjchem-319	34	12	phenyl)‐4,5‐dihydropyrazolo	phenyl)‐4,5‐dihydropyrazolo	NOUN
eurjchem-319	35	1	[	[	X
eurjchem-319	35	2	1,5‐a	1,5‐a	X
eurjchem-319	35	3	]	]	X
eurjchem-319	35	4	pyrimidine‐3,6‐dicarbonitriles	pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	35	5	6a	6a	NOUN
eurjchem-319	35	6	,	,	PUNCT
eurjchem-319	35	7	b	b	NOUN
eurjchem-319	35	8	and	and	CCONJ
eurjchem-319	35	9	7‐amino‐2‐methyl	7‐amino‐2‐methyl	PROPN
eurjchem-319	35	10	sulphanyl‐5‐(substituted	sulphanyl‐5‐(substitute	VERB
eurjchem-319	35	11	phenyl)pyrazolo[1,5‐a]pyrimidine‐3,6‐	phenyl)pyrazolo[1,5‐a]pyrimidine‐3,6‐	PROPN
eurjchem-319	35	12	dicarbonitriles	dicarbonitrile	NOUN
eurjchem-319	35	13	7a‐d	7a‐d	VERB
eurjchem-319	35	14	a	a	DET
eurjchem-319	35	15	mixture	mixture	NOUN
eurjchem-319	35	16	of	of	ADP
eurjchem-319	35	17	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	NUM
eurjchem-319	35	18	carbonitrile	carbonitrile	NOUN
eurjchem-319	35	19	(	(	PUNCT
eurjchem-319	35	20	4	4	NUM
eurjchem-319	35	21	)	)	PUNCT
eurjchem-319	36	1	[	[	X
eurjchem-319	36	2	11	11	NUM
eurjchem-319	36	3	]	]	PUNCT
eurjchem-319	36	4	(	(	PUNCT
eurjchem-319	36	5	0.31	0.31	NUM
eurjchem-319	36	6	g	g	NOUN
eurjchem-319	36	7	,	,	PUNCT
eurjchem-319	36	8	0.002	0.002	NUM
eurjchem-319	36	9	mol	mol	NOUN
eurjchem-319	36	10	)	)	PUNCT
eurjchem-319	36	11	,	,	PUNCT
eurjchem-319	36	12	the	the	DET
eurjchem-319	36	13	appropriate	appropriate	ADJ
eurjchem-319	36	14	substituted	substitute	VERB
eurjchem-319	36	15	benzylidenemalononitrile	benzylidenemalononitrile	NOUN
eurjchem-319	36	16	5a‐f	5a‐f	PROPN
eurjchem-319	37	1	[	[	X
eurjchem-319	37	2	12‐15	12‐15	X
eurjchem-319	37	3	]	]	X
eurjchem-319	37	4	(	(	PUNCT
eurjchem-319	37	5	0.002	0.002	NUM
eurjchem-319	37	6	mol	mol	NOUN
eurjchem-319	37	7	)	)	PUNCT
eurjchem-319	37	8	and	and	CCONJ
eurjchem-319	37	9	triethylamine	triethylamine	NOUN
eurjchem-319	37	10	(	(	PUNCT
eurjchem-319	37	11	2	2	NUM
eurjchem-319	37	12	ml	ml	NOUN
eurjchem-319	37	13	)	)	PUNCT
eurjchem-319	37	14	in	in	ADP
eurjchem-319	37	15	absolute	absolute	ADJ
eurjchem-319	37	16	ethanol	ethanol	NOUN
eurjchem-319	37	17	(	(	PUNCT
eurjchem-319	37	18	20	20	NUM
eurjchem-319	37	19	ml	ml	NOUN
eurjchem-319	37	20	)	)	PUNCT
eurjchem-319	37	21	was	be	AUX
eurjchem-319	37	22	heated	heat	VERB
eurjchem-319	37	23	under	under	ADP
eurjchem-319	37	24	reflux	reflux	NOUN
eurjchem-319	37	25	for	for	ADP
eurjchem-319	37	26	7	7	NUM
eurjchem-319	37	27	h.	h.	NOUN
eurjchem-319	37	28	the	the	DET
eurjchem-319	37	29	precipitate	precipitate	NOUN
eurjchem-319	37	30	formed	form	VERB
eurjchem-319	37	31	was	be	AUX
eurjchem-319	37	32	filtered	filter	VERB
eurjchem-319	37	33	,	,	PUNCT
eurjchem-319	37	34	dried	dry	VERB
eurjchem-319	37	35	and	and	CCONJ
eurjchem-319	37	36	crystallized	crystallize	VERB
eurjchem-319	37	37	from	from	ADP
eurjchem-319	37	38	acetic	acetic	ADJ
eurjchem-319	37	39	acid	acid	NOUN
eurjchem-319	37	40	.	.	PUNCT
eurjchem-319	38	1	7‐amino‐5‐(2‐chlorophenyl)‐2‐methylsulphanyl‐4,5‐dihydro	7‐amino‐5‐(2‐chlorophenyl)‐2‐methylsulphanyl‐4,5‐dihydro	NUM
eurjchem-319	39	1	pyrazolo[1,5‐a]pyrimidine‐3,6‐dicarbonitrile	pyrazolo[1,5‐a]pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	39	2	(	(	PUNCT
eurjchem-319	39	3	6a	6a	NOUN
eurjchem-319	39	4	):	):	PUNCT
eurjchem-319	39	5	yield	yield	NOUN
eurjchem-319	39	6	:	:	PUNCT
eurjchem-319	39	7	33	33	NUM
eurjchem-319	39	8	%	%	NOUN
eurjchem-319	39	9	.	.	PUNCT
eurjchem-319	40	1	m.p	m.p	PROPN
eurjchem-319	40	2	.	.	PROPN
eurjchem-319	40	3	:	:	PUNCT
eurjchem-319	40	4	246‐247	246‐247	NUM
eurjchem-319	40	5	oc	oc	PROPN
eurjchem-319	40	6	.	.	PUNCT
eurjchem-319	41	1	ft‐ir	ft‐ir	NOUN
eurjchem-319	41	2	(	(	PUNCT
eurjchem-319	41	3	cm‐1	cm‐1	PROPN
eurjchem-319	41	4	):	):	PUNCT
eurjchem-319	41	5	3453	3453	NUM
eurjchem-319	41	6	,	,	PUNCT
eurjchem-319	41	7	3307	3307	NUM
eurjchem-319	41	8	,	,	PUNCT
eurjchem-319	41	9	3236	3236	NUM
eurjchem-319	41	10	(	(	PUNCT
eurjchem-319	41	11	nh	nh	NOUN
eurjchem-319	41	12	/	/	SYM
eurjchem-319	41	13	nh2	nh2	PROPN
eurjchem-319	41	14	)	)	PUNCT
eurjchem-319	41	15	,	,	PUNCT
eurjchem-319	41	16	2228	2228	NUM
eurjchem-319	41	17	,	,	PUNCT
eurjchem-319	41	18	2192	2192	NUM
eurjchem-319	41	19	(	(	PUNCT
eurjchem-319	41	20	cn	cn	NOUN
eurjchem-319	41	21	)	)	PUNCT
eurjchem-319	41	22	.	.	PUNCT
eurjchem-319	42	1	1h	1h	NUM
eurjchem-319	42	2	nmr	nmr	NOUN
eurjchem-319	42	3	(	(	PUNCT
eurjchem-319	42	4	200	200	NUM
eurjchem-319	42	5	mhz	mhz	NOUN
eurjchem-319	42	6	,	,	PUNCT
eurjchem-319	42	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	42	8	,	,	PUNCT
eurjchem-319	42	9	δ	δ	PROPN
eurjchem-319	42	10	ppm	ppm	VERB
eurjchem-319	42	11	):	):	PUNCT
eurjchem-319	42	12	2.6	2.6	NUM
eurjchem-319	42	13	(	(	PUNCT
eurjchem-319	42	14	s	s	PROPN
eurjchem-319	42	15	,	,	PUNCT
eurjchem-319	42	16	3h	3h	NUM
eurjchem-319	42	17	,	,	PUNCT
eurjchem-319	42	18	sch3	sch3	PROPN
eurjchem-319	42	19	)	)	PUNCT
eurjchem-319	42	20	,	,	PUNCT
eurjchem-319	42	21	5.7	5.7	NUM
eurjchem-319	42	22	(	(	PUNCT
eurjchem-319	42	23	d	d	PROPN
eurjchem-319	42	24	,	,	PUNCT
eurjchem-319	42	25	332	332	NUM
eurjchem-319	42	26	el‐enany	el‐enany	NOUN
eurjchem-319	42	27	et	et	PROPN
eurjchem-319	42	28	al	al	PROPN
eurjchem-319	42	29	.	.	PUNCT
eurjchem-319	42	30	/	/	SYM
eurjchem-319	42	31	european	european	PROPN
eurjchem-319	42	32	journal	journal	PROPN
eurjchem-319	42	33	of	of	ADP
eurjchem-319	42	34	chemistry	chemistry	NOUN
eurjchem-319	42	35	2	2	NUM
eurjchem-319	42	36	(	(	PUNCT
eurjchem-319	42	37	3	3	NUM
eurjchem-319	42	38	)	)	PUNCT
eurjchem-319	42	39	(	(	PUNCT
eurjchem-319	42	40	2011	2011	NUM
eurjchem-319	42	41	)	)	PUNCT
eurjchem-319	42	42	331‐336	331‐336	NUM
eurjchem-319	42	43	figure	figure	NOUN
eurjchem-319	42	44	1	1	NUM
eurjchem-319	42	45	.	.	PUNCT
eurjchem-319	42	46	examples	example	NOUN
eurjchem-319	42	47	of	of	ADP
eurjchem-319	42	48	7‐substituted	7‐substitute	VERB
eurjchem-319	42	49	aminopyrazolo[1,5‐a]pyrimidines	aminopyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-319	42	50	with	with	ADP
eurjchem-319	42	51	antiproliferative	antiproliferative	ADJ
eurjchem-319	42	52	activity	activity	NOUN
eurjchem-319	42	53	.	.	PUNCT
eurjchem-319	43	1	n	n	CCONJ
eurjchem-319	43	2	h	h	NOUN
eurjchem-319	43	3	n	n	PRON
eurjchem-319	43	4	sch3	sch3	PROPN
eurjchem-319	43	5	h2n	h2n	PROPN
eurjchem-319	43	6	nc	nc	PROPN
eurjchem-319	43	7	4	4	PROPN
eurjchem-319	43	8	n	n	PRON
eurjchem-319	43	9	nn	nn	PROPN
eurjchem-319	43	10	nh2	nh2	PROPN
eurjchem-319	43	11	cn	cn	PROPN
eurjchem-319	43	12	sch3	sch3	PROPN
eurjchem-319	43	13	nc	nc	PROPN
eurjchem-319	43	14	ar	ar	PROPN
eurjchem-319	43	15	n	n	PROPN
eurjchem-319	43	16	h	h	PROPN
eurjchem-319	43	17	nn	nn	PROPN
eurjchem-319	43	18	nh2	nh2	PROPN
eurjchem-319	43	19	cn	cn	PROPN
eurjchem-319	43	20	sch3	sch3	PROPN
eurjchem-319	43	21	nc	nc	PROPN
eurjchem-319	43	22	ar	ar	PROPN
eurjchem-319	43	23	6a	6a	PROPN
eurjchem-319	43	24	,	,	PUNCT
eurjchem-319	43	25	b	b	NOUN
eurjchem-319	43	26	7a	7a	NUM
eurjchem-319	43	27	-	-	SYM
eurjchem-319	43	28	d	d	NOUN
eurjchem-319	43	29	a	a	DET
eurjchem-319	43	30	b	b	NOUN
eurjchem-319	43	31	c	c	ADP
eurjchem-319	43	32	n	n	ADP
eurjchem-319	43	33	nn	nn	PROPN
eurjchem-319	43	34	nh2	nh2	PROPN
eurjchem-319	43	35	cn	cn	PROPN
eurjchem-319	43	36	sch3	sch3	PROPN
eurjchem-319	43	37	h2n	h2n	PROPN
eurjchem-319	43	38	8	8	NUM
eurjchem-319	43	39	n	n	NOUN
eurjchem-319	43	40	h	h	NOUN
eurjchem-319	43	41	n	n	CCONJ
eurjchem-319	43	42	n	n	PRON
eurjchem-319	43	43	nh2	nh2	PROPN
eurjchem-319	43	44	cn	cn	PROPN
eurjchem-319	43	45	sch3	sch3	PROPN
eurjchem-319	43	46	o	o	NOUN
eurjchem-319	43	47	9	9	NUM
eurjchem-319	43	48	reagents	reagent	NOUN
eurjchem-319	43	49	:	:	PUNCT
eurjchem-319	43	50	a	a	X
eurjchem-319	43	51	)	)	PUNCT
eurjchem-319	43	52	arch	arch	NOUN
eurjchem-319	43	53	=	=	NOUN
eurjchem-319	43	54	ch(cn)2	ch(cn)2	NOUN
eurjchem-319	43	55	5a	5a	NUM
eurjchem-319	43	56	-	-	SYM
eurjchem-319	43	57	f	f	ADJ
eurjchem-319	43	58	,	,	PUNCT
eurjchem-319	43	59	triethylamine	triethylamine	NOUN
eurjchem-319	43	60	,	,	PUNCT
eurjchem-319	43	61	ethanol	ethanol	NOUN
eurjchem-319	43	62	;	;	PUNCT
eurjchem-319	43	63	b	b	X
eurjchem-319	43	64	)	)	PUNCT
eurjchem-319	43	65	ch2(cn)2	ch2(cn)2	PROPN
eurjchem-319	43	66	,	,	PUNCT
eurjchem-319	43	67	triethylamine	triethylamine	NOUN
eurjchem-319	43	68	,	,	PUNCT
eurjchem-319	43	69	ethanol	ethanol	NOUN
eurjchem-319	43	70	;	;	PUNCT
eurjchem-319	43	71	c	c	X
eurjchem-319	43	72	)	)	PUNCT
eurjchem-319	43	73	ncch2cooc2h5	ncch2cooc2h5	NOUN
eurjchem-319	43	74	,	,	PUNCT
eurjchem-319	43	75	fusion	fusion	NOUN
eurjchem-319	43	76	at	at	ADP
eurjchem-319	43	77	160	160	NUM
eurjchem-319	43	78	oc	oc	NOUN
eurjchem-319	43	79	.	.	PUNCT
eurjchem-319	44	1	compound	compound	NOUN
eurjchem-319	44	2	5a	5a	NUM
eurjchem-319	44	3	,	,	PUNCT
eurjchem-319	44	4	6a	6a	NOUN
eurjchem-319	44	5	5b	5b	NUM
eurjchem-319	44	6	,	,	PUNCT
eurjchem-319	44	7	6b	6b	NOUN
eurjchem-319	44	8	5c	5c	NOUN
eurjchem-319	44	9	,	,	PUNCT
eurjchem-319	44	10	7a	7a	NUM
eurjchem-319	44	11	2	2	NUM
eurjchem-319	44	12	-	-	PUNCT
eurjchem-319	44	13	clc6h4	clc6h4	NOUN
eurjchem-319	44	14	2	2	NUM
eurjchem-319	44	15	-	-	PUNCT
eurjchem-319	44	16	ch3oc6h4	ch3oc6h4	ADP
eurjchem-319	44	17	2	2	NUM
eurjchem-319	44	18	-	-	PUNCT
eurjchem-319	44	19	ohc6h4	ohc6h4	NOUN
eurjchem-319	44	20	compound	compound	NOUN
eurjchem-319	44	21	5d	5d	NUM
eurjchem-319	44	22	,	,	PUNCT
eurjchem-319	44	23	7b	7b	PROPN
eurjchem-319	44	24	5e	5e	NOUN
eurjchem-319	44	25	,	,	PUNCT
eurjchem-319	44	26	7c	7c	PROPN
eurjchem-319	44	27	5f	5f	NOUN
eurjchem-319	44	28	,	,	PUNCT
eurjchem-319	44	29	7d	7d	NUM
eurjchem-319	44	30	3	3	NUM
eurjchem-319	44	31	-	-	PUNCT
eurjchem-319	44	32	no2c6h4	no2c6h4	PROPN
eurjchem-319	44	33	4	4	NUM
eurjchem-319	44	34	-	-	NOUN
eurjchem-319	44	35	clc6h4	clc6h4	PROPN
eurjchem-319	44	36	4-(ch3)2nc6h4	4-(ch3)2nc6h4	NUM
eurjchem-319	44	37	ar	ar	PROPN
eurjchem-319	44	38	ar	ar	PROPN
eurjchem-319	44	39	scheme	scheme	PROPN
eurjchem-319	44	40	1	1	NUM
eurjchem-319	44	41	1h	1h	NUM
eurjchem-319	44	42	,	,	PUNCT
eurjchem-319	44	43	h5	h5	PROPN
eurjchem-319	44	44	,	,	PUNCT
eurjchem-319	44	45	j=2	j=2	PROPN
eurjchem-319	44	46	hz	hz	PROPN
eurjchem-319	44	47	)	)	PUNCT
eurjchem-319	44	48	,	,	PUNCT
eurjchem-319	44	49	7.3	7.3	NUM
eurjchem-319	44	50	(	(	PUNCT
eurjchem-319	44	51	s	s	PROPN
eurjchem-319	44	52	,	,	PUNCT
eurjchem-319	44	53	1h	1h	NUM
eurjchem-319	44	54	,	,	PUNCT
eurjchem-319	44	55	nh	nh	PROPN
eurjchem-319	44	56	,	,	PUNCT
eurjchem-319	44	57	d2o	d2o	PROPN
eurjchem-319	44	58	exchangeable	exchangeable	ADJ
eurjchem-319	44	59	)	)	PUNCT
eurjchem-319	44	60	,	,	PUNCT
eurjchem-319	44	61	7.4‐7.5	7.4‐7.5	NUM
eurjchem-319	44	62	(	(	PUNCT
eurjchem-319	44	63	m	m	PROPN
eurjchem-319	44	64	,	,	PUNCT
eurjchem-319	44	65	4h	4h	NOUN
eurjchem-319	44	66	,	,	PUNCT
eurjchem-319	44	67	ar‐h	ar‐h	PROPN
eurjchem-319	44	68	)	)	PUNCT
eurjchem-319	44	69	,	,	PUNCT
eurjchem-319	44	70	9.2	9.2	NUM
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eurjchem-319	44	72	s	s	PROPN
eurjchem-319	44	73	,	,	PUNCT
eurjchem-319	44	74	2h	2h	NUM
eurjchem-319	44	75	,	,	PUNCT
eurjchem-319	44	76	nh2	nh2	PROPN
eurjchem-319	44	77	,	,	PUNCT
eurjchem-319	44	78	d2o	d2o	NOUN
eurjchem-319	44	79	exchangeable	exchangeable	ADJ
eurjchem-319	44	80	)	)	PUNCT
eurjchem-319	44	81	.	.	PUNCT
eurjchem-319	45	1	anal	anal	PROPN
eurjchem-319	45	2	.	.	PUNCT
eurjchem-319	45	3	calcd	calcd	NOUN
eurjchem-319	45	4	.	.	PUNCT
eurjchem-319	46	1	for	for	ADP
eurjchem-319	46	2	c15h11cln6s	c15h11cln6s	ADJ
eurjchem-319	46	3	:	:	PUNCT
eurjchem-319	46	4	c	c	NOUN
eurjchem-319	46	5	,	,	PUNCT
eurjchem-319	46	6	52.55	52.55	NUM
eurjchem-319	46	7	;	;	PUNCT
eurjchem-319	46	8	h	h	NOUN
eurjchem-319	46	9	,	,	PUNCT
eurjchem-319	46	10	3.23	3.23	NUM
eurjchem-319	46	11	;	;	PUNCT
eurjchem-319	46	12	n	n	CCONJ
eurjchem-319	46	13	,	,	PUNCT
eurjchem-319	46	14	24.51	24.51	NUM
eurjchem-319	46	15	.	.	PUNCT
eurjchem-319	46	16	found	find	VERB
eurjchem-319	46	17	:	:	PUNCT
eurjchem-319	47	1	c	c	X
eurjchem-319	47	2	,	,	PUNCT
eurjchem-319	47	3	52.62	52.62	NUM
eurjchem-319	47	4	;	;	PUNCT
eurjchem-319	47	5	h	h	NOUN
eurjchem-319	47	6	,	,	PUNCT
eurjchem-319	47	7	3.44	3.44	NUM
eurjchem-319	47	8	;	;	PUNCT
eurjchem-319	47	9	n	n	CCONJ
eurjchem-319	47	10	,	,	PUNCT
eurjchem-319	47	11	24.27	24.27	NUM
eurjchem-319	47	12	%	%	NOUN
eurjchem-319	47	13	.	.	PUNCT
eurjchem-319	48	1	7‐amino‐5‐(2‐methoxyphenyl)‐2‐methylsulphanyl‐4,5‐dihydro	7‐amino‐5‐(2‐methoxyphenyl)‐2‐methylsulphanyl‐4,5‐dihydro	NUM
eurjchem-319	49	1	pyrazolo[1,5‐a]pyrimidine‐3,6‐dicarbonitrile	pyrazolo[1,5‐a]pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	49	2	(	(	PUNCT
eurjchem-319	49	3	6b	6b	NOUN
eurjchem-319	49	4	):	):	PUNCT
eurjchem-319	49	5	yield	yield	NOUN
eurjchem-319	49	6	:	:	PUNCT
eurjchem-319	49	7	48	48	NUM
eurjchem-319	49	8	%	%	NOUN
eurjchem-319	49	9	.	.	PUNCT
eurjchem-319	50	1	m.p	m.p	PROPN
eurjchem-319	50	2	.	.	PROPN
eurjchem-319	50	3	:	:	PUNCT
eurjchem-319	51	1	244‐245	244‐245	NUM
eurjchem-319	51	2	oc	oc	PROPN
eurjchem-319	51	3	.	.	PUNCT
eurjchem-319	51	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	51	5	(	(	PUNCT
eurjchem-319	51	6	cm‐1	cm‐1	PROPN
eurjchem-319	51	7	):	):	PUNCT
eurjchem-319	51	8	3425	3425	NUM
eurjchem-319	51	9	,	,	PUNCT
eurjchem-319	51	10	3277	3277	NUM
eurjchem-319	51	11	,	,	PUNCT
eurjchem-319	51	12	3219	3219	NUM
eurjchem-319	51	13	(	(	PUNCT
eurjchem-319	51	14	nh	nh	NOUN
eurjchem-319	51	15	/	/	SYM
eurjchem-319	51	16	nh2	nh2	PROPN
eurjchem-319	51	17	)	)	PUNCT
eurjchem-319	51	18	,	,	PUNCT
eurjchem-319	51	19	2218	2218	NUM
eurjchem-319	51	20	,	,	PUNCT
eurjchem-319	51	21	2189	2189	NUM
eurjchem-319	51	22	(	(	PUNCT
eurjchem-319	51	23	cn	cn	NOUN
eurjchem-319	51	24	)	)	PUNCT
eurjchem-319	51	25	.	.	PUNCT
eurjchem-319	52	1	1h	1h	NUM
eurjchem-319	52	2	nmr	nmr	NOUN
eurjchem-319	52	3	(	(	PUNCT
eurjchem-319	52	4	200	200	NUM
eurjchem-319	52	5	mhz	mhz	NOUN
eurjchem-319	52	6	,	,	PUNCT
eurjchem-319	52	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	52	8	,	,	PUNCT
eurjchem-319	52	9	δ	δ	PROPN
eurjchem-319	52	10	ppm	ppm	VERB
eurjchem-319	52	11	):	):	PUNCT
eurjchem-319	52	12	2.6	2.6	NUM
eurjchem-319	52	13	(	(	PUNCT
eurjchem-319	52	14	s	s	PROPN
eurjchem-319	52	15	,	,	PUNCT
eurjchem-319	52	16	3h	3h	NUM
eurjchem-319	52	17	,	,	PUNCT
eurjchem-319	52	18	sch3	sch3	PROPN
eurjchem-319	52	19	)	)	PUNCT
eurjchem-319	52	20	,	,	PUNCT
eurjchem-319	52	21	3.7	3.7	NUM
eurjchem-319	52	22	(	(	PUNCT
eurjchem-319	52	23	s	s	PROPN
eurjchem-319	52	24	,	,	PUNCT
eurjchem-319	52	25	3h	3h	NUM
eurjchem-319	52	26	,	,	PUNCT
eurjchem-319	52	27	och3	och3	ADJ
eurjchem-319	52	28	)	)	PUNCT
eurjchem-319	52	29	,	,	PUNCT
eurjchem-319	52	30	5.4	5.4	NUM
eurjchem-319	52	31	(	(	PUNCT
eurjchem-319	52	32	s	s	PROPN
eurjchem-319	52	33	,	,	PUNCT
eurjchem-319	52	34	1h	1h	NUM
eurjchem-319	52	35	,	,	PUNCT
eurjchem-319	52	36	h5	h5	PROPN
eurjchem-319	52	37	)	)	PUNCT
eurjchem-319	52	38	,	,	PUNCT
eurjchem-319	52	39	7.2	7.2	NUM
eurjchem-319	52	40	(	(	PUNCT
eurjchem-319	52	41	s	s	PROPN
eurjchem-319	52	42	,	,	PUNCT
eurjchem-319	52	43	1h	1h	NUM
eurjchem-319	52	44	,	,	PUNCT
eurjchem-319	52	45	nh	nh	PROPN
eurjchem-319	52	46	,	,	PUNCT
eurjchem-319	52	47	d2o	d2o	PROPN
eurjchem-319	52	48	exchangeable	exchangeable	ADJ
eurjchem-319	52	49	)	)	PUNCT
eurjchem-319	52	50	,	,	PUNCT
eurjchem-319	52	51	6.9‐7.3	6.9‐7.3	NUM
eurjchem-319	52	52	(	(	PUNCT
eurjchem-319	52	53	m	m	PROPN
eurjchem-319	52	54	,	,	PUNCT
eurjchem-319	52	55	4h	4h	NUM
eurjchem-319	52	56	,	,	PUNCT
eurjchem-319	52	57	ar‐h	ar‐h	PROPN
eurjchem-319	52	58	)	)	PUNCT
eurjchem-319	52	59	,	,	PUNCT
eurjchem-319	52	60	9.0	9.0	NUM
eurjchem-319	52	61	(	(	PUNCT
eurjchem-319	52	62	s	s	PROPN
eurjchem-319	52	63	,	,	PUNCT
eurjchem-319	52	64	2h	2h	NUM
eurjchem-319	52	65	,	,	PUNCT
eurjchem-319	52	66	nh2	nh2	PROPN
eurjchem-319	52	67	,	,	PUNCT
eurjchem-319	52	68	d2o	d2o	NOUN
eurjchem-319	52	69	exchangeable	exchangeable	ADJ
eurjchem-319	52	70	)	)	PUNCT
eurjchem-319	52	71	.	.	PUNCT
eurjchem-319	53	1	ms	ms	NOUN
eurjchem-319	53	2	(	(	PUNCT
eurjchem-319	53	3	m	m	PROPN
eurjchem-319	53	4	/	/	SYM
eurjchem-319	53	5	z	z	NOUN
eurjchem-319	53	6	(	(	PUNCT
eurjchem-319	53	7	%	%	NOUN
eurjchem-319	53	8	)	)	PUNCT
eurjchem-319	53	9	):	):	PUNCT
eurjchem-319	53	10	338	338	NUM
eurjchem-319	53	11	[	[	X
eurjchem-319	53	12	m+	m+	NUM
eurjchem-319	53	13	,	,	PUNCT
eurjchem-319	53	14	1.12	1.12	NUM
eurjchem-319	53	15	%	%	NOUN
eurjchem-319	53	16	]	]	PUNCT
eurjchem-319	53	17	.	.	PUNCT
eurjchem-319	54	1	anal	anal	PROPN
eurjchem-319	54	2	.	.	PUNCT
eurjchem-319	54	3	calcd	calcd	NOUN
eurjchem-319	54	4	.	.	PUNCT
eurjchem-319	55	1	for	for	ADP
eurjchem-319	55	2	c16h14n6os	c16h14n6os	NOUN
eurjchem-319	55	3	:	:	PUNCT
eurjchem-319	55	4	c	c	X
eurjchem-319	55	5	,	,	PUNCT
eurjchem-319	55	6	56.79	56.79	NUM
eurjchem-319	55	7	;	;	PUNCT
eurjchem-319	55	8	h	h	NOUN
eurjchem-319	55	9	,	,	PUNCT
eurjchem-319	55	10	4.17	4.17	NUM
eurjchem-319	55	11	;	;	PUNCT
eurjchem-319	55	12	n	n	CCONJ
eurjchem-319	55	13	,	,	PUNCT
eurjchem-319	55	14	24.83	24.83	NUM
eurjchem-319	55	15	.	.	PUNCT
eurjchem-319	55	16	found	find	VERB
eurjchem-319	55	17	:	:	PUNCT
eurjchem-319	56	1	c	c	X
eurjchem-319	56	2	,	,	PUNCT
eurjchem-319	56	3	56.50	56.50	NUM
eurjchem-319	56	4	;	;	PUNCT
eurjchem-319	56	5	h	h	NOUN
eurjchem-319	56	6	,	,	PUNCT
eurjchem-319	56	7	3.84	3.84	NUM
eurjchem-319	56	8	;	;	PUNCT
eurjchem-319	56	9	n	n	CCONJ
eurjchem-319	56	10	,	,	PUNCT
eurjchem-319	56	11	24.97	24.97	NUM
eurjchem-319	56	12	%	%	NOUN
eurjchem-319	56	13	.	.	PUNCT
eurjchem-319	57	1	7‐amino‐5‐(2‐hydroxyphenyl)‐2‐methylsulphanylpyrazolo[1,5‐a	7‐amino‐5‐(2‐hydroxyphenyl)‐2‐methylsulphanylpyrazolo[1,5‐a	NUM
eurjchem-319	57	2	]	]	X
eurjchem-319	57	3	pyrimidine‐3,6‐dicarbonitrile	pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	57	4	(	(	PUNCT
eurjchem-319	57	5	7a	7a	NUM
eurjchem-319	57	6	):	):	PUNCT
eurjchem-319	57	7	yield	yield	NOUN
eurjchem-319	57	8	:	:	PUNCT
eurjchem-319	57	9	22	22	NUM
eurjchem-319	57	10	%	%	NOUN
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eurjchem-319	58	1	m.p	m.p	PROPN
eurjchem-319	58	2	.	.	PROPN
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eurjchem-319	59	1	224‐225	224‐225	PRON
eurjchem-319	59	2	oc	oc	VERB
eurjchem-319	59	3	.	.	PUNCT
eurjchem-319	59	4	ft‐	ft‐	PROPN
eurjchem-319	59	5	ir	ir	PROPN
eurjchem-319	59	6	(	(	PUNCT
eurjchem-319	59	7	cm‐1	cm‐1	PROPN
eurjchem-319	59	8	):	):	PUNCT
eurjchem-319	59	9	3436	3436	NUM
eurjchem-319	59	10	,	,	PUNCT
eurjchem-319	59	11	3344	3344	NUM
eurjchem-319	59	12	(	(	PUNCT
eurjchem-319	59	13	nh2	nh2	PROPN
eurjchem-319	59	14	)	)	PUNCT
eurjchem-319	59	15	,	,	PUNCT
eurjchem-319	59	16	2200	2200	NUM
eurjchem-319	59	17	(	(	PUNCT
eurjchem-319	59	18	cn	cn	NOUN
eurjchem-319	59	19	)	)	PUNCT
eurjchem-319	59	20	.	.	PUNCT
eurjchem-319	60	1	1h	1h	NUM
eurjchem-319	60	2	nmr	nmr	NOUN
eurjchem-319	60	3	(	(	PUNCT
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eurjchem-319	60	5	mhz	mhz	NOUN
eurjchem-319	60	6	,	,	PUNCT
eurjchem-319	60	7	dmso‐	dmso‐	NUM
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eurjchem-319	60	9	,	,	PUNCT
eurjchem-319	60	10	δ	δ	PROPN
eurjchem-319	60	11	ppm	ppm	VERB
eurjchem-319	60	12	):	):	PUNCT
eurjchem-319	60	13	2.7	2.7	NUM
eurjchem-319	60	14	(	(	PUNCT
eurjchem-319	60	15	s	s	PROPN
eurjchem-319	60	16	,	,	PUNCT
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eurjchem-319	60	18	,	,	PUNCT
eurjchem-319	60	19	sch3	sch3	PROPN
eurjchem-319	60	20	)	)	PUNCT
eurjchem-319	60	21	,	,	PUNCT
eurjchem-319	60	22	7.1‐8.2	7.1‐8.2	NUM
eurjchem-319	60	23	(	(	PUNCT
eurjchem-319	60	24	m	m	PROPN
eurjchem-319	60	25	,	,	PUNCT
eurjchem-319	60	26	4h	4h	NUM
eurjchem-319	60	27	,	,	PUNCT
eurjchem-319	60	28	ar‐h	ar‐h	PROPN
eurjchem-319	60	29	)	)	PUNCT
eurjchem-319	60	30	,	,	PUNCT
eurjchem-319	60	31	8.9	8.9	NUM
eurjchem-319	60	32	(	(	PUNCT
eurjchem-319	60	33	s	s	PROPN
eurjchem-319	60	34	,	,	PUNCT
eurjchem-319	60	35	2h	2h	NUM
eurjchem-319	60	36	,	,	PUNCT
eurjchem-319	60	37	nh2	nh2	PROPN
eurjchem-319	60	38	,	,	PUNCT
eurjchem-319	60	39	d2o	d2o	NOUN
eurjchem-319	60	40	exchangeable	exchangeable	ADJ
eurjchem-319	60	41	)	)	PUNCT
eurjchem-319	60	42	,	,	PUNCT
eurjchem-319	60	43	9.3	9.3	NUM
eurjchem-319	60	44	(	(	PUNCT
eurjchem-319	60	45	s	s	PROPN
eurjchem-319	60	46	,	,	PUNCT
eurjchem-319	60	47	1h	1h	NUM
eurjchem-319	60	48	,	,	PUNCT
eurjchem-319	60	49	oh	oh	INTJ
eurjchem-319	60	50	,	,	PUNCT
eurjchem-319	60	51	d2o	d2o	NOUN
eurjchem-319	60	52	exchangeable	exchangeable	ADJ
eurjchem-319	60	53	)	)	PUNCT
eurjchem-319	60	54	.	.	PUNCT
eurjchem-319	61	1	anal	anal	PROPN
eurjchem-319	61	2	.	.	PUNCT
eurjchem-319	61	3	calcd	calcd	NOUN
eurjchem-319	61	4	.	.	PUNCT
eurjchem-319	62	1	for	for	SCONJ
eurjchem-319	62	2	c15h10n6os	c15h10n6os	PROPN
eurjchem-319	62	3	:	:	PUNCT
eurjchem-319	62	4	c	c	X
eurjchem-319	62	5	,	,	PUNCT
eurjchem-319	62	6	55.89	55.89	NUM
eurjchem-319	62	7	;	;	PUNCT
eurjchem-319	62	8	h	h	NOUN
eurjchem-319	62	9	,	,	PUNCT
eurjchem-319	62	10	3.12	3.12	NUM
eurjchem-319	62	11	;	;	PUNCT
eurjchem-319	62	12	n	n	CCONJ
eurjchem-319	62	13	,	,	PUNCT
eurjchem-319	62	14	26.07	26.07	NUM
eurjchem-319	62	15	.	.	PUNCT
eurjchem-319	62	16	found	find	VERB
eurjchem-319	62	17	:	:	PUNCT
eurjchem-319	63	1	c	c	X
eurjchem-319	63	2	,	,	PUNCT
eurjchem-319	63	3	56.02	56.02	NUM
eurjchem-319	63	4	;	;	PUNCT
eurjchem-319	64	1	h	h	NOUN
eurjchem-319	64	2	,	,	PUNCT
eurjchem-319	64	3	3.59	3.59	NUM
eurjchem-319	64	4	;	;	PUNCT
eurjchem-319	64	5	n	n	CCONJ
eurjchem-319	64	6	,	,	PUNCT
eurjchem-319	64	7	26.23	26.23	NUM
eurjchem-319	64	8	%	%	NOUN
eurjchem-319	64	9	.	.	PUNCT
eurjchem-319	65	1	7‐amino‐2‐methylsulphanyl‐5‐(3‐nitrophenyl)pyrazolo[1,5‐a	7‐amino‐2‐methylsulphanyl‐5‐(3‐nitrophenyl)pyrazolo[1,5‐a	NUM
eurjchem-319	65	2	]	]	X
eurjchem-319	65	3	pyrimidine‐3,6‐dicarbonitrile	pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	65	4	(	(	PUNCT
eurjchem-319	65	5	7b	7b	NUM
eurjchem-319	65	6	):	):	PUNCT
eurjchem-319	65	7	yield	yield	NOUN
eurjchem-319	65	8	:	:	PUNCT
eurjchem-319	65	9	44	44	NUM
eurjchem-319	65	10	%	%	NOUN
eurjchem-319	65	11	.	.	PUNCT
eurjchem-319	66	1	m.p	m.p	PROPN
eurjchem-319	66	2	.	.	PROPN
eurjchem-319	66	3	:	:	PUNCT
eurjchem-319	67	1	287‐288	287‐288	NUM
eurjchem-319	67	2	oc	oc	AUX
eurjchem-319	67	3	.	.	PUNCT
eurjchem-319	67	4	ft‐	ft‐	PROPN
eurjchem-319	67	5	ir	ir	PROPN
eurjchem-319	67	6	(	(	PUNCT
eurjchem-319	67	7	cm‐1	cm‐1	PROPN
eurjchem-319	67	8	):	):	PUNCT
eurjchem-319	67	9	3308	3308	NUM
eurjchem-319	67	10	,	,	PUNCT
eurjchem-319	67	11	3273	3273	NUM
eurjchem-319	67	12	(	(	PUNCT
eurjchem-319	67	13	nh2	nh2	PROPN
eurjchem-319	67	14	)	)	PUNCT
eurjchem-319	67	15	,	,	PUNCT
eurjchem-319	67	16	2214	2214	NUM
eurjchem-319	67	17	,	,	PUNCT
eurjchem-319	67	18	2131	2131	NUM
eurjchem-319	67	19	(	(	PUNCT
eurjchem-319	67	20	cn	cn	PROPN
eurjchem-319	67	21	)	)	PUNCT
eurjchem-319	67	22	,	,	PUNCT
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eurjchem-319	67	24	,	,	PUNCT
eurjchem-319	67	25	1345	1345	NUM
eurjchem-319	67	26	(	(	PUNCT
eurjchem-319	67	27	no2	no2	NOUN
eurjchem-319	67	28	)	)	PUNCT
eurjchem-319	67	29	.	.	PUNCT
eurjchem-319	68	1	1h	1h	NUM
eurjchem-319	68	2	nmr	nmr	NOUN
eurjchem-319	68	3	(	(	PUNCT
eurjchem-319	68	4	200	200	NUM
eurjchem-319	68	5	mhz	mhz	NOUN
eurjchem-319	68	6	,	,	PUNCT
eurjchem-319	68	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	68	8	,	,	PUNCT
eurjchem-319	68	9	δ	δ	PROPN
eurjchem-319	68	10	ppm	ppm	VERB
eurjchem-319	68	11	):	):	PUNCT
eurjchem-319	68	12	2.7	2.7	NUM
eurjchem-319	68	13	(	(	PUNCT
eurjchem-319	68	14	s	s	PROPN
eurjchem-319	68	15	,	,	PUNCT
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eurjchem-319	68	17	,	,	PUNCT
eurjchem-319	68	18	sch3	sch3	PROPN
eurjchem-319	68	19	)	)	PUNCT
eurjchem-319	68	20	,	,	PUNCT
eurjchem-319	68	21	7.8	7.8	NUM
eurjchem-319	68	22	(	(	PUNCT
eurjchem-319	68	23	t	t	PROPN
eurjchem-319	68	24	,	,	PUNCT
eurjchem-319	68	25	1h	1h	NUM
eurjchem-319	68	26	,	,	PUNCT
eurjchem-319	68	27	j=8	j=8	PROPN
eurjchem-319	68	28	hz	hz	PROPN
eurjchem-319	68	29	,	,	PUNCT
eurjchem-319	68	30	ar‐h	ar‐h	PROPN
eurjchem-319	68	31	)	)	PUNCT
eurjchem-319	68	32	,	,	PUNCT
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eurjchem-319	68	34	(	(	PUNCT
eurjchem-319	68	35	d	d	PROPN
eurjchem-319	68	36	,	,	PUNCT
eurjchem-319	68	37	1h	1h	NUM
eurjchem-319	68	38	,	,	PUNCT
eurjchem-319	68	39	j=7.8	j=7.8	NOUN
eurjchem-319	68	40	hz	hz	NOUN
eurjchem-319	68	41	,	,	PUNCT
eurjchem-319	68	42	ar‐h	ar‐h	PROPN
eurjchem-319	68	43	)	)	PUNCT
eurjchem-319	68	44	,	,	PUNCT
eurjchem-319	68	45	8.4	8.4	NUM
eurjchem-319	68	46	(	(	PUNCT
eurjchem-319	68	47	d	d	PROPN
eurjchem-319	68	48	,	,	PUNCT
eurjchem-319	68	49	1h	1h	NUM
eurjchem-319	68	50	,	,	PUNCT
eurjchem-319	68	51	j=8	j=8	PROPN
eurjchem-319	68	52	hz	hz	PROPN
eurjchem-319	68	53	,	,	PUNCT
eurjchem-319	68	54	ar‐h	ar‐h	PROPN
eurjchem-319	68	55	)	)	PUNCT
eurjchem-319	68	56	,	,	PUNCT
eurjchem-319	68	57	8.6	8.6	NUM
eurjchem-319	68	58	(	(	PUNCT
eurjchem-319	68	59	s	s	PROPN
eurjchem-319	68	60	,	,	PUNCT
eurjchem-319	68	61	1h	1h	NUM
eurjchem-319	68	62	,	,	PUNCT
eurjchem-319	68	63	ar‐h	ar‐h	NOUN
eurjchem-319	68	64	)	)	PUNCT
eurjchem-319	68	65	,	,	PUNCT
eurjchem-319	68	66	9.4	9.4	NUM
eurjchem-319	68	67	(	(	PUNCT
eurjchem-319	68	68	br	br	PROPN
eurjchem-319	68	69	s	s	PROPN
eurjchem-319	68	70	,	,	PUNCT
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eurjchem-319	68	73	nh2	nh2	PROPN
eurjchem-319	68	74	,	,	PUNCT
eurjchem-319	68	75	d2o	d2o	NOUN
eurjchem-319	68	76	exchangeable	exchangeable	ADJ
eurjchem-319	68	77	)	)	PUNCT
eurjchem-319	68	78	.	.	PUNCT
eurjchem-319	69	1	anal	anal	PROPN
eurjchem-319	69	2	.	.	PUNCT
eurjchem-319	69	3	calcd	calcd	NOUN
eurjchem-319	69	4	.	.	PUNCT
eurjchem-319	70	1	for	for	ADP
eurjchem-319	70	2	c15h9n7o2s	c15h9n7o2s	PROPN
eurjchem-319	70	3	:	:	PUNCT
eurjchem-319	70	4	c	c	X
eurjchem-319	70	5	,	,	PUNCT
eurjchem-319	70	6	51.27	51.27	NUM
eurjchem-319	70	7	;	;	PUNCT
eurjchem-319	70	8	h	h	NOUN
eurjchem-319	70	9	,	,	PUNCT
eurjchem-319	70	10	2.58	2.58	NUM
eurjchem-319	70	11	;	;	PUNCT
eurjchem-319	70	12	n	n	CCONJ
eurjchem-319	70	13	,	,	PUNCT
eurjchem-319	70	14	27.90	27.90	NUM
eurjchem-319	70	15	.	.	PUNCT
eurjchem-319	70	16	found	find	VERB
eurjchem-319	70	17	:	:	PUNCT
eurjchem-319	71	1	c	c	X
eurjchem-319	71	2	,	,	PUNCT
eurjchem-319	71	3	51.71	51.71	NUM
eurjchem-319	71	4	;	;	PUNCT
eurjchem-319	71	5	h	h	NOUN
eurjchem-319	71	6	,	,	PUNCT
eurjchem-319	71	7	2.30	2.30	NUM
eurjchem-319	71	8	;	;	PUNCT
eurjchem-319	71	9	n	n	CCONJ
eurjchem-319	71	10	,	,	PUNCT
eurjchem-319	71	11	27.80	27.80	NUM
eurjchem-319	71	12	%	%	NOUN
eurjchem-319	71	13	.	.	PUNCT
eurjchem-319	72	1	7‐amino‐5‐(4‐chlorophenyl)‐2‐methylsulphanylpyrazolo[1,5‐a	7‐amino‐5‐(4‐chlorophenyl)‐2‐methylsulphanylpyrazolo[1,5‐a	NOUN
eurjchem-319	72	2	]	]	X
eurjchem-319	72	3	pyrimidine‐3,6‐dicarbonitrile	pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	72	4	(	(	PUNCT
eurjchem-319	72	5	7c	7c	NOUN
eurjchem-319	72	6	):	):	PUNCT
eurjchem-319	72	7	yield	yield	NOUN
eurjchem-319	72	8	:	:	PUNCT
eurjchem-319	72	9	45	45	NUM
eurjchem-319	72	10	%	%	NOUN
eurjchem-319	72	11	.	.	PUNCT
eurjchem-319	73	1	m.p	m.p	PROPN
eurjchem-319	73	2	.	.	PROPN
eurjchem-319	73	3	:	:	PUNCT
eurjchem-319	74	1	273‐274	273‐274	NUM
eurjchem-319	74	2	oc	oc	NOUN
eurjchem-319	74	3	.	.	PUNCT
eurjchem-319	75	1	ft‐	ft‐	PROPN
eurjchem-319	75	2	ir	ir	PROPN
eurjchem-319	75	3	(	(	PUNCT
eurjchem-319	75	4	cm‐1	cm‐1	PROPN
eurjchem-319	75	5	):	):	PUNCT
eurjchem-319	75	6	3439	3439	NUM
eurjchem-319	75	7	,	,	PUNCT
eurjchem-319	75	8	3297	3297	NUM
eurjchem-319	75	9	(	(	PUNCT
eurjchem-319	75	10	nh2	nh2	PROPN
eurjchem-319	75	11	)	)	PUNCT
eurjchem-319	75	12	,	,	PUNCT
eurjchem-319	75	13	2222	2222	NUM
eurjchem-319	75	14	(	(	PUNCT
eurjchem-319	75	15	cn	cn	NOUN
eurjchem-319	75	16	)	)	PUNCT
eurjchem-319	75	17	.	.	PUNCT
eurjchem-319	76	1	1h	1h	NUM
eurjchem-319	76	2	nmr	nmr	NOUN
eurjchem-319	76	3	(	(	PUNCT
eurjchem-319	76	4	200	200	NUM
eurjchem-319	76	5	mhz	mhz	NOUN
eurjchem-319	76	6	,	,	PUNCT
eurjchem-319	76	7	dmso‐	dmso‐	NUM
eurjchem-319	76	8	d6	d6	NOUN
eurjchem-319	76	9	,	,	PUNCT
eurjchem-319	76	10	δ	δ	PROPN
eurjchem-319	76	11	ppm	ppm	VERB
eurjchem-319	76	12	):	):	PUNCT
eurjchem-319	76	13	2.7	2.7	NUM
eurjchem-319	76	14	(	(	PUNCT
eurjchem-319	76	15	s	s	PROPN
eurjchem-319	76	16	,	,	PUNCT
eurjchem-319	76	17	3h	3h	NUM
eurjchem-319	76	18	,	,	PUNCT
eurjchem-319	76	19	sch3	sch3	PROPN
eurjchem-319	76	20	)	)	PUNCT
eurjchem-319	76	21	,	,	PUNCT
eurjchem-319	76	22	7.6	7.6	NUM
eurjchem-319	76	23	(	(	PUNCT
eurjchem-319	76	24	d	d	PROPN
eurjchem-319	76	25	,	,	PUNCT
eurjchem-319	76	26	2h	2h	NUM
eurjchem-319	76	27	,	,	PUNCT
eurjchem-319	76	28	j=7.6	j=7.6	NOUN
eurjchem-319	76	29	hz	hz	VERB
eurjchem-319	76	30	,	,	PUNCT
eurjchem-319	76	31	ar‐h	ar‐h	PROPN
eurjchem-319	76	32	)	)	PUNCT
eurjchem-319	76	33	,	,	PUNCT
eurjchem-319	76	34	7.8	7.8	NUM
eurjchem-319	76	35	(	(	PUNCT
eurjchem-319	76	36	d	d	NOUN
eurjchem-319	76	37	,	,	PUNCT
eurjchem-319	76	38	2h	2h	NUM
eurjchem-319	76	39	,	,	PUNCT
eurjchem-319	76	40	j=7.6	j=7.6	NOUN
eurjchem-319	76	41	hz	hz	VERB
eurjchem-319	76	42	,	,	PUNCT
eurjchem-319	76	43	ar‐h	ar‐h	PROPN
eurjchem-319	76	44	)	)	PUNCT
eurjchem-319	76	45	,	,	PUNCT
eurjchem-319	76	46	9.3	9.3	NUM
eurjchem-319	76	47	(	(	PUNCT
eurjchem-319	76	48	br	br	NOUN
eurjchem-319	76	49	s	s	PROPN
eurjchem-319	76	50	,	,	PUNCT
eurjchem-319	76	51	2h	2h	NUM
eurjchem-319	76	52	,	,	PUNCT
eurjchem-319	76	53	nh2	nh2	PROPN
eurjchem-319	76	54	,	,	PUNCT
eurjchem-319	76	55	d2o	d2o	NOUN
eurjchem-319	76	56	exchangeable	exchangeable	ADJ
eurjchem-319	76	57	)	)	PUNCT
eurjchem-319	76	58	.	.	PUNCT
eurjchem-319	77	1	ms	ms	NOUN
eurjchem-319	77	2	(	(	PUNCT
eurjchem-319	77	3	m	m	PROPN
eurjchem-319	77	4	/	/	SYM
eurjchem-319	77	5	z	z	NOUN
eurjchem-319	77	6	(	(	PUNCT
eurjchem-319	77	7	%	%	NOUN
eurjchem-319	77	8	)	)	PUNCT
eurjchem-319	77	9	):	):	PUNCT
eurjchem-319	77	10	342	342	NUM
eurjchem-319	77	11	[	[	X
eurjchem-319	77	12	(	(	PUNCT
eurjchem-319	77	13	m+2)+	m+2)+	ADJ
eurjchem-319	77	14	,	,	PUNCT
eurjchem-319	77	15	38.96	38.96	NUM
eurjchem-319	77	16	%	%	NOUN
eurjchem-319	77	17	]	]	X
eurjchem-319	77	18	,	,	PUNCT
eurjchem-319	77	19	340	340	NUM
eurjchem-319	77	20	[	[	X
eurjchem-319	77	21	m+	m+	NUM
eurjchem-319	77	22	,	,	PUNCT
eurjchem-319	77	23	100	100	NUM
eurjchem-319	77	24	%	%	NOUN
eurjchem-319	77	25	]	]	PUNCT
eurjchem-319	77	26	.	.	PUNCT
eurjchem-319	78	1	anal	anal	ADJ
eurjchem-319	78	2	.	.	PUNCT
eurjchem-319	78	3	calcd	calcd	NOUN
eurjchem-319	78	4	.	.	PUNCT
eurjchem-319	79	1	for	for	ADP
eurjchem-319	79	2	c15h9cln6s	c15h9cln6s	PRON
eurjchem-319	79	3	:	:	PUNCT
eurjchem-319	79	4	c	c	X
eurjchem-319	79	5	,	,	PUNCT
eurjchem-319	79	6	52.86	52.86	NUM
eurjchem-319	79	7	;	;	PUNCT
eurjchem-319	79	8	h	h	NOUN
eurjchem-319	79	9	,	,	PUNCT
eurjchem-319	79	10	2.66	2.66	NUM
eurjchem-319	79	11	;	;	PUNCT
eurjchem-319	79	12	n	n	CCONJ
eurjchem-319	79	13	,	,	PUNCT
eurjchem-319	79	14	24.65	24.65	NUM
eurjchem-319	79	15	.	.	PUNCT
eurjchem-319	79	16	found	find	VERB
eurjchem-319	79	17	:	:	PUNCT
eurjchem-319	80	1	c	c	X
eurjchem-319	80	2	,	,	PUNCT
eurjchem-319	80	3	52.70	52.70	NUM
eurjchem-319	80	4	;	;	PUNCT
eurjchem-319	80	5	h	h	NOUN
eurjchem-319	80	6	,	,	PUNCT
eurjchem-319	80	7	2.30	2.30	NUM
eurjchem-319	80	8	;	;	PUNCT
eurjchem-319	80	9	n	n	CCONJ
eurjchem-319	80	10	,	,	PUNCT
eurjchem-319	80	11	24.86	24.86	NUM
eurjchem-319	80	12	.	.	PUNCT
eurjchem-319	81	1	7‐amino‐5‐(4‐dimethylaminophenyl)‐2‐methylsulphanylpyrazolo	7‐amino‐5‐(4‐dimethylaminophenyl)‐2‐methylsulphanylpyrazolo	NUM
eurjchem-319	82	1	[	[	X
eurjchem-319	82	2	1,5‐a]pyrimidine‐3,6‐dicarbonitrile	1,5‐a]pyrimidine‐3,6‐dicarbonitrile	NUM
eurjchem-319	82	3	(	(	PUNCT
eurjchem-319	82	4	7d	7d	NUM
eurjchem-319	82	5	):	):	PUNCT
eurjchem-319	82	6	yield	yield	NOUN
eurjchem-319	82	7	:	:	PUNCT
eurjchem-319	82	8	32	32	NUM
eurjchem-319	82	9	%	%	NOUN
eurjchem-319	82	10	.	.	PUNCT
eurjchem-319	83	1	m.p	m.p	PROPN
eurjchem-319	83	2	.	.	PROPN
eurjchem-319	83	3	:	:	PUNCT
eurjchem-319	84	1	280‐281	280‐281	NUM
eurjchem-319	84	2	oc	oc	X
eurjchem-319	84	3	.	.	PUNCT
eurjchem-319	84	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	84	5	(	(	PUNCT
eurjchem-319	84	6	cm‐1	cm‐1	PROPN
eurjchem-319	84	7	):	):	PUNCT
eurjchem-319	84	8	3449	3449	NUM
eurjchem-319	84	9	,	,	PUNCT
eurjchem-319	84	10	3370	3370	NUM
eurjchem-319	84	11	(	(	PUNCT
eurjchem-319	84	12	nh2	nh2	PROPN
eurjchem-319	84	13	)	)	PUNCT
eurjchem-319	84	14	,	,	PUNCT
eurjchem-319	84	15	2209	2209	NUM
eurjchem-319	84	16	(	(	PUNCT
eurjchem-319	84	17	cn	cn	PROPN
eurjchem-319	84	18	)	)	PUNCT
eurjchem-319	84	19	.	.	PUNCT
eurjchem-319	85	1	1h	1h	NUM
eurjchem-319	85	2	nmr	nmr	NOUN
eurjchem-319	85	3	(	(	PUNCT
eurjchem-319	85	4	200	200	NUM
eurjchem-319	85	5	mhz	mhz	NOUN
eurjchem-319	85	6	,	,	PUNCT
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eurjchem-319	85	8	,	,	PUNCT
eurjchem-319	85	9	δ	δ	PROPN
eurjchem-319	85	10	ppm	ppm	VERB
eurjchem-319	85	11	):	):	PUNCT
eurjchem-319	85	12	2.7	2.7	NUM
eurjchem-319	85	13	(	(	PUNCT
eurjchem-319	85	14	s	s	PROPN
eurjchem-319	85	15	,	,	PUNCT
eurjchem-319	85	16	3h	3h	NUM
eurjchem-319	85	17	,	,	PUNCT
eurjchem-319	85	18	sch3	sch3	PROPN
eurjchem-319	85	19	)	)	PUNCT
eurjchem-319	85	20	,	,	PUNCT
eurjchem-319	85	21	3.0	3.0	NUM
eurjchem-319	85	22	(	(	PUNCT
eurjchem-319	85	23	s	s	PROPN
eurjchem-319	85	24	,	,	PUNCT
eurjchem-319	85	25	6h	6h	NUM
eurjchem-319	85	26	,	,	PUNCT
eurjchem-319	85	27	‐n(ch3)2	‐n(ch3)2	NOUN
eurjchem-319	85	28	)	)	PUNCT
eurjchem-319	85	29	,	,	PUNCT
eurjchem-319	85	30	6.7	6.7	NUM
eurjchem-319	85	31	(	(	PUNCT
eurjchem-319	85	32	d	d	NOUN
eurjchem-319	85	33	,	,	PUNCT
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eurjchem-319	85	35	,	,	PUNCT
eurjchem-319	85	36	j=8.8	j=8.8	PROPN
eurjchem-319	85	37	hz	hz	PROPN
eurjchem-319	85	38	,	,	PUNCT
eurjchem-319	85	39	ar‐h	ar‐h	PROPN
eurjchem-319	85	40	)	)	PUNCT
eurjchem-319	85	41	,	,	PUNCT
eurjchem-319	85	42	7.8	7.8	NUM
eurjchem-319	85	43	(	(	PUNCT
eurjchem-319	85	44	d	d	NOUN
eurjchem-319	85	45	,	,	PUNCT
eurjchem-319	85	46	2h	2h	NUM
eurjchem-319	85	47	,	,	PUNCT
eurjchem-319	85	48	j=9.2	j=9.2	NOUN
eurjchem-319	85	49	hz	hz	NOUN
eurjchem-319	85	50	,	,	PUNCT
eurjchem-319	85	51	ar‐h	ar‐h	PROPN
eurjchem-319	85	52	)	)	PUNCT
eurjchem-319	85	53	,	,	PUNCT
eurjchem-319	85	54	9.0	9.0	NUM
eurjchem-319	85	55	(	(	PUNCT
eurjchem-319	85	56	br	br	PROPN
eurjchem-319	85	57	s	s	PROPN
eurjchem-319	85	58	,	,	PUNCT
eurjchem-319	85	59	2h	2h	NUM
eurjchem-319	85	60	,	,	PUNCT
eurjchem-319	85	61	nh2	nh2	PROPN
eurjchem-319	85	62	,	,	PUNCT
eurjchem-319	85	63	d2o	d2o	NOUN
eurjchem-319	85	64	exchangeable	exchangeable	ADJ
eurjchem-319	85	65	)	)	PUNCT
eurjchem-319	85	66	.	.	PUNCT
eurjchem-319	86	1	anal	anal	PROPN
eurjchem-319	86	2	.	.	PUNCT
eurjchem-319	86	3	calcd	calcd	NOUN
eurjchem-319	86	4	.	.	PUNCT
eurjchem-319	87	1	for	for	ADP
eurjchem-319	87	2	c17h15n7s	c17h15n7s	PROPN
eurjchem-319	87	3	:	:	PUNCT
eurjchem-319	87	4	c	c	X
eurjchem-319	87	5	,	,	PUNCT
eurjchem-319	87	6	58.43	58.43	NUM
eurjchem-319	87	7	;	;	PUNCT
eurjchem-319	87	8	h	h	NOUN
eurjchem-319	87	9	,	,	PUNCT
eurjchem-319	87	10	4.32	4.32	NUM
eurjchem-319	87	11	;	;	PUNCT
eurjchem-319	87	12	n	n	CCONJ
eurjchem-319	87	13	,	,	PUNCT
eurjchem-319	87	14	28.05	28.05	NUM
eurjchem-319	87	15	.	.	PUNCT
eurjchem-319	88	1	found	find	VERB
eurjchem-319	88	2	:	:	PUNCT
eurjchem-319	89	1	c	c	X
eurjchem-319	89	2	,	,	PUNCT
eurjchem-319	89	3	58.73	58.73	NUM
eurjchem-319	89	4	;	;	PUNCT
eurjchem-319	89	5	h	h	X
eurjchem-319	89	6	,	,	PUNCT
eurjchem-319	89	7	4.64	4.64	NUM
eurjchem-319	89	8	;	;	PUNCT
eurjchem-319	89	9	n	n	CCONJ
eurjchem-319	89	10	,	,	PUNCT
eurjchem-319	89	11	28.30	28.30	NUM
eurjchem-319	89	12	%	%	NOUN
eurjchem-319	89	13	.	.	PUNCT
eurjchem-319	90	1	2.2.2	2.2.2	NUM
eurjchem-319	90	2	.	.	X
eurjchem-319	91	1	5,7‐diamino‐2‐methylsulphanylpyrazolo[1,5‐a	5,7‐diamino‐2‐methylsulphanylpyrazolo[1,5‐a	NUM
eurjchem-319	91	2	]	]	X
eurjchem-319	91	3	pyrimidine‐3‐carbonitrile	pyrimidine‐3‐carbonitrile	PROPN
eurjchem-319	91	4	(	(	PUNCT
eurjchem-319	91	5	8)	8)	NUM
eurjchem-319	91	6	a	a	DET
eurjchem-319	91	7	mixture	mixture	NOUN
eurjchem-319	91	8	of	of	ADP
eurjchem-319	91	9	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	NUM
eurjchem-319	91	10	carbonitrile	carbonitrile	NOUN
eurjchem-319	91	11	(	(	PUNCT
eurjchem-319	91	12	4	4	NUM
eurjchem-319	91	13	)	)	PUNCT
eurjchem-319	91	14	(	(	PUNCT
eurjchem-319	91	15	0.77	0.77	NUM
eurjchem-319	91	16	g	g	NOUN
eurjchem-319	91	17	,	,	PUNCT
eurjchem-319	91	18	0.005	0.005	NUM
eurjchem-319	91	19	mol	mol	NOUN
eurjchem-319	91	20	)	)	PUNCT
eurjchem-319	91	21	,	,	PUNCT
eurjchem-319	91	22	malononitrile	malononitrile	NOUN
eurjchem-319	91	23	(	(	PUNCT
eurjchem-319	91	24	0.33	0.33	NUM
eurjchem-319	91	25	g	g	NOUN
eurjchem-319	91	26	,	,	PUNCT
eurjchem-319	91	27	0.005	0.005	NUM
eurjchem-319	91	28	mol	mol	NOUN
eurjchem-319	91	29	)	)	PUNCT
eurjchem-319	91	30	and	and	CCONJ
eurjchem-319	91	31	triethylamine	triethylamine	NOUN
eurjchem-319	91	32	(	(	PUNCT
eurjchem-319	91	33	2	2	NUM
eurjchem-319	91	34	ml	ml	NOUN
eurjchem-319	91	35	)	)	PUNCT
eurjchem-319	91	36	in	in	ADP
eurjchem-319	91	37	absolute	absolute	ADJ
eurjchem-319	91	38	ethanol	ethanol	NOUN
eurjchem-319	91	39	(	(	PUNCT
eurjchem-319	91	40	30	30	NUM
eurjchem-319	91	41	ml	ml	NOUN
eurjchem-319	91	42	)	)	PUNCT
eurjchem-319	91	43	was	be	AUX
eurjchem-319	91	44	heated	heat	VERB
eurjchem-319	91	45	under	under	ADP
eurjchem-319	91	46	reflux	reflux	NOUN
eurjchem-319	91	47	for	for	ADP
eurjchem-319	91	48	10	10	NUM
eurjchem-319	91	49	h.	h.	NOUN
eurjchem-319	91	50	the	the	DET
eurjchem-319	91	51	precipitate	precipitate	NOUN
eurjchem-319	91	52	formed	form	VERB
eurjchem-319	91	53	was	be	AUX
eurjchem-319	91	54	filtered	filter	VERB
eurjchem-319	91	55	,	,	PUNCT
eurjchem-319	91	56	dried	dry	VERB
eurjchem-319	91	57	and	and	CCONJ
eurjchem-319	91	58	crystallized	crystallize	VERB
eurjchem-319	91	59	from	from	ADP
eurjchem-319	91	60	acetic	acetic	ADJ
eurjchem-319	91	61	acid	acid	NOUN
eurjchem-319	91	62	.	.	PUNCT
eurjchem-319	92	1	yield	yield	NOUN
eurjchem-319	92	2	:	:	PUNCT
eurjchem-319	92	3	26	26	NUM
eurjchem-319	92	4	%	%	NOUN
eurjchem-319	92	5	.	.	PUNCT
eurjchem-319	93	1	m.p	m.p	PROPN
eurjchem-319	93	2	.	.	PROPN
eurjchem-319	93	3	:	:	PUNCT
eurjchem-319	94	1	254‐255	254‐255	NUM
eurjchem-319	94	2	oc	oc	NOUN
eurjchem-319	94	3	.	.	PUNCT
eurjchem-319	94	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	94	5	(	(	PUNCT
eurjchem-319	94	6	cm‐1	cm‐1	PROPN
eurjchem-319	94	7	):	):	PUNCT
eurjchem-319	94	8	3479	3479	NUM
eurjchem-319	94	9	,	,	PUNCT
eurjchem-319	94	10	3431	3431	NUM
eurjchem-319	94	11	,	,	PUNCT
eurjchem-319	94	12	3373	3373	NUM
eurjchem-319	94	13	,	,	PUNCT
eurjchem-319	94	14	3317	3317	NUM
eurjchem-319	94	15	(	(	PUNCT
eurjchem-319	94	16	nh2	nh2	PROPN
eurjchem-319	94	17	)	)	PUNCT
eurjchem-319	94	18	,	,	PUNCT
eurjchem-319	94	19	2203	2203	NUM
eurjchem-319	94	20	(	(	PUNCT
eurjchem-319	94	21	cn	cn	NOUN
eurjchem-319	94	22	)	)	PUNCT
eurjchem-319	94	23	.	.	PUNCT
eurjchem-319	95	1	1h	1h	NUM
eurjchem-319	95	2	nmr	nmr	NOUN
eurjchem-319	95	3	(	(	PUNCT
eurjchem-319	95	4	200	200	NUM
eurjchem-319	95	5	mhz	mhz	NOUN
eurjchem-319	95	6	,	,	PUNCT
eurjchem-319	95	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	95	8	,	,	PUNCT
eurjchem-319	95	9	δ	δ	PROPN
eurjchem-319	95	10	ppm	ppm	VERB
eurjchem-319	95	11	):	):	PUNCT
eurjchem-319	95	12	2.6	2.6	NUM
eurjchem-319	95	13	(	(	PUNCT
eurjchem-319	95	14	s	s	PROPN
eurjchem-319	95	15	,	,	PUNCT
eurjchem-319	95	16	3h	3h	NUM
eurjchem-319	95	17	,	,	PUNCT
eurjchem-319	95	18	sch3	sch3	PROPN
eurjchem-319	95	19	)	)	PUNCT
eurjchem-319	95	20	,	,	PUNCT
eurjchem-319	95	21	5.3	5.3	NUM
eurjchem-319	95	22	(	(	PUNCT
eurjchem-319	95	23	s	s	PROPN
eurjchem-319	95	24	,	,	PUNCT
eurjchem-319	95	25	1h	1h	NUM
eurjchem-319	95	26	,	,	PUNCT
eurjchem-319	95	27	h6	h6	PROPN
eurjchem-319	95	28	)	)	PUNCT
eurjchem-319	95	29	,	,	PUNCT
eurjchem-319	95	30	6.7	6.7	NUM
eurjchem-319	95	31	(	(	PUNCT
eurjchem-319	95	32	s	s	PROPN
eurjchem-319	95	33	,	,	PUNCT
eurjchem-319	95	34	2h	2h	NUM
eurjchem-319	95	35	,	,	PUNCT
eurjchem-319	95	36	nh2	nh2	PROPN
eurjchem-319	95	37	,	,	PUNCT
eurjchem-319	95	38	d2o	d2o	NOUN
eurjchem-319	95	39	exchangeable	exchangeable	ADJ
eurjchem-319	95	40	)	)	PUNCT
eurjchem-319	95	41	,	,	PUNCT
eurjchem-319	95	42	7.3	7.3	NUM
eurjchem-319	95	43	(	(	PUNCT
eurjchem-319	95	44	s	s	NOUN
eurjchem-319	95	45	,	,	PUNCT
eurjchem-319	95	46	2h	2h	NUM
eurjchem-319	95	47	,	,	PUNCT
eurjchem-319	95	48	nh2	nh2	PROPN
eurjchem-319	95	49	,	,	PUNCT
eurjchem-319	95	50	d2o	d2o	NOUN
eurjchem-319	95	51	exchangeable	exchangeable	ADJ
eurjchem-319	95	52	)	)	PUNCT
eurjchem-319	95	53	.	.	PUNCT
eurjchem-319	96	1	anal	anal	PROPN
eurjchem-319	96	2	.	.	PUNCT
eurjchem-319	96	3	calcd	calcd	NOUN
eurjchem-319	96	4	.	.	PUNCT
eurjchem-319	97	1	for	for	ADP
eurjchem-319	97	2	c8h8n6s	c8h8n6s	PROPN
eurjchem-319	97	3	:	:	PUNCT
eurjchem-319	97	4	c	c	X
eurjchem-319	97	5	,	,	PUNCT
eurjchem-319	97	6	43.62	43.62	NUM
eurjchem-319	97	7	;	;	PUNCT
eurjchem-319	97	8	h	h	X
eurjchem-319	97	9	,	,	PUNCT
eurjchem-319	97	10	3.66	3.66	NUM
eurjchem-319	97	11	;	;	PUNCT
eurjchem-319	97	12	n	n	CCONJ
eurjchem-319	97	13	,	,	PUNCT
eurjchem-319	97	14	38.15	38.15	NUM
eurjchem-319	97	15	.	.	PUNCT
eurjchem-319	97	16	found	find	VERB
eurjchem-319	97	17	:	:	PUNCT
eurjchem-319	98	1	c	c	X
eurjchem-319	98	2	,	,	PUNCT
eurjchem-319	98	3	43.99	43.99	NUM
eurjchem-319	98	4	;	;	PUNCT
eurjchem-319	98	5	h	h	NOUN
eurjchem-319	98	6	,	,	PUNCT
eurjchem-319	98	7	3.55	3.55	NUM
eurjchem-319	98	8	;	;	PUNCT
eurjchem-319	98	9	n	n	CCONJ
eurjchem-319	98	10	,	,	PUNCT
eurjchem-319	98	11	38.60	38.60	NUM
eurjchem-319	98	12	%	%	NOUN
eurjchem-319	98	13	.	.	PUNCT
eurjchem-319	99	1	el‐enany	el‐enany	PROPN
eurjchem-319	99	2	et	et	PROPN
eurjchem-319	99	3	al	al	PROPN
eurjchem-319	99	4	.	.	PUNCT
eurjchem-319	99	5	/	/	SYM
eurjchem-319	99	6	european	european	PROPN
eurjchem-319	99	7	journal	journal	PROPN
eurjchem-319	99	8	of	of	ADP
eurjchem-319	99	9	chemistry	chemistry	NOUN
eurjchem-319	99	10	2	2	NUM
eurjchem-319	99	11	(	(	PUNCT
eurjchem-319	99	12	3	3	NUM
eurjchem-319	99	13	)	)	PUNCT
eurjchem-319	99	14	(	(	PUNCT
eurjchem-319	99	15	2011	2011	NUM
eurjchem-319	99	16	)	)	PUNCT
eurjchem-319	99	17	331‐336	331‐336	NUM
eurjchem-319	99	18	333	333	NUM
eurjchem-319	100	1	n	n	PRON
eurjchem-319	100	2	h	h	NOUN
eurjchem-319	100	3	n	n	PRON
eurjchem-319	100	4	sch3	sch3	PROPN
eurjchem-319	100	5	h2n	h2n	PROPN
eurjchem-319	100	6	nc	nc	PROPN
eurjchem-319	100	7	4	4	PROPN
eurjchem-319	100	8	n	n	PROPN
eurjchem-319	100	9	nn	nn	PROPN
eurjchem-319	100	10	ch3	ch3	PROPN
eurjchem-319	100	11	cn	cn	PROPN
eurjchem-319	100	12	sch3	sch3	PROPN
eurjchem-319	100	13	cl	cl	PROPN
eurjchem-319	100	14	n	n	CCONJ
eurjchem-319	100	15	nn	nn	PROPN
eurjchem-319	100	16	ch3	ch3	PROPN
eurjchem-319	100	17	cn	cn	PROPN
eurjchem-319	100	18	sch3	sch3	PROPN
eurjchem-319	100	19	rhn	rhn	PROPN
eurjchem-319	100	20	n	n	PROPN
eurjchem-319	100	21	nn	nn	PROPN
eurjchem-319	100	22	nhr	nhr	PROPN
eurjchem-319	100	23	cn	cn	PROPN
eurjchem-319	100	24	sch3	sch3	PROPN
eurjchem-319	100	25	10	10	NUM
eurjchem-319	100	26	12	12	NUM
eurjchem-319	100	27	13	13	NUM
eurjchem-319	100	28	14a	14a	NOUN
eurjchem-319	100	29	-	-	PUNCT
eurjchem-319	100	30	c	c	NOUN
eurjchem-319	100	31	15a	15a	NOUN
eurjchem-319	100	32	-	-	SYM
eurjchem-319	100	33	d	d	NOUN
eurjchem-319	100	34	n	n	ADP
eurjchem-319	100	35	h	h	NOUN
eurjchem-319	100	36	nn	nn	PROPN
eurjchem-319	100	37	cn	cn	PROPN
eurjchem-319	100	38	sch3	sch3	PROPN
eurjchem-319	100	39	o	o	PROPN
eurjchem-319	100	40	n	n	CCONJ
eurjchem-319	100	41	nn	nn	PROPN
eurjchem-319	100	42	cl	cl	NOUN
eurjchem-319	100	43	cn	cn	PROPN
eurjchem-319	100	44	sch3	sch3	PROPN
eurjchem-319	100	45	n	n	PROPN
eurjchem-319	100	46	h	h	PROPN
eurjchem-319	100	47	nn	nn	PROPN
eurjchem-319	100	48	ch3	ch3	PROPN
eurjchem-319	100	49	cn	cn	PROPN
eurjchem-319	100	50	sch3	sch3	PROPN
eurjchem-319	100	51	o	o	PROPN
eurjchem-319	100	52	11	11	NUM
eurjchem-319	100	53	a	a	DET
eurjchem-319	100	54	b	b	NOUN
eurjchem-319	100	55	c	c	NOUN
eurjchem-319	100	56	c	c	NOUN
eurjchem-319	100	57	d	d	X
eurjchem-319	100	58	d	d	NOUN
eurjchem-319	100	59	reagents	reagent	NOUN
eurjchem-319	100	60	:	:	PUNCT
eurjchem-319	100	61	a	a	X
eurjchem-319	100	62	)	)	PUNCT
eurjchem-319	100	63	c6h5coch2cooc2h5	c6h5coch2cooc2h5	NOUN
eurjchem-319	100	64	,	,	PUNCT
eurjchem-319	100	65	fusion	fusion	NOUN
eurjchem-319	100	66	at	at	ADP
eurjchem-319	100	67	160	160	NUM
eurjchem-319	100	68	oc	oc	NOUN
eurjchem-319	100	69	;	;	PUNCT
eurjchem-319	100	70	b	b	X
eurjchem-319	100	71	)	)	PUNCT
eurjchem-319	100	72	ch3coch2cooc2h5	ch3coch2cooc2h5	NOUN
eurjchem-319	100	73	,	,	PUNCT
eurjchem-319	100	74	fusion	fusion	NOUN
eurjchem-319	100	75	at	at	ADP
eurjchem-319	100	76	170	170	NUM
eurjchem-319	100	77	oc	oc	NOUN
eurjchem-319	100	78	(	(	PUNCT
eurjchem-319	100	79	method	method	NOUN
eurjchem-319	100	80	a	a	PRON
eurjchem-319	100	81	)	)	PUNCT
eurjchem-319	100	82	,	,	PUNCT
eurjchem-319	100	83	acetic	acetic	ADJ
eurjchem-319	100	84	acid	acid	NOUN
eurjchem-319	100	85	(	(	PUNCT
eurjchem-319	100	86	method	method	PROPN
eurjchem-319	100	87	b	b	PROPN
eurjchem-319	100	88	)	)	PUNCT
eurjchem-319	100	89	;	;	PUNCT
eurjchem-319	100	90	c	c	X
eurjchem-319	100	91	)	)	PUNCT
eurjchem-319	100	92	pocl3	pocl3	NOUN
eurjchem-319	100	93	;	;	PUNCT
eurjchem-319	100	94	d	d	X
eurjchem-319	100	95	)	)	PUNCT
eurjchem-319	100	96	rnh2	rnh2	NOUN
eurjchem-319	100	97	,	,	PUNCT
eurjchem-319	100	98	triethylamine	triethylamine	NOUN
eurjchem-319	100	99	,	,	PUNCT
eurjchem-319	100	100	ethanol	ethanol	NOUN
eurjchem-319	100	101	.	.	PUNCT
eurjchem-319	101	1	compound	compound	NOUN
eurjchem-319	101	2	14a	14a	NOUN
eurjchem-319	101	3	,	,	PUNCT
eurjchem-319	101	4	15a	15a	NOUN
eurjchem-319	101	5	14b	14b	NUM
eurjchem-319	101	6	,	,	PUNCT
eurjchem-319	101	7	15b	15b	X
eurjchem-319	101	8	4	4	NUM
eurjchem-319	101	9	-	-	PUNCT
eurjchem-319	101	10	ch3oc6h4	ch3oc6h4	NOUN
eurjchem-319	101	11	compound	compound	NOUN
eurjchem-319	101	12	2	2	NUM
eurjchem-319	101	13	-	-	PUNCT
eurjchem-319	101	14	ch3c6h415d	ch3c6h415d	NOUN
eurjchem-319	101	15	14c	14c	NOUN
eurjchem-319	101	16	,	,	PUNCT
eurjchem-319	101	17	15c	15c	NOUN
eurjchem-319	101	18	r	r	NOUN
eurjchem-319	101	19	c6h11	c6h11	NOUN
eurjchem-319	101	20	c6h5	c6h5	NOUN
eurjchem-319	101	21	r	r	NOUN
eurjchem-319	101	22	scheme	scheme	NOUN
eurjchem-319	101	23	2	2	NUM
eurjchem-319	101	24	2.2.3	2.2.3	NUM
eurjchem-319	101	25	.	.	PUNCT
eurjchem-319	102	1	7‐amino‐2‐methylsulphanyl‐5‐oxo‐4,5‐dihydropyrazolo	7‐amino‐2‐methylsulphanyl‐5‐oxo‐4,5‐dihydropyrazolo	NOUN
eurjchem-319	103	1	[	[	X
eurjchem-319	103	2	1,5‐a]pyrimidine‐3‐carbonitrile	1,5‐a]pyrimidine‐3‐carbonitrile	NUM
eurjchem-319	103	3	(	(	PUNCT
eurjchem-319	103	4	9	9	NUM
eurjchem-319	103	5	)	)	PUNCT
eurjchem-319	103	6	a	a	DET
eurjchem-319	103	7	mixture	mixture	NOUN
eurjchem-319	103	8	of	of	ADP
eurjchem-319	103	9	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	NUM
eurjchem-319	103	10	carbonitrile	carbonitrile	NOUN
eurjchem-319	103	11	(	(	PUNCT
eurjchem-319	103	12	4	4	NUM
eurjchem-319	103	13	)	)	PUNCT
eurjchem-319	103	14	(	(	PUNCT
eurjchem-319	103	15	2.31	2.31	NUM
eurjchem-319	103	16	g	g	NOUN
eurjchem-319	103	17	,	,	PUNCT
eurjchem-319	103	18	0.015	0.015	NUM
eurjchem-319	103	19	mol	mol	NOUN
eurjchem-319	103	20	)	)	PUNCT
eurjchem-319	103	21	and	and	CCONJ
eurjchem-319	103	22	ethyl	ethyl	PROPN
eurjchem-319	103	23	cyanoacetate	cyanoacetate	NOUN
eurjchem-319	103	24	(	(	PUNCT
eurjchem-319	103	25	1.69	1.69	NUM
eurjchem-319	103	26	g	g	NOUN
eurjchem-319	103	27	,	,	PUNCT
eurjchem-319	103	28	1.70	1.70	NUM
eurjchem-319	103	29	ml	ml	NOUN
eurjchem-319	103	30	,	,	PUNCT
eurjchem-319	103	31	0.015	0.015	NUM
eurjchem-319	103	32	mol	mol	NOUN
eurjchem-319	103	33	)	)	PUNCT
eurjchem-319	103	34	was	be	AUX
eurjchem-319	103	35	heated	heat	VERB
eurjchem-319	103	36	at	at	ADP
eurjchem-319	103	37	160	160	NUM
eurjchem-319	103	38	oc	oc	NOUN
eurjchem-319	103	39	in	in	ADP
eurjchem-319	103	40	an	an	DET
eurjchem-319	103	41	oil	oil	NOUN
eurjchem-319	103	42	bath	bath	NOUN
eurjchem-319	103	43	for	for	ADP
eurjchem-319	103	44	2	2	NUM
eurjchem-319	103	45	h.	h.	NOUN
eurjchem-319	103	46	the	the	DET
eurjchem-319	103	47	solid	solid	ADJ
eurjchem-319	103	48	formed	form	VERB
eurjchem-319	103	49	was	be	AUX
eurjchem-319	103	50	triturated	triturate	VERB
eurjchem-319	103	51	with	with	ADP
eurjchem-319	103	52	ethanol	ethanol	NOUN
eurjchem-319	103	53	(	(	PUNCT
eurjchem-319	103	54	10	10	NUM
eurjchem-319	103	55	ml	ml	NOUN
eurjchem-319	103	56	)	)	PUNCT
eurjchem-319	103	57	,	,	PUNCT
eurjchem-319	103	58	filtered	filter	VERB
eurjchem-319	103	59	,	,	PUNCT
eurjchem-319	103	60	dried	dry	VERB
eurjchem-319	103	61	and	and	CCONJ
eurjchem-319	103	62	crystallized	crystallize	VERB
eurjchem-319	103	63	from	from	ADP
eurjchem-319	103	64	dmf	dmf	PROPN
eurjchem-319	103	65	.	.	PUNCT
eurjchem-319	103	66	yield	yield	NOUN
eurjchem-319	103	67	:	:	PUNCT
eurjchem-319	103	68	93	93	NUM
eurjchem-319	103	69	%	%	NOUN
eurjchem-319	103	70	.	.	PUNCT
eurjchem-319	104	1	m.p	m.p	PROPN
eurjchem-319	104	2	.	.	PROPN
eurjchem-319	104	3	:	:	PUNCT
eurjchem-319	105	1	>	>	PUNCT
eurjchem-319	105	2	300	300	NUM
eurjchem-319	105	3	oc	oc	NOUN
eurjchem-319	105	4	.	.	PUNCT
eurjchem-319	106	1	ft‐ir	ft‐ir	NOUN
eurjchem-319	106	2	(	(	PUNCT
eurjchem-319	106	3	cm‐1	cm‐1	PROPN
eurjchem-319	106	4	):	):	PUNCT
eurjchem-319	106	5	3433	3433	NUM
eurjchem-319	106	6	,	,	PUNCT
eurjchem-319	106	7	3319	3319	NUM
eurjchem-319	106	8	(	(	PUNCT
eurjchem-319	106	9	nh	nh	NOUN
eurjchem-319	106	10	/	/	SYM
eurjchem-319	106	11	nh2	nh2	PROPN
eurjchem-319	106	12	)	)	PUNCT
eurjchem-319	106	13	,	,	PUNCT
eurjchem-319	106	14	2220	2220	NUM
eurjchem-319	106	15	(	(	PUNCT
eurjchem-319	106	16	cn	cn	PROPN
eurjchem-319	106	17	)	)	PUNCT
eurjchem-319	106	18	,	,	PUNCT
eurjchem-319	106	19	1650	1650	NUM
eurjchem-319	106	20	(	(	PUNCT
eurjchem-319	106	21	co	co	NOUN
eurjchem-319	106	22	)	)	PUNCT
eurjchem-319	106	23	.	.	PUNCT
eurjchem-319	107	1	1h	1h	NUM
eurjchem-319	107	2	nmr	nmr	NOUN
eurjchem-319	107	3	(	(	PUNCT
eurjchem-319	107	4	200	200	NUM
eurjchem-319	107	5	mhz	mhz	NOUN
eurjchem-319	107	6	,	,	PUNCT
eurjchem-319	107	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	107	8	,	,	PUNCT
eurjchem-319	107	9	δ	δ	PROPN
eurjchem-319	107	10	ppm	ppm	VERB
eurjchem-319	107	11	):	):	PUNCT
eurjchem-319	107	12	2.6	2.6	NUM
eurjchem-319	107	13	(	(	PUNCT
eurjchem-319	107	14	s	s	PROPN
eurjchem-319	107	15	,	,	PUNCT
eurjchem-319	107	16	3h	3h	NUM
eurjchem-319	107	17	,	,	PUNCT
eurjchem-319	107	18	sch3	sch3	PROPN
eurjchem-319	107	19	)	)	PUNCT
eurjchem-319	107	20	,	,	PUNCT
eurjchem-319	107	21	5.2	5.2	NUM
eurjchem-319	107	22	(	(	PUNCT
eurjchem-319	107	23	d	d	PROPN
eurjchem-319	107	24	,	,	PUNCT
eurjchem-319	107	25	1h	1h	NUM
eurjchem-319	107	26	,	,	PUNCT
eurjchem-319	107	27	h6	h6	PROPN
eurjchem-319	107	28	,	,	PUNCT
eurjchem-319	107	29	j=2.2	j=2.2	NOUN
eurjchem-319	107	30	hz	hz	NOUN
eurjchem-319	107	31	)	)	PUNCT
eurjchem-319	107	32	,	,	PUNCT
eurjchem-319	107	33	7.6	7.6	NUM
eurjchem-319	107	34	(	(	PUNCT
eurjchem-319	107	35	s	s	PROPN
eurjchem-319	107	36	,	,	PUNCT
eurjchem-319	107	37	2h	2h	NUM
eurjchem-319	107	38	,	,	PUNCT
eurjchem-319	107	39	nh2	nh2	PROPN
eurjchem-319	107	40	,	,	PUNCT
eurjchem-319	107	41	d2o	d2o	NOUN
eurjchem-319	107	42	exchangeable	exchangeable	ADJ
eurjchem-319	107	43	)	)	PUNCT
eurjchem-319	107	44	,	,	PUNCT
eurjchem-319	107	45	11.9	11.9	NUM
eurjchem-319	107	46	(	(	PUNCT
eurjchem-319	107	47	br	br	PROPN
eurjchem-319	107	48	s	s	PROPN
eurjchem-319	107	49	,	,	PUNCT
eurjchem-319	107	50	1h	1h	NUM
eurjchem-319	107	51	,	,	PUNCT
eurjchem-319	107	52	nh	nh	PROPN
eurjchem-319	107	53	,	,	PUNCT
eurjchem-319	107	54	d2o	d2o	PROPN
eurjchem-319	107	55	exchangeable	exchangeable	ADJ
eurjchem-319	107	56	)	)	PUNCT
eurjchem-319	107	57	.	.	PUNCT
eurjchem-319	108	1	anal	anal	PROPN
eurjchem-319	108	2	.	.	PUNCT
eurjchem-319	108	3	calcd	calcd	NOUN
eurjchem-319	108	4	.	.	PUNCT
eurjchem-319	109	1	for	for	ADP
eurjchem-319	109	2	c8h7n5os	c8h7n5o	NOUN
eurjchem-319	109	3	:	:	PUNCT
eurjchem-319	109	4	c	c	X
eurjchem-319	109	5	,	,	PUNCT
eurjchem-319	109	6	43.43	43.43	NUM
eurjchem-319	109	7	;	;	PUNCT
eurjchem-319	109	8	h	h	NOUN
eurjchem-319	109	9	,	,	PUNCT
eurjchem-319	109	10	3.18	3.18	NUM
eurjchem-319	109	11	;	;	PUNCT
eurjchem-319	109	12	n	n	CCONJ
eurjchem-319	109	13	,	,	PUNCT
eurjchem-319	109	14	31.65	31.65	NUM
eurjchem-319	109	15	.	.	PUNCT
eurjchem-319	109	16	found	find	VERB
eurjchem-319	109	17	:	:	PUNCT
eurjchem-319	110	1	c	c	X
eurjchem-319	110	2	,	,	PUNCT
eurjchem-319	110	3	43.01	43.01	NUM
eurjchem-319	110	4	;	;	PUNCT
eurjchem-319	110	5	h	h	X
eurjchem-319	110	6	,	,	PUNCT
eurjchem-319	110	7	3.36	3.36	NUM
eurjchem-319	110	8	;	;	PUNCT
eurjchem-319	110	9	n	n	CCONJ
eurjchem-319	110	10	,	,	PUNCT
eurjchem-319	110	11	31.22	31.22	NUM
eurjchem-319	110	12	%	%	NOUN
eurjchem-319	110	13	.	.	PUNCT
eurjchem-319	111	1	2.2.4	2.2.4	NUM
eurjchem-319	111	2	.	.	X
eurjchem-319	112	1	2‐methylsulphanyl‐5‐phenyl‐7‐oxo‐4,7‐dihydropyrazolo	2‐methylsulphanyl‐5‐phenyl‐7‐oxo‐4,7‐dihydropyrazolo	NUM
eurjchem-319	113	1	[	[	X
eurjchem-319	113	2	1,5‐a]pyrimidine‐3‐carbonitrile	1,5‐a]pyrimidine‐3‐carbonitrile	NUM
eurjchem-319	113	3	(	(	PUNCT
eurjchem-319	113	4	10	10	NUM
eurjchem-319	113	5	)	)	PUNCT
eurjchem-319	113	6	a	a	DET
eurjchem-319	113	7	mixture	mixture	NOUN
eurjchem-319	113	8	of	of	ADP
eurjchem-319	113	9	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	5‐amino‐3‐methylsulphanyl‐1h‐pyrazole‐4‐	NUM
eurjchem-319	113	10	carbonitrile	carbonitrile	NOUN
eurjchem-319	113	11	(	(	PUNCT
eurjchem-319	113	12	4	4	NUM
eurjchem-319	113	13	)	)	PUNCT
eurjchem-319	113	14	(	(	PUNCT
eurjchem-319	113	15	2.31	2.31	NUM
eurjchem-319	113	16	g	g	NOUN
eurjchem-319	113	17	,	,	PUNCT
eurjchem-319	113	18	0.015	0.015	NUM
eurjchem-319	113	19	mol	mol	NOUN
eurjchem-319	113	20	)	)	PUNCT
eurjchem-319	113	21	and	and	CCONJ
eurjchem-319	113	22	ethyl	ethyl	PROPN
eurjchem-319	113	23	benzoylacetate	benzoylacetate	NOUN
eurjchem-319	113	24	(	(	PUNCT
eurjchem-319	113	25	2.88	2.88	NUM
eurjchem-319	113	26	g	g	NOUN
eurjchem-319	113	27	,	,	PUNCT
eurjchem-319	113	28	2.60	2.60	NUM
eurjchem-319	113	29	ml	ml	NOUN
eurjchem-319	113	30	,	,	PUNCT
eurjchem-319	113	31	0.015	0.015	NUM
eurjchem-319	113	32	mol	mol	NOUN
eurjchem-319	113	33	)	)	PUNCT
eurjchem-319	113	34	was	be	AUX
eurjchem-319	113	35	heated	heat	VERB
eurjchem-319	113	36	at	at	ADP
eurjchem-319	113	37	160	160	NUM
eurjchem-319	113	38	oc	oc	NOUN
eurjchem-319	113	39	in	in	ADP
eurjchem-319	113	40	an	an	DET
eurjchem-319	113	41	oil	oil	NOUN
eurjchem-319	113	42	bath	bath	NOUN
eurjchem-319	113	43	for	for	ADP
eurjchem-319	113	44	2	2	NUM
eurjchem-319	113	45	h.	h.	NOUN
eurjchem-319	113	46	the	the	DET
eurjchem-319	113	47	solid	solid	ADJ
eurjchem-319	113	48	formed	form	VERB
eurjchem-319	113	49	was	be	AUX
eurjchem-319	113	50	triturated	triturate	VERB
eurjchem-319	113	51	with	with	ADP
eurjchem-319	113	52	ethanol	ethanol	NOUN
eurjchem-319	113	53	(	(	PUNCT
eurjchem-319	113	54	10	10	NUM
eurjchem-319	113	55	ml	ml	NOUN
eurjchem-319	113	56	)	)	PUNCT
eurjchem-319	113	57	,	,	PUNCT
eurjchem-319	113	58	filtered	filter	VERB
eurjchem-319	113	59	,	,	PUNCT
eurjchem-319	113	60	dried	dry	VERB
eurjchem-319	113	61	and	and	CCONJ
eurjchem-319	113	62	crystallized	crystallize	VERB
eurjchem-319	113	63	from	from	ADP
eurjchem-319	113	64	acetic	acetic	ADJ
eurjchem-319	113	65	acid	acid	NOUN
eurjchem-319	113	66	.	.	PUNCT
eurjchem-319	114	1	yield	yield	NOUN
eurjchem-319	114	2	:	:	PUNCT
eurjchem-319	114	3	67	67	NUM
eurjchem-319	114	4	%	%	NOUN
eurjchem-319	114	5	.	.	PUNCT
eurjchem-319	115	1	m.p	m.p	PROPN
eurjchem-319	115	2	.	.	PROPN
eurjchem-319	115	3	:	:	PUNCT
eurjchem-319	116	1	268‐269	268‐269	NUM
eurjchem-319	116	2	oc	oc	NOUN
eurjchem-319	116	3	.	.	PUNCT
eurjchem-319	116	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	116	5	(	(	PUNCT
eurjchem-319	116	6	cm‐1	cm‐1	PROPN
eurjchem-319	116	7	):	):	PUNCT
eurjchem-319	116	8	3466	3466	NUM
eurjchem-319	116	9	(	(	PUNCT
eurjchem-319	116	10	nh	nh	NOUN
eurjchem-319	116	11	)	)	PUNCT
eurjchem-319	116	12	,	,	PUNCT
eurjchem-319	116	13	2222	2222	NUM
eurjchem-319	116	14	(	(	PUNCT
eurjchem-319	116	15	cn	cn	PROPN
eurjchem-319	116	16	)	)	PUNCT
eurjchem-319	116	17	,	,	PUNCT
eurjchem-319	116	18	1718	1718	NUM
eurjchem-319	116	19	(	(	PUNCT
eurjchem-319	116	20	co	co	NOUN
eurjchem-319	116	21	)	)	PUNCT
eurjchem-319	116	22	.	.	PUNCT
eurjchem-319	117	1	1h	1h	NUM
eurjchem-319	117	2	nmr	nmr	NOUN
eurjchem-319	117	3	(	(	PUNCT
eurjchem-319	117	4	200	200	NUM
eurjchem-319	117	5	mhz	mhz	NOUN
eurjchem-319	117	6	,	,	PUNCT
eurjchem-319	117	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	117	8	,	,	PUNCT
eurjchem-319	117	9	δ	δ	PROPN
eurjchem-319	117	10	ppm	ppm	VERB
eurjchem-319	117	11	):	):	PUNCT
eurjchem-319	117	12	2.6	2.6	NUM
eurjchem-319	117	13	(	(	PUNCT
eurjchem-319	117	14	s	s	PROPN
eurjchem-319	117	15	,	,	PUNCT
eurjchem-319	117	16	3h	3h	NUM
eurjchem-319	117	17	,	,	PUNCT
eurjchem-319	117	18	sch3	sch3	PROPN
eurjchem-319	117	19	)	)	PUNCT
eurjchem-319	117	20	,	,	PUNCT
eurjchem-319	117	21	6.2	6.2	NUM
eurjchem-319	117	22	(	(	PUNCT
eurjchem-319	117	23	s	s	PROPN
eurjchem-319	117	24	,	,	PUNCT
eurjchem-319	117	25	1h	1h	NUM
eurjchem-319	117	26	,	,	PUNCT
eurjchem-319	117	27	nh	nh	PROPN
eurjchem-319	117	28	,	,	PUNCT
eurjchem-319	117	29	d2o	d2o	PROPN
eurjchem-319	117	30	exchangeable	exchangeable	ADJ
eurjchem-319	117	31	)	)	PUNCT
eurjchem-319	117	32	,	,	PUNCT
eurjchem-319	117	33	7.5‐7.8	7.5‐7.8	NUM
eurjchem-319	117	34	(	(	PUNCT
eurjchem-319	117	35	m	m	PROPN
eurjchem-319	117	36	,	,	PUNCT
eurjchem-319	117	37	6h	6h	NUM
eurjchem-319	117	38	,	,	PUNCT
eurjchem-319	117	39	ar‐h+	ar‐h+	NOUN
eurjchem-319	117	40	h6	h6	PROPN
eurjchem-319	117	41	)	)	PUNCT
eurjchem-319	117	42	.	.	PUNCT
eurjchem-319	118	1	anal	anal	PROPN
eurjchem-319	118	2	.	.	PUNCT
eurjchem-319	118	3	calcd	calcd	NOUN
eurjchem-319	118	4	.	.	PUNCT
eurjchem-319	119	1	for	for	ADP
eurjchem-319	119	2	c14h10n4os	c14h10n4os	PROPN
eurjchem-319	119	3	:	:	PUNCT
eurjchem-319	119	4	c	c	X
eurjchem-319	119	5	,	,	PUNCT
eurjchem-319	119	6	59.56	59.56	NUM
eurjchem-319	119	7	;	;	PUNCT
eurjchem-319	119	8	h	h	NOUN
eurjchem-319	119	9	,	,	PUNCT
eurjchem-319	119	10	3.57	3.57	NUM
eurjchem-319	119	11	;	;	PUNCT
eurjchem-319	119	12	n	n	CCONJ
eurjchem-319	119	13	,	,	PUNCT
eurjchem-319	119	14	19.84	19.84	NUM
eurjchem-319	119	15	.	.	PUNCT
eurjchem-319	119	16	found	find	VERB
eurjchem-319	119	17	:	:	PUNCT
eurjchem-319	120	1	c	c	X
eurjchem-319	120	2	,	,	PUNCT
eurjchem-319	120	3	59.97	59.97	NUM
eurjchem-319	120	4	;	;	PUNCT
eurjchem-319	120	5	h	h	NOUN
eurjchem-319	120	6	,	,	PUNCT
eurjchem-319	120	7	3.57	3.57	NUM
eurjchem-319	120	8	;	;	PUNCT
eurjchem-319	120	9	n	n	CCONJ
eurjchem-319	120	10	,	,	PUNCT
eurjchem-319	120	11	20.16	20.16	NUM
eurjchem-319	120	12	%	%	NOUN
eurjchem-319	120	13	.	.	PUNCT
eurjchem-319	121	1	2.2.5	2.2.5	X
eurjchem-319	121	2	.	.	X
eurjchem-319	122	1	7‐methyl‐2‐methylsulphanyl‐5‐oxo‐4,5‐dihydropyrazolo	7‐methyl‐2‐methylsulphanyl‐5‐oxo‐4,5‐dihydropyrazolo	NUM
eurjchem-319	123	1	[	[	X
eurjchem-319	123	2	1,5‐a]pyrimidine‐3‐carbonitrile	1,5‐a]pyrimidine‐3‐carbonitrile	NUM
eurjchem-319	123	3	(	(	PUNCT
eurjchem-319	123	4	11	11	NUM
eurjchem-319	123	5	)	)	PUNCT
eurjchem-319	123	6	method	method	NOUN
eurjchem-319	123	7	a	a	DET
eurjchem-319	123	8	:	:	PUNCT
eurjchem-319	123	9	a	a	DET
eurjchem-319	123	10	mixture	mixture	NOUN
eurjchem-319	123	11	of	of	ADP
eurjchem-319	123	12	5‐amino‐3‐methylsulphanyl‐1h‐	5‐amino‐3‐methylsulphanyl‐1h‐	NUM
eurjchem-319	123	13	pyrazole‐4‐carbonitrile	pyrazole‐4‐carbonitrile	PROPN
eurjchem-319	123	14	(	(	PUNCT
eurjchem-319	123	15	4	4	NUM
eurjchem-319	123	16	)	)	PUNCT
eurjchem-319	123	17	(	(	PUNCT
eurjchem-319	123	18	2.31	2.31	NUM
eurjchem-319	123	19	g	g	NOUN
eurjchem-319	123	20	,	,	PUNCT
eurjchem-319	123	21	0.015	0.015	NUM
eurjchem-319	123	22	mol	mol	NOUN
eurjchem-319	123	23	)	)	PUNCT
eurjchem-319	123	24	and	and	CCONJ
eurjchem-319	123	25	ethyl	ethyl	PROPN
eurjchem-319	123	26	acetoacetate	acetoacetate	NOUN
eurjchem-319	123	27	(	(	PUNCT
eurjchem-319	123	28	1.95	1.95	NUM
eurjchem-319	123	29	g	g	NOUN
eurjchem-319	123	30	,	,	PUNCT
eurjchem-319	123	31	1.90	1.90	NUM
eurjchem-319	123	32	ml	ml	NOUN
eurjchem-319	123	33	,	,	PUNCT
eurjchem-319	123	34	0.015	0.015	NUM
eurjchem-319	123	35	mol	mol	NOUN
eurjchem-319	123	36	)	)	PUNCT
eurjchem-319	123	37	was	be	AUX
eurjchem-319	123	38	heated	heat	VERB
eurjchem-319	123	39	at	at	ADP
eurjchem-319	123	40	170	170	NUM
eurjchem-319	123	41	oc	oc	NOUN
eurjchem-319	123	42	in	in	ADP
eurjchem-319	123	43	an	an	DET
eurjchem-319	123	44	oil	oil	NOUN
eurjchem-319	123	45	bath	bath	NOUN
eurjchem-319	123	46	for	for	ADP
eurjchem-319	123	47	2	2	NUM
eurjchem-319	123	48	h.	h.	NOUN
eurjchem-319	123	49	the	the	DET
eurjchem-319	123	50	solid	solid	ADJ
eurjchem-319	123	51	product	product	NOUN
eurjchem-319	123	52	was	be	AUX
eurjchem-319	123	53	triturated	triturate	VERB
eurjchem-319	123	54	with	with	ADP
eurjchem-319	123	55	ethanol	ethanol	NOUN
eurjchem-319	123	56	(	(	PUNCT
eurjchem-319	123	57	10	10	NUM
eurjchem-319	123	58	ml	ml	NOUN
eurjchem-319	123	59	)	)	PUNCT
eurjchem-319	123	60	,	,	PUNCT
eurjchem-319	123	61	filtered	filter	VERB
eurjchem-319	123	62	,	,	PUNCT
eurjchem-319	123	63	dried	dry	VERB
eurjchem-319	123	64	and	and	CCONJ
eurjchem-319	123	65	crystallized	crystallize	VERB
eurjchem-319	123	66	from	from	ADP
eurjchem-319	123	67	acetic	acetic	ADJ
eurjchem-319	123	68	acid	acid	NOUN
eurjchem-319	123	69	.	.	PUNCT
eurjchem-319	124	1	method	method	PROPN
eurjchem-319	124	2	b	b	PROPN
eurjchem-319	124	3	:	:	PUNCT
eurjchem-319	124	4	a	a	DET
eurjchem-319	124	5	mixture	mixture	NOUN
eurjchem-319	124	6	of	of	ADP
eurjchem-319	124	7	5‐amino‐3‐methylsulphanyl‐1h‐	5‐amino‐3‐methylsulphanyl‐1h‐	NUM
eurjchem-319	124	8	pyrazole‐4‐carbonitrile	pyrazole‐4‐carbonitrile	PROPN
eurjchem-319	124	9	(	(	PUNCT
eurjchem-319	124	10	4	4	NUM
eurjchem-319	124	11	)	)	PUNCT
eurjchem-319	124	12	(	(	PUNCT
eurjchem-319	124	13	2.31	2.31	NUM
eurjchem-319	124	14	g	g	NOUN
eurjchem-319	124	15	,	,	PUNCT
eurjchem-319	124	16	0.015	0.015	NUM
eurjchem-319	124	17	mol	mol	NOUN
eurjchem-319	124	18	)	)	PUNCT
eurjchem-319	124	19	and	and	CCONJ
eurjchem-319	124	20	ethyl	ethyl	PROPN
eurjchem-319	124	21	acetoacetate	acetoacetate	NOUN
eurjchem-319	124	22	(	(	PUNCT
eurjchem-319	124	23	1.95	1.95	NUM
eurjchem-319	124	24	g	g	NOUN
eurjchem-319	124	25	,	,	PUNCT
eurjchem-319	124	26	1.90	1.90	NUM
eurjchem-319	124	27	ml	ml	NOUN
eurjchem-319	124	28	,	,	PUNCT
eurjchem-319	124	29	0.015	0.015	NUM
eurjchem-319	124	30	mol	mol	NOUN
eurjchem-319	124	31	)	)	PUNCT
eurjchem-319	124	32	in	in	ADP
eurjchem-319	124	33	glacial	glacial	ADJ
eurjchem-319	124	34	acetic	acetic	ADJ
eurjchem-319	124	35	acid	acid	NOUN
eurjchem-319	124	36	(	(	PUNCT
eurjchem-319	124	37	50	50	NUM
eurjchem-319	124	38	ml	ml	NOUN
eurjchem-319	124	39	)	)	PUNCT
eurjchem-319	124	40	was	be	AUX
eurjchem-319	124	41	heated	heat	VERB
eurjchem-319	124	42	under	under	ADP
eurjchem-319	124	43	reflux	reflux	NOUN
eurjchem-319	124	44	for	for	ADP
eurjchem-319	124	45	15	15	NUM
eurjchem-319	124	46	h.	h.	NOUN
eurjchem-319	124	47	the	the	DET
eurjchem-319	124	48	solid	solid	ADJ
eurjchem-319	124	49	formed	form	VERB
eurjchem-319	124	50	was	be	AUX
eurjchem-319	124	51	filtered	filter	VERB
eurjchem-319	124	52	,	,	PUNCT
eurjchem-319	124	53	dried	dry	VERB
eurjchem-319	124	54	and	and	CCONJ
eurjchem-319	124	55	crystallized	crystallize	VERB
eurjchem-319	124	56	from	from	ADP
eurjchem-319	124	57	acetic	acetic	ADJ
eurjchem-319	124	58	acid	acid	NOUN
eurjchem-319	124	59	.	.	PUNCT
eurjchem-319	125	1	yield	yield	NOUN
eurjchem-319	125	2	:	:	PUNCT
eurjchem-319	125	3	90	90	NUM
eurjchem-319	125	4	%	%	NOUN
eurjchem-319	125	5	(	(	PUNCT
eurjchem-319	125	6	method	method	NOUN
eurjchem-319	125	7	a	a	PRON
eurjchem-319	125	8	)	)	PUNCT
eurjchem-319	125	9	,	,	PUNCT
eurjchem-319	125	10	77	77	NUM
eurjchem-319	125	11	%	%	NOUN
eurjchem-319	125	12	(	(	PUNCT
eurjchem-319	125	13	method	method	PROPN
eurjchem-319	125	14	b	b	NOUN
eurjchem-319	125	15	)	)	PUNCT
eurjchem-319	125	16	.	.	PUNCT
eurjchem-319	126	1	m.p	m.p	PROPN
eurjchem-319	126	2	.	.	PROPN
eurjchem-319	126	3	:	:	PUNCT
eurjchem-319	127	1	300‐301	300‐301	NUM
eurjchem-319	127	2	oc	oc	X
eurjchem-319	127	3	[	[	X
eurjchem-319	127	4	16	16	NUM
eurjchem-319	127	5	]	]	PUNCT
eurjchem-319	127	6	.	.	PUNCT
eurjchem-319	128	1	ft‐ir	ft‐ir	NOUN
eurjchem-319	128	2	(	(	PUNCT
eurjchem-319	128	3	cm‐1	cm‐1	PROPN
eurjchem-319	128	4	):	):	PUNCT
eurjchem-319	128	5	3470	3470	NUM
eurjchem-319	128	6	(	(	PUNCT
eurjchem-319	128	7	nh	nh	NOUN
eurjchem-319	128	8	)	)	PUNCT
eurjchem-319	128	9	,	,	PUNCT
eurjchem-319	128	10	2225	2225	NUM
eurjchem-319	128	11	(	(	PUNCT
eurjchem-319	128	12	cn	cn	PROPN
eurjchem-319	128	13	)	)	PUNCT
eurjchem-319	128	14	,	,	PUNCT
eurjchem-319	128	15	1661	1661	NUM
eurjchem-319	128	16	(	(	PUNCT
eurjchem-319	128	17	co	co	NOUN
eurjchem-319	128	18	)	)	PUNCT
eurjchem-319	128	19	.	.	PUNCT
eurjchem-319	129	1	1h	1h	NUM
eurjchem-319	129	2	nmr	nmr	NOUN
eurjchem-319	129	3	(	(	PUNCT
eurjchem-319	129	4	200	200	NUM
eurjchem-319	129	5	mhz	mhz	NOUN
eurjchem-319	129	6	,	,	PUNCT
eurjchem-319	129	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	129	8	,	,	PUNCT
eurjchem-319	129	9	δ	δ	PROPN
eurjchem-319	129	10	ppm	ppm	VERB
eurjchem-319	129	11	):	):	PUNCT
eurjchem-319	129	12	2.2	2.2	NUM
eurjchem-319	129	13	(	(	PUNCT
eurjchem-319	129	14	s	s	PROPN
eurjchem-319	129	15	,	,	PUNCT
eurjchem-319	129	16	3h	3h	NUM
eurjchem-319	129	17	,	,	PUNCT
eurjchem-319	129	18	ch3	ch3	PROPN
eurjchem-319	129	19	)	)	PUNCT
eurjchem-319	129	20	,	,	PUNCT
eurjchem-319	129	21	2.6	2.6	NUM
eurjchem-319	129	22	(	(	PUNCT
eurjchem-319	129	23	s	s	PROPN
eurjchem-319	129	24	,	,	PUNCT
eurjchem-319	129	25	3h	3h	NUM
eurjchem-319	129	26	,	,	PUNCT
eurjchem-319	129	27	sch3	sch3	PROPN
eurjchem-319	129	28	)	)	PUNCT
eurjchem-319	129	29	,	,	PUNCT
eurjchem-319	129	30	5.8	5.8	NUM
eurjchem-319	129	31	(	(	PUNCT
eurjchem-319	129	32	s	s	PROPN
eurjchem-319	129	33	,	,	PUNCT
eurjchem-319	129	34	1h	1h	NUM
eurjchem-319	129	35	,	,	PUNCT
eurjchem-319	129	36	h6	h6	PROPN
eurjchem-319	129	37	)	)	PUNCT
eurjchem-319	129	38	,	,	PUNCT
eurjchem-319	129	39	13.2	13.2	NUM
eurjchem-319	129	40	(	(	PUNCT
eurjchem-319	129	41	s	s	PROPN
eurjchem-319	129	42	,	,	PUNCT
eurjchem-319	129	43	1h	1h	NUM
eurjchem-319	129	44	,	,	PUNCT
eurjchem-319	129	45	nh	nh	PROPN
eurjchem-319	129	46	,	,	PUNCT
eurjchem-319	129	47	d2o	d2o	PROPN
eurjchem-319	129	48	exchangeable	exchangeable	ADJ
eurjchem-319	129	49	)	)	PUNCT
eurjchem-319	129	50	.	.	PUNCT
eurjchem-319	130	1	2.2.6	2.2.6	X
eurjchem-319	130	2	.	.	PUNCT
eurjchem-319	130	3	general	general	ADJ
eurjchem-319	130	4	procedure	procedure	NOUN
eurjchem-319	130	5	for	for	ADP
eurjchem-319	130	6	the	the	DET
eurjchem-319	130	7	synthesis	synthesis	NOUN
eurjchem-319	130	8	of	of	ADP
eurjchem-319	130	9	pyrazolo[1,5‐a	pyrazolo[1,5‐a	NOUN
eurjchem-319	130	10	]	]	PUNCT
eurjchem-319	130	11	pyrimidines	pyrimidine	VERB
eurjchem-319	130	12	12	12	NUM
eurjchem-319	130	13	and	and	CCONJ
eurjchem-319	130	14	13	13	NUM
eurjchem-319	130	15	a	a	DET
eurjchem-319	130	16	mixture	mixture	NOUN
eurjchem-319	130	17	of	of	ADP
eurjchem-319	130	18	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	130	19	derivatives	derivative	NOUN
eurjchem-319	130	20	10	10	NUM
eurjchem-319	130	21	or	or	CCONJ
eurjchem-319	130	22	11	11	NUM
eurjchem-319	130	23	(	(	PUNCT
eurjchem-319	130	24	0.004	0.004	NUM
eurjchem-319	130	25	mol	mol	NOUN
eurjchem-319	130	26	)	)	PUNCT
eurjchem-319	130	27	and	and	CCONJ
eurjchem-319	130	28	phosphorus	phosphorus	NOUN
eurjchem-319	130	29	oxychloride	oxychloride	NOUN
eurjchem-319	130	30	(	(	PUNCT
eurjchem-319	130	31	20	20	NUM
eurjchem-319	130	32	ml	ml	NOUN
eurjchem-319	130	33	)	)	PUNCT
eurjchem-319	130	34	was	be	AUX
eurjchem-319	130	35	heated	heat	VERB
eurjchem-319	130	36	under	under	ADP
eurjchem-319	130	37	reflux	reflux	NOUN
eurjchem-319	130	38	for	for	ADP
eurjchem-319	130	39	7	7	NUM
eurjchem-319	130	40	h.	h.	NOUN
eurjchem-319	130	41	the	the	DET
eurjchem-319	130	42	reaction	reaction	NOUN
eurjchem-319	130	43	mixture	mixture	NOUN
eurjchem-319	130	44	was	be	AUX
eurjchem-319	130	45	cooled	cool	VERB
eurjchem-319	130	46	and	and	CCONJ
eurjchem-319	130	47	poured	pour	VERB
eurjchem-319	130	48	gradually	gradually	ADV
eurjchem-319	130	49	onto	onto	ADP
eurjchem-319	130	50	crushed	crushed	ADJ
eurjchem-319	130	51	ice	ice	NOUN
eurjchem-319	130	52	.	.	PUNCT
eurjchem-319	131	1	the	the	DET
eurjchem-319	131	2	resulting	result	VERB
eurjchem-319	131	3	product	product	NOUN
eurjchem-319	131	4	was	be	AUX
eurjchem-319	131	5	filtered	filter	VERB
eurjchem-319	131	6	,	,	PUNCT
eurjchem-319	131	7	dried	dry	VERB
eurjchem-319	131	8	,	,	PUNCT
eurjchem-319	131	9	and	and	CCONJ
eurjchem-319	131	10	crystallized	crystallize	VERB
eurjchem-319	131	11	from	from	ADP
eurjchem-319	131	12	ethanol	ethanol	NOUN
eurjchem-319	131	13	.	.	PUNCT
eurjchem-319	132	1	7‐chloro‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a	7‐chloro‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a	NUM
eurjchem-319	132	2	]	]	X
eurjchem-319	132	3	pyrimidine‐	pyrimidine‐	PROPN
eurjchem-319	132	4	3‐carbonitrile	3‐carbonitrile	NUM
eurjchem-319	132	5	(	(	PUNCT
eurjchem-319	132	6	12	12	NUM
eurjchem-319	132	7	):	):	PUNCT
eurjchem-319	132	8	yield	yield	NOUN
eurjchem-319	132	9	:	:	PUNCT
eurjchem-319	132	10	73	73	NUM
eurjchem-319	132	11	%	%	NOUN
eurjchem-319	132	12	.	.	PUNCT
eurjchem-319	133	1	m.p	m.p	PROPN
eurjchem-319	133	2	.	.	PROPN
eurjchem-319	133	3	:	:	PUNCT
eurjchem-319	134	1	196‐197	196‐197	NUM
eurjchem-319	134	2	oc	oc	PROPN
eurjchem-319	134	3	.	.	PUNCT
eurjchem-319	134	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	134	5	(	(	PUNCT
eurjchem-319	134	6	cm‐1	cm‐1	PROPN
eurjchem-319	134	7	):	):	PUNCT
eurjchem-319	134	8	2220	2220	NUM
eurjchem-319	134	9	(	(	PUNCT
eurjchem-319	134	10	cn	cn	NOUN
eurjchem-319	134	11	)	)	PUNCT
eurjchem-319	134	12	.	.	PUNCT
eurjchem-319	135	1	1h	1h	NUM
eurjchem-319	135	2	nmr	nmr	NOUN
eurjchem-319	135	3	(	(	PUNCT
eurjchem-319	135	4	200	200	NUM
eurjchem-319	135	5	mhz	mhz	NOUN
eurjchem-319	135	6	,	,	PUNCT
eurjchem-319	135	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	135	8	,	,	PUNCT
eurjchem-319	135	9	δ	δ	PROPN
eurjchem-319	135	10	ppm	ppm	VERB
eurjchem-319	135	11	):	):	PUNCT
eurjchem-319	135	12	2.7	2.7	NUM
eurjchem-319	135	13	(	(	PUNCT
eurjchem-319	135	14	s	s	PROPN
eurjchem-319	135	15	,	,	PUNCT
eurjchem-319	135	16	3h	3h	NUM
eurjchem-319	135	17	,	,	PUNCT
eurjchem-319	135	18	sch3	sch3	PROPN
eurjchem-319	135	19	)	)	PUNCT
eurjchem-319	135	20	,	,	PUNCT
eurjchem-319	135	21	7.5‐8.2	7.5‐8.2	NOUN
eurjchem-319	135	22	(	(	PUNCT
eurjchem-319	135	23	m	m	PROPN
eurjchem-319	135	24	,	,	PUNCT
eurjchem-319	135	25	6h	6h	NUM
eurjchem-319	135	26	,	,	PUNCT
eurjchem-319	135	27	ar‐h	ar‐h	PROPN
eurjchem-319	135	28	+	+	CCONJ
eurjchem-319	135	29	h6	h6	PROPN
eurjchem-319	135	30	)	)	PUNCT
eurjchem-319	135	31	.	.	PUNCT
eurjchem-319	136	1	anal	anal	PROPN
eurjchem-319	136	2	.	.	PUNCT
eurjchem-319	136	3	calcd	calcd	NOUN
eurjchem-319	136	4	.	.	PUNCT
eurjchem-319	137	1	for	for	ADP
eurjchem-319	137	2	c14h9cln4s	c14h9cln4	VERB
eurjchem-319	137	3	:	:	PUNCT
eurjchem-319	137	4	c	c	X
eurjchem-319	137	5	,	,	PUNCT
eurjchem-319	137	6	55.90	55.90	NUM
eurjchem-319	137	7	;	;	PUNCT
eurjchem-319	137	8	h	h	NOUN
eurjchem-319	137	9	,	,	PUNCT
eurjchem-319	137	10	3.01	3.01	NUM
eurjchem-319	137	11	;	;	PUNCT
eurjchem-319	137	12	n	n	CCONJ
eurjchem-319	137	13	,	,	PUNCT
eurjchem-319	137	14	18.62	18.62	NUM
eurjchem-319	137	15	.	.	PUNCT
eurjchem-319	137	16	found	find	VERB
eurjchem-319	137	17	:	:	PUNCT
eurjchem-319	138	1	c	c	X
eurjchem-319	138	2	,	,	PUNCT
eurjchem-319	138	3	56.00	56.00	NUM
eurjchem-319	138	4	;	;	PUNCT
eurjchem-319	138	5	h	h	NOUN
eurjchem-319	138	6	,	,	PUNCT
eurjchem-319	138	7	3.23	3.23	NUM
eurjchem-319	138	8	;	;	PUNCT
eurjchem-319	138	9	n	n	CCONJ
eurjchem-319	138	10	,	,	PUNCT
eurjchem-319	138	11	18.20	18.20	NUM
eurjchem-319	138	12	%	%	NOUN
eurjchem-319	138	13	.	.	PUNCT
eurjchem-319	139	1	5‐chloro‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	5‐chloro‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	NUM
eurjchem-319	139	2	]	]	X
eurjchem-319	139	3	pyrimidine‐3‐carbonitrile	pyrimidine‐3‐carbonitrile	NUM
eurjchem-319	139	4	(	(	PUNCT
eurjchem-319	139	5	13	13	NUM
eurjchem-319	139	6	):	):	PUNCT
eurjchem-319	139	7	yield	yield	NOUN
eurjchem-319	139	8	:	:	PUNCT
eurjchem-319	139	9	71	71	NUM
eurjchem-319	139	10	%	%	NOUN
eurjchem-319	139	11	.	.	PUNCT
eurjchem-319	140	1	m.p	m.p	PROPN
eurjchem-319	140	2	.	.	PROPN
eurjchem-319	140	3	:	:	PUNCT
eurjchem-319	141	1	220‐221	220‐221	NUM
eurjchem-319	141	2	oc	oc	PROPN
eurjchem-319	141	3	.	.	PUNCT
eurjchem-319	141	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	141	5	(	(	PUNCT
eurjchem-319	141	6	cm‐1	cm‐1	PROPN
eurjchem-319	141	7	):	):	PUNCT
eurjchem-319	141	8	2223	2223	NUM
eurjchem-319	141	9	(	(	PUNCT
eurjchem-319	141	10	cn	cn	NOUN
eurjchem-319	141	11	)	)	PUNCT
eurjchem-319	141	12	.	.	PUNCT
eurjchem-319	142	1	1h	1h	NUM
eurjchem-319	142	2	nmr	nmr	NOUN
eurjchem-319	142	3	(	(	PUNCT
eurjchem-319	142	4	200	200	NUM
eurjchem-319	142	5	mhz	mhz	NOUN
eurjchem-319	142	6	,	,	PUNCT
eurjchem-319	142	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	142	8	,	,	PUNCT
eurjchem-319	142	9	δ	δ	PROPN
eurjchem-319	142	10	ppm	ppm	VERB
eurjchem-319	142	11	):	):	PUNCT
eurjchem-319	142	12	2.6	2.6	NUM
eurjchem-319	142	13	(	(	PUNCT
eurjchem-319	142	14	s	s	PROPN
eurjchem-319	142	15	,	,	PUNCT
eurjchem-319	142	16	3h	3h	NUM
eurjchem-319	142	17	,	,	PUNCT
eurjchem-319	142	18	ch3	ch3	PROPN
eurjchem-319	142	19	)	)	PUNCT
eurjchem-319	142	20	,	,	PUNCT
eurjchem-319	142	21	2.7	2.7	NUM
eurjchem-319	142	22	(	(	PUNCT
eurjchem-319	142	23	s	s	PROPN
eurjchem-319	142	24	,	,	PUNCT
eurjchem-319	142	25	3h	3h	NUM
eurjchem-319	142	26	,	,	PUNCT
eurjchem-319	142	27	sch3	sch3	PROPN
eurjchem-319	142	28	)	)	PUNCT
eurjchem-319	142	29	,	,	PUNCT
eurjchem-319	142	30	7.5	7.5	NUM
eurjchem-319	142	31	(	(	PUNCT
eurjchem-319	142	32	s	s	PROPN
eurjchem-319	142	33	,	,	PUNCT
eurjchem-319	142	34	1h	1h	NUM
eurjchem-319	142	35	,	,	PUNCT
eurjchem-319	142	36	h6	h6	PROPN
eurjchem-319	142	37	)	)	PUNCT
eurjchem-319	142	38	.	.	PUNCT
eurjchem-319	143	1	anal	anal	PROPN
eurjchem-319	143	2	.	.	PUNCT
eurjchem-319	143	3	calcd	calcd	NOUN
eurjchem-319	143	4	.	.	PUNCT
eurjchem-319	144	1	for	for	ADP
eurjchem-319	144	2	c9h7cln4s	c9h7cln4s	ADJ
eurjchem-319	144	3	:	:	PUNCT
eurjchem-319	144	4	c	c	X
eurjchem-319	144	5	,	,	PUNCT
eurjchem-319	144	6	45.28	45.28	NUM
eurjchem-319	144	7	;	;	PUNCT
eurjchem-319	144	8	h	h	NOUN
eurjchem-319	144	9	,	,	PUNCT
eurjchem-319	144	10	2.95	2.95	NUM
eurjchem-319	144	11	;	;	PUNCT
eurjchem-319	144	12	n	n	CCONJ
eurjchem-319	144	13	,	,	PUNCT
eurjchem-319	144	14	23.47	23.47	NUM
eurjchem-319	144	15	.	.	PUNCT
eurjchem-319	144	16	found	find	VERB
eurjchem-319	144	17	:	:	PUNCT
eurjchem-319	145	1	c	c	X
eurjchem-319	145	2	,	,	PUNCT
eurjchem-319	145	3	45.65	45.65	NUM
eurjchem-319	145	4	;	;	PUNCT
eurjchem-319	145	5	h	h	NOUN
eurjchem-319	145	6	,	,	PUNCT
eurjchem-319	145	7	2.96	2.96	NUM
eurjchem-319	145	8	;	;	PUNCT
eurjchem-319	145	9	n	n	CCONJ
eurjchem-319	145	10	,	,	PUNCT
eurjchem-319	145	11	23.45	23.45	NUM
eurjchem-319	145	12	%	%	NOUN
eurjchem-319	145	13	.	.	PUNCT
eurjchem-319	146	1	2.2.7	2.2.7	X
eurjchem-319	146	2	.	.	PUNCT
eurjchem-319	146	3	general	general	ADJ
eurjchem-319	146	4	procedure	procedure	NOUN
eurjchem-319	146	5	for	for	ADP
eurjchem-319	146	6	the	the	DET
eurjchem-319	146	7	synthesis	synthesis	NOUN
eurjchem-319	146	8	of	of	ADP
eurjchem-319	146	9	2‐methylsulphanyl‐	2‐methylsulphanyl‐	NUM
eurjchem-319	146	10	5‐phenyl‐7‐(substituted	5‐phenyl‐7‐(substitute	VERB
eurjchem-319	146	11	amino)pyrazolo[1,5‐a]pyrimidine‐3‐	amino)pyrazolo[1,5‐a]pyrimidine‐3‐	ADJ
eurjchem-319	146	12	carbonitriles	carbonitrile	NOUN
eurjchem-319	146	13	14a‐c	14a‐c	VERB
eurjchem-319	146	14	334	334	NUM
eurjchem-319	146	15	el‐enany	el‐enany	NOUN
eurjchem-319	146	16	et	et	PROPN
eurjchem-319	146	17	al	al	PROPN
eurjchem-319	146	18	.	.	PUNCT
eurjchem-319	146	19	/	/	SYM
eurjchem-319	146	20	european	european	PROPN
eurjchem-319	146	21	journal	journal	PROPN
eurjchem-319	146	22	of	of	ADP
eurjchem-319	146	23	chemistry	chemistry	NOUN
eurjchem-319	146	24	2	2	NUM
eurjchem-319	146	25	(	(	PUNCT
eurjchem-319	146	26	3	3	NUM
eurjchem-319	146	27	)	)	PUNCT
eurjchem-319	146	28	(	(	PUNCT
eurjchem-319	146	29	2011	2011	NUM
eurjchem-319	146	30	)	)	PUNCT
eurjchem-319	146	31	331‐336	331‐336	NOUN
eurjchem-319	147	1	a	a	DET
eurjchem-319	147	2	mixture	mixture	NOUN
eurjchem-319	147	3	of	of	ADP
eurjchem-319	147	4	7‐chloropyrazolo[1,5‐a]pyrimidine	7‐chloropyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-319	147	5	derivative	derivative	NOUN
eurjchem-319	147	6	12	12	NUM
eurjchem-319	147	7	(	(	PUNCT
eurjchem-319	147	8	0.60	0.60	NUM
eurjchem-319	147	9	g	g	NOUN
eurjchem-319	147	10	,	,	PUNCT
eurjchem-319	147	11	0.002	0.002	NUM
eurjchem-319	147	12	mol	mol	NOUN
eurjchem-319	147	13	)	)	PUNCT
eurjchem-319	147	14	,	,	PUNCT
eurjchem-319	147	15	the	the	DET
eurjchem-319	147	16	appropriate	appropriate	ADJ
eurjchem-319	147	17	primary	primary	ADJ
eurjchem-319	147	18	amine	amine	NOUN
eurjchem-319	147	19	(	(	PUNCT
eurjchem-319	147	20	0.002	0.002	NUM
eurjchem-319	147	21	mol	mol	NOUN
eurjchem-319	147	22	)	)	PUNCT
eurjchem-319	147	23	and	and	CCONJ
eurjchem-319	147	24	triethylamine	triethylamine	NOUN
eurjchem-319	147	25	(	(	PUNCT
eurjchem-319	147	26	0.50	0.50	NUM
eurjchem-319	147	27	ml	ml	NOUN
eurjchem-319	147	28	)	)	PUNCT
eurjchem-319	147	29	in	in	ADP
eurjchem-319	147	30	absolute	absolute	ADJ
eurjchem-319	147	31	ethanol	ethanol	NOUN
eurjchem-319	147	32	(	(	PUNCT
eurjchem-319	147	33	20	20	NUM
eurjchem-319	147	34	ml	ml	NOUN
eurjchem-319	147	35	)	)	PUNCT
eurjchem-319	147	36	was	be	AUX
eurjchem-319	147	37	heated	heat	VERB
eurjchem-319	147	38	under	under	ADP
eurjchem-319	147	39	reflux	reflux	NOUN
eurjchem-319	147	40	for	for	ADP
eurjchem-319	147	41	9	9	NUM
eurjchem-319	147	42	h.	h.	NOUN
eurjchem-319	147	43	the	the	DET
eurjchem-319	147	44	reaction	reaction	NOUN
eurjchem-319	147	45	mixture	mixture	NOUN
eurjchem-319	147	46	was	be	AUX
eurjchem-319	147	47	concentrated	concentrate	VERB
eurjchem-319	147	48	under	under	ADP
eurjchem-319	147	49	reduced	reduced	ADJ
eurjchem-319	147	50	pressure	pressure	NOUN
eurjchem-319	147	51	,	,	PUNCT
eurjchem-319	147	52	and	and	CCONJ
eurjchem-319	147	53	the	the	DET
eurjchem-319	147	54	solid	solid	ADJ
eurjchem-319	147	55	formed	form	VERB
eurjchem-319	147	56	upon	upon	SCONJ
eurjchem-319	147	57	cooling	cool	VERB
eurjchem-319	147	58	was	be	AUX
eurjchem-319	147	59	filtered	filter	VERB
eurjchem-319	147	60	,	,	PUNCT
eurjchem-319	147	61	dried	dry	VERB
eurjchem-319	147	62	and	and	CCONJ
eurjchem-319	147	63	crystallized	crystallize	VERB
eurjchem-319	147	64	from	from	ADP
eurjchem-319	147	65	the	the	DET
eurjchem-319	147	66	suitable	suitable	ADJ
eurjchem-319	147	67	solvent	solvent	NOUN
eurjchem-319	147	68	.	.	PUNCT
eurjchem-319	148	1	7‐cyclohexylamino‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a	7‐cyclohexylamino‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a	NUM
eurjchem-319	148	2	]	]	X
eurjchem-319	149	1	pyrimidine‐3‐carbonitrile	pyrimidine‐3‐carbonitrile	NUM
eurjchem-319	149	2	(	(	PUNCT
eurjchem-319	149	3	14a	14a	NOUN
eurjchem-319	149	4	):	):	PUNCT
eurjchem-319	149	5	(	(	PUNCT
eurjchem-319	149	6	crystallized	crystallize	VERB
eurjchem-319	149	7	from	from	ADP
eurjchem-319	149	8	ethanol	ethanol	NOUN
eurjchem-319	149	9	)	)	PUNCT
eurjchem-319	149	10	.	.	PUNCT
eurjchem-319	150	1	yield	yield	NOUN
eurjchem-319	150	2	:	:	PUNCT
eurjchem-319	150	3	60	60	NUM
eurjchem-319	150	4	%	%	NOUN
eurjchem-319	150	5	.	.	PUNCT
eurjchem-319	151	1	m.p	m.p	PROPN
eurjchem-319	151	2	.	.	PROPN
eurjchem-319	151	3	:	:	PUNCT
eurjchem-319	152	1	194‐195	194‐195	NUM
eurjchem-319	152	2	oc	oc	NOUN
eurjchem-319	152	3	.	.	PUNCT
eurjchem-319	152	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	152	5	(	(	PUNCT
eurjchem-319	152	6	cm‐1	cm‐1	PROPN
eurjchem-319	152	7	):	):	PUNCT
eurjchem-319	152	8	3383	3383	NUM
eurjchem-319	152	9	(	(	PUNCT
eurjchem-319	152	10	nh	nh	NOUN
eurjchem-319	152	11	)	)	PUNCT
eurjchem-319	152	12	,	,	PUNCT
eurjchem-319	152	13	2213	2213	NUM
eurjchem-319	152	14	(	(	PUNCT
eurjchem-319	152	15	cn	cn	NOUN
eurjchem-319	152	16	)	)	PUNCT
eurjchem-319	152	17	.	.	PUNCT
eurjchem-319	153	1	1h	1h	NUM
eurjchem-319	153	2	nmr	nmr	NOUN
eurjchem-319	153	3	(	(	PUNCT
eurjchem-319	153	4	200	200	NUM
eurjchem-319	153	5	mhz	mhz	NOUN
eurjchem-319	153	6	,	,	PUNCT
eurjchem-319	153	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	153	8	,	,	PUNCT
eurjchem-319	153	9	δ	δ	PROPN
eurjchem-319	153	10	ppm	ppm	VERB
eurjchem-319	153	11	):	):	PUNCT
eurjchem-319	153	12	1.2‐1.9	1.2‐1.9	NUM
eurjchem-319	153	13	(	(	PUNCT
eurjchem-319	153	14	m	m	PROPN
eurjchem-319	153	15	,	,	PUNCT
eurjchem-319	153	16	11h	11h	NUM
eurjchem-319	153	17	,	,	PUNCT
eurjchem-319	153	18	aliphatic‐h	aliphatic‐h	PROPN
eurjchem-319	153	19	)	)	PUNCT
eurjchem-319	153	20	,	,	PUNCT
eurjchem-319	153	21	2.7	2.7	NUM
eurjchem-319	153	22	(	(	PUNCT
eurjchem-319	153	23	s	s	PROPN
eurjchem-319	153	24	,	,	PUNCT
eurjchem-319	153	25	3h	3h	NUM
eurjchem-319	153	26	,	,	PUNCT
eurjchem-319	153	27	sch3	sch3	PROPN
eurjchem-319	153	28	)	)	PUNCT
eurjchem-319	153	29	,	,	PUNCT
eurjchem-319	153	30	7.0	7.0	NUM
eurjchem-319	153	31	(	(	PUNCT
eurjchem-319	153	32	s	s	PROPN
eurjchem-319	153	33	,	,	PUNCT
eurjchem-319	153	34	1h	1h	NUM
eurjchem-319	153	35	,	,	PUNCT
eurjchem-319	153	36	h6	h6	PROPN
eurjchem-319	153	37	)	)	PUNCT
eurjchem-319	153	38	,	,	PUNCT
eurjchem-319	153	39	7.5‐8.2	7.5‐8.2	NOUN
eurjchem-319	153	40	(	(	PUNCT
eurjchem-319	153	41	m	m	PROPN
eurjchem-319	153	42	,	,	PUNCT
eurjchem-319	153	43	5h	5h	NUM
eurjchem-319	153	44	,	,	PUNCT
eurjchem-319	153	45	ar‐h	ar‐h	NOUN
eurjchem-319	153	46	)	)	PUNCT
eurjchem-319	153	47	,	,	PUNCT
eurjchem-319	153	48	7.8	7.8	NUM
eurjchem-319	153	49	(	(	PUNCT
eurjchem-319	153	50	s	s	PROPN
eurjchem-319	153	51	,	,	PUNCT
eurjchem-319	153	52	1h	1h	NUM
eurjchem-319	153	53	,	,	PUNCT
eurjchem-319	153	54	nh	nh	PROPN
eurjchem-319	153	55	,	,	PUNCT
eurjchem-319	153	56	d2o	d2o	PROPN
eurjchem-319	153	57	exchangeable	exchangeable	ADJ
eurjchem-319	153	58	)	)	PUNCT
eurjchem-319	153	59	.	.	PUNCT
eurjchem-319	154	1	anal	anal	PROPN
eurjchem-319	154	2	.	.	PUNCT
eurjchem-319	154	3	calcd	calcd	NOUN
eurjchem-319	154	4	.	.	PUNCT
eurjchem-319	155	1	for	for	ADP
eurjchem-319	155	2	c20h21n5s	c20h21n5s	PROPN
eurjchem-319	155	3	:	:	PUNCT
eurjchem-319	155	4	c	c	X
eurjchem-319	155	5	,	,	PUNCT
eurjchem-319	155	6	66.08	66.08	NUM
eurjchem-319	155	7	;	;	PUNCT
eurjchem-319	155	8	h	h	NOUN
eurjchem-319	155	9	,	,	PUNCT
eurjchem-319	155	10	5.82	5.82	NUM
eurjchem-319	155	11	;	;	PUNCT
eurjchem-319	155	12	n	n	CCONJ
eurjchem-319	155	13	,	,	PUNCT
eurjchem-319	155	14	19.26	19.26	NUM
eurjchem-319	155	15	.	.	PUNCT
eurjchem-319	155	16	found	find	VERB
eurjchem-319	155	17	:	:	PUNCT
eurjchem-319	156	1	c	c	X
eurjchem-319	156	2	,	,	PUNCT
eurjchem-319	156	3	66.20	66.20	NUM
eurjchem-319	156	4	;	;	PUNCT
eurjchem-319	156	5	h	h	NOUN
eurjchem-319	156	6	,	,	PUNCT
eurjchem-319	156	7	5.60	5.60	NUM
eurjchem-319	156	8	;	;	PUNCT
eurjchem-319	156	9	n	n	CCONJ
eurjchem-319	156	10	,	,	PUNCT
eurjchem-319	156	11	19.39	19.39	NUM
eurjchem-319	156	12	%	%	NOUN
eurjchem-319	156	13	.	.	PUNCT
eurjchem-319	157	1	7‐anilino‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a]pyrimidine‐	7‐anilino‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐a]pyrimidine‐	PROPN
eurjchem-319	157	2	3‐carbonitrile	3‐carbonitrile	NOUN
eurjchem-319	157	3	(	(	PUNCT
eurjchem-319	157	4	14b	14b	NUM
eurjchem-319	157	5	):	):	PUNCT
eurjchem-319	157	6	(	(	PUNCT
eurjchem-319	157	7	crystallized	crystallize	VERB
eurjchem-319	157	8	from	from	ADP
eurjchem-319	157	9	acetic	acetic	ADJ
eurjchem-319	157	10	acid	acid	NOUN
eurjchem-319	157	11	)	)	PUNCT
eurjchem-319	157	12	.	.	PUNCT
eurjchem-319	158	1	yield	yield	NOUN
eurjchem-319	158	2	:	:	PUNCT
eurjchem-319	158	3	44	44	NUM
eurjchem-319	158	4	%	%	NOUN
eurjchem-319	158	5	.	.	PUNCT
eurjchem-319	159	1	m.p	m.p	PROPN
eurjchem-319	159	2	.	.	PROPN
eurjchem-319	159	3	:	:	PUNCT
eurjchem-319	160	1	254‐255	254‐255	NUM
eurjchem-319	160	2	oc	oc	NOUN
eurjchem-319	160	3	.	.	PUNCT
eurjchem-319	160	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	160	5	(	(	PUNCT
eurjchem-319	160	6	cm‐1	cm‐1	PROPN
eurjchem-319	160	7	):	):	PUNCT
eurjchem-319	160	8	3349	3349	NUM
eurjchem-319	160	9	(	(	PUNCT
eurjchem-319	160	10	nh	nh	NOUN
eurjchem-319	160	11	)	)	PUNCT
eurjchem-319	160	12	,	,	PUNCT
eurjchem-319	160	13	2211	2211	NUM
eurjchem-319	160	14	(	(	PUNCT
eurjchem-319	160	15	cn	cn	NOUN
eurjchem-319	160	16	)	)	PUNCT
eurjchem-319	160	17	.	.	PUNCT
eurjchem-319	161	1	1h	1h	NUM
eurjchem-319	161	2	nmr	nmr	NOUN
eurjchem-319	161	3	(	(	PUNCT
eurjchem-319	161	4	200	200	NUM
eurjchem-319	161	5	mhz	mhz	NOUN
eurjchem-319	161	6	,	,	PUNCT
eurjchem-319	161	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	161	8	,	,	PUNCT
eurjchem-319	161	9	δ	δ	PROPN
eurjchem-319	161	10	ppm	ppm	VERB
eurjchem-319	161	11	):	):	PUNCT
eurjchem-319	161	12	2.8	2.8	NUM
eurjchem-319	161	13	(	(	PUNCT
eurjchem-319	161	14	s	s	PROPN
eurjchem-319	161	15	,	,	PUNCT
eurjchem-319	161	16	3h	3h	NUM
eurjchem-319	161	17	,	,	PUNCT
eurjchem-319	161	18	sch3	sch3	PROPN
eurjchem-319	161	19	)	)	PUNCT
eurjchem-319	161	20	,	,	PUNCT
eurjchem-319	161	21	6.7‐8.3	6.7‐8.3	NUM
eurjchem-319	161	22	(	(	PUNCT
eurjchem-319	161	23	m	m	PROPN
eurjchem-319	161	24	,	,	PUNCT
eurjchem-319	161	25	11h	11h	NUM
eurjchem-319	161	26	,	,	PUNCT
eurjchem-319	161	27	ar‐h	ar‐h	PROPN
eurjchem-319	161	28	)	)	PUNCT
eurjchem-319	161	29	,	,	PUNCT
eurjchem-319	161	30	10.3	10.3	NUM
eurjchem-319	161	31	(	(	PUNCT
eurjchem-319	161	32	s	s	PROPN
eurjchem-319	161	33	,	,	PUNCT
eurjchem-319	161	34	1h	1h	NUM
eurjchem-319	161	35	,	,	PUNCT
eurjchem-319	161	36	nh	nh	PROPN
eurjchem-319	161	37	,	,	PUNCT
eurjchem-319	161	38	d2o	d2o	PROPN
eurjchem-319	161	39	exchangeable	exchangeable	ADJ
eurjchem-319	161	40	)	)	PUNCT
eurjchem-319	161	41	.	.	PUNCT
eurjchem-319	162	1	anal	anal	PROPN
eurjchem-319	162	2	.	.	PUNCT
eurjchem-319	162	3	calcd	calcd	NOUN
eurjchem-319	162	4	.	.	PUNCT
eurjchem-319	163	1	for	for	ADP
eurjchem-319	163	2	c20h15n5s	c20h15n5s	PROPN
eurjchem-319	163	3	:	:	PUNCT
eurjchem-319	163	4	c	c	X
eurjchem-319	163	5	,	,	PUNCT
eurjchem-319	163	6	67.20	67.20	NUM
eurjchem-319	163	7	;	;	PUNCT
eurjchem-319	163	8	h	h	NOUN
eurjchem-319	163	9	,	,	PUNCT
eurjchem-319	163	10	4.22	4.22	NUM
eurjchem-319	163	11	;	;	PUNCT
eurjchem-319	163	12	n	n	CCONJ
eurjchem-319	163	13	,	,	PUNCT
eurjchem-319	163	14	19.59	19.59	NUM
eurjchem-319	163	15	.	.	PUNCT
eurjchem-319	163	16	found	find	VERB
eurjchem-319	163	17	:	:	PUNCT
eurjchem-319	164	1	c	c	X
eurjchem-319	164	2	,	,	PUNCT
eurjchem-319	164	3	67.05	67.05	NUM
eurjchem-319	164	4	;	;	PUNCT
eurjchem-319	164	5	h	h	NOUN
eurjchem-319	164	6	,	,	PUNCT
eurjchem-319	164	7	4.12	4.12	NUM
eurjchem-319	164	8	;	;	PUNCT
eurjchem-319	164	9	n	n	CCONJ
eurjchem-319	164	10	,	,	PUNCT
eurjchem-319	164	11	19.84	19.84	NUM
eurjchem-319	164	12	%	%	NOUN
eurjchem-319	164	13	.	.	PUNCT
eurjchem-319	165	1	7‐(4‐methoxyanilino)‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐	7‐(4‐methoxyanilino)‐2‐methylsulphanyl‐5‐phenylpyrazolo[1,5‐	NUM
eurjchem-319	165	2	a]pyrimidine‐3‐carbonitrile	a]pyrimidine‐3‐carbonitrile	PRON
eurjchem-319	165	3	(	(	PUNCT
eurjchem-319	165	4	14c	14c	NUM
eurjchem-319	165	5	):	):	PUNCT
eurjchem-319	165	6	(	(	PUNCT
eurjchem-319	165	7	crystallized	crystallize	VERB
eurjchem-319	165	8	from	from	ADP
eurjchem-319	165	9	ethanol	ethanol	NOUN
eurjchem-319	165	10	)	)	PUNCT
eurjchem-319	165	11	.	.	PUNCT
eurjchem-319	166	1	yield	yield	NOUN
eurjchem-319	166	2	:	:	PUNCT
eurjchem-319	166	3	70	70	NUM
eurjchem-319	166	4	%	%	NOUN
eurjchem-319	166	5	.	.	PUNCT
eurjchem-319	167	1	m.p	m.p	PROPN
eurjchem-319	167	2	.	.	PROPN
eurjchem-319	167	3	:	:	PUNCT
eurjchem-319	167	4	192‐193	192‐193	NUM
eurjchem-319	167	5	oc	oc	NOUN
eurjchem-319	167	6	.	.	PUNCT
eurjchem-319	168	1	ft‐ir	ft‐ir	NOUN
eurjchem-319	168	2	(	(	PUNCT
eurjchem-319	168	3	cm‐1	cm‐1	PROPN
eurjchem-319	168	4	):	):	PUNCT
eurjchem-319	168	5	3305	3305	NUM
eurjchem-319	168	6	(	(	PUNCT
eurjchem-319	168	7	nh	nh	NOUN
eurjchem-319	168	8	)	)	PUNCT
eurjchem-319	168	9	,	,	PUNCT
eurjchem-319	168	10	2211	2211	NUM
eurjchem-319	168	11	(	(	PUNCT
eurjchem-319	168	12	cn	cn	NOUN
eurjchem-319	168	13	)	)	PUNCT
eurjchem-319	168	14	.	.	PUNCT
eurjchem-319	169	1	1h	1h	NUM
eurjchem-319	169	2	nmr	nmr	NOUN
eurjchem-319	169	3	(	(	PUNCT
eurjchem-319	169	4	200	200	NUM
eurjchem-319	169	5	mhz	mhz	NOUN
eurjchem-319	169	6	,	,	PUNCT
eurjchem-319	169	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	169	8	,	,	PUNCT
eurjchem-319	169	9	δ	δ	PROPN
eurjchem-319	169	10	ppm	ppm	VERB
eurjchem-319	169	11	):	):	PUNCT
eurjchem-319	169	12	2.8	2.8	NUM
eurjchem-319	169	13	(	(	PUNCT
eurjchem-319	169	14	s	s	PROPN
eurjchem-319	169	15	,	,	PUNCT
eurjchem-319	169	16	3h	3h	NUM
eurjchem-319	169	17	,	,	PUNCT
eurjchem-319	169	18	sch3	sch3	PROPN
eurjchem-319	169	19	)	)	PUNCT
eurjchem-319	169	20	,	,	PUNCT
eurjchem-319	169	21	3.8	3.8	NUM
eurjchem-319	169	22	(	(	PUNCT
eurjchem-319	169	23	s	s	PROPN
eurjchem-319	169	24	,	,	PUNCT
eurjchem-319	169	25	3h	3h	NUM
eurjchem-319	169	26	,	,	PUNCT
eurjchem-319	169	27	och3	och3	ADJ
eurjchem-319	169	28	)	)	PUNCT
eurjchem-319	169	29	,	,	PUNCT
eurjchem-319	169	30	6.5‐7.9	6.5‐7.9	NUM
eurjchem-319	169	31	(	(	PUNCT
eurjchem-319	169	32	m	m	PROPN
eurjchem-319	169	33	,	,	PUNCT
eurjchem-319	169	34	10h	10h	NUM
eurjchem-319	169	35	,	,	PUNCT
eurjchem-319	169	36	ar‐h	ar‐h	PROPN
eurjchem-319	169	37	)	)	PUNCT
eurjchem-319	169	38	,	,	PUNCT
eurjchem-319	169	39	8.2	8.2	NUM
eurjchem-319	169	40	(	(	PUNCT
eurjchem-319	169	41	s	s	PROPN
eurjchem-319	169	42	,	,	PUNCT
eurjchem-319	169	43	1h	1h	NUM
eurjchem-319	169	44	,	,	PUNCT
eurjchem-319	169	45	nh	nh	PROPN
eurjchem-319	169	46	,	,	PUNCT
eurjchem-319	169	47	d2o	d2o	PROPN
eurjchem-319	169	48	exchangeable	exchangeable	ADJ
eurjchem-319	169	49	)	)	PUNCT
eurjchem-319	169	50	.	.	PUNCT
eurjchem-319	170	1	anal	anal	PROPN
eurjchem-319	170	2	.	.	PUNCT
eurjchem-319	170	3	calcd	calcd	NOUN
eurjchem-319	170	4	.	.	PUNCT
eurjchem-319	171	1	for	for	ADP
eurjchem-319	171	2	c21h17n5os	c21h17n5o	NOUN
eurjchem-319	171	3	:	:	PUNCT
eurjchem-319	171	4	c	c	X
eurjchem-319	171	5	,	,	PUNCT
eurjchem-319	171	6	65.09	65.09	NUM
eurjchem-319	171	7	;	;	PUNCT
eurjchem-319	171	8	h	h	NOUN
eurjchem-319	171	9	,	,	PUNCT
eurjchem-319	171	10	4.42	4.42	NUM
eurjchem-319	171	11	;	;	PUNCT
eurjchem-319	171	12	n	n	CCONJ
eurjchem-319	171	13	,	,	PUNCT
eurjchem-319	171	14	18.07	18.07	NUM
eurjchem-319	171	15	.	.	PUNCT
eurjchem-319	171	16	found	find	VERB
eurjchem-319	171	17	:	:	PUNCT
eurjchem-319	172	1	c	c	X
eurjchem-319	172	2	,	,	PUNCT
eurjchem-319	172	3	65.00	65.00	NUM
eurjchem-319	172	4	;	;	PUNCT
eurjchem-319	172	5	h	h	X
eurjchem-319	172	6	,	,	PUNCT
eurjchem-319	172	7	4.23	4.23	NUM
eurjchem-319	172	8	;	;	PUNCT
eurjchem-319	172	9	n	n	CCONJ
eurjchem-319	172	10	,	,	PUNCT
eurjchem-319	172	11	17.77	17.77	NUM
eurjchem-319	172	12	%	%	NOUN
eurjchem-319	172	13	.	.	PUNCT
eurjchem-319	173	1	2.2.8	2.2.8	X
eurjchem-319	173	2	.	.	PUNCT
eurjchem-319	173	3	general	general	ADJ
eurjchem-319	173	4	procedure	procedure	NOUN
eurjchem-319	173	5	for	for	ADP
eurjchem-319	173	6	the	the	DET
eurjchem-319	173	7	synthesis	synthesis	NOUN
eurjchem-319	173	8	of	of	ADP
eurjchem-319	173	9	7‐methyl‐2‐	7‐methyl‐2‐	NUM
eurjchem-319	173	10	methylsulphanyl‐5‐(substituted	methylsulphanyl‐5‐(substitute	VERB
eurjchem-319	173	11	amino)pyrazolo[1,5‐a	amino)pyrazolo[1,5‐a	PUNCT
eurjchem-319	173	12	]	]	PUNCT
eurjchem-319	174	1	pyrimidine‐3‐carbonitriles	pyrimidine‐3‐carbonitriles	NUM
eurjchem-319	174	2	15a‐d	15a‐d	NOUN
eurjchem-319	174	3	a	a	DET
eurjchem-319	174	4	mixture	mixture	NOUN
eurjchem-319	174	5	of	of	ADP
eurjchem-319	174	6	5‐chloropyrazolo[1,5‐a]pyrimidine	5‐chloropyrazolo[1,5‐a]pyrimidine	DET
eurjchem-319	174	7	derivative	derivative	ADJ
eurjchem-319	174	8	13	13	NUM
eurjchem-319	174	9	(	(	PUNCT
eurjchem-319	174	10	0.48	0.48	NUM
eurjchem-319	174	11	g	g	NOUN
eurjchem-319	174	12	,	,	PUNCT
eurjchem-319	174	13	0.002	0.002	NUM
eurjchem-319	174	14	mol	mol	NOUN
eurjchem-319	174	15	)	)	PUNCT
eurjchem-319	174	16	,	,	PUNCT
eurjchem-319	174	17	the	the	DET
eurjchem-319	174	18	appropriate	appropriate	ADJ
eurjchem-319	174	19	primary	primary	ADJ
eurjchem-319	174	20	amine	amine	NOUN
eurjchem-319	174	21	(	(	PUNCT
eurjchem-319	174	22	0.002	0.002	NUM
eurjchem-319	174	23	mol	mol	NOUN
eurjchem-319	174	24	)	)	PUNCT
eurjchem-319	174	25	and	and	CCONJ
eurjchem-319	174	26	triethylamine	triethylamine	NOUN
eurjchem-319	174	27	(	(	PUNCT
eurjchem-319	174	28	0.50	0.50	NUM
eurjchem-319	174	29	ml	ml	NOUN
eurjchem-319	174	30	)	)	PUNCT
eurjchem-319	174	31	in	in	ADP
eurjchem-319	174	32	absolute	absolute	ADJ
eurjchem-319	174	33	ethanol	ethanol	NOUN
eurjchem-319	174	34	(	(	PUNCT
eurjchem-319	174	35	20	20	NUM
eurjchem-319	174	36	ml	ml	NOUN
eurjchem-319	174	37	)	)	PUNCT
eurjchem-319	174	38	was	be	AUX
eurjchem-319	174	39	heated	heat	VERB
eurjchem-319	174	40	under	under	ADP
eurjchem-319	174	41	reflux	reflux	NOUN
eurjchem-319	174	42	for	for	ADP
eurjchem-319	174	43	11	11	NUM
eurjchem-319	174	44	h.	h.	NOUN
eurjchem-319	174	45	the	the	DET
eurjchem-319	174	46	reaction	reaction	NOUN
eurjchem-319	174	47	mixture	mixture	NOUN
eurjchem-319	174	48	was	be	AUX
eurjchem-319	174	49	concentrated	concentrate	VERB
eurjchem-319	174	50	under	under	ADP
eurjchem-319	174	51	reduced	reduced	ADJ
eurjchem-319	174	52	pressure	pressure	NOUN
eurjchem-319	174	53	,	,	PUNCT
eurjchem-319	174	54	and	and	CCONJ
eurjchem-319	174	55	the	the	DET
eurjchem-319	174	56	product	product	NOUN
eurjchem-319	174	57	formed	form	VERB
eurjchem-319	174	58	upon	upon	SCONJ
eurjchem-319	174	59	cooling	cool	VERB
eurjchem-319	174	60	was	be	AUX
eurjchem-319	174	61	filtered	filter	VERB
eurjchem-319	174	62	,	,	PUNCT
eurjchem-319	174	63	dried	dry	VERB
eurjchem-319	174	64	and	and	CCONJ
eurjchem-319	174	65	crystallized	crystallize	VERB
eurjchem-319	174	66	from	from	ADP
eurjchem-319	174	67	ethanol	ethanol	NOUN
eurjchem-319	174	68	.	.	PUNCT
eurjchem-319	175	1	5‐cyclohexylamino‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	5‐cyclohexylamino‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	NUM
eurjchem-319	175	2	]	]	X
eurjchem-319	175	3	pyrimidine‐3‐carbonitrile	pyrimidine‐3‐carbonitrile	PROPN
eurjchem-319	175	4	(	(	PUNCT
eurjchem-319	175	5	15a	15a	NOUN
eurjchem-319	175	6	):	):	PUNCT
eurjchem-319	175	7	yield	yield	NOUN
eurjchem-319	175	8	:	:	PUNCT
eurjchem-319	175	9	91	91	NUM
eurjchem-319	175	10	%	%	NOUN
eurjchem-319	175	11	.	.	PUNCT
eurjchem-319	176	1	m.p	m.p	PROPN
eurjchem-319	176	2	.	.	PROPN
eurjchem-319	176	3	:	:	PUNCT
eurjchem-319	177	1	180‐181	180‐181	NUM
eurjchem-319	177	2	oc	oc	PROPN
eurjchem-319	177	3	.	.	PUNCT
eurjchem-319	177	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	177	5	(	(	PUNCT
eurjchem-319	177	6	cm‐1	cm‐1	PROPN
eurjchem-319	177	7	):	):	PUNCT
eurjchem-319	177	8	3378	3378	NUM
eurjchem-319	177	9	(	(	PUNCT
eurjchem-319	177	10	nh	nh	NOUN
eurjchem-319	177	11	)	)	PUNCT
eurjchem-319	177	12	,	,	PUNCT
eurjchem-319	177	13	2211	2211	NUM
eurjchem-319	177	14	(	(	PUNCT
eurjchem-319	177	15	cn	cn	NOUN
eurjchem-319	177	16	)	)	PUNCT
eurjchem-319	177	17	.	.	PUNCT
eurjchem-319	178	1	1h	1h	NUM
eurjchem-319	178	2	nmr	nmr	NOUN
eurjchem-319	178	3	(	(	PUNCT
eurjchem-319	178	4	200	200	NUM
eurjchem-319	178	5	mhz	mhz	NOUN
eurjchem-319	178	6	,	,	PUNCT
eurjchem-319	178	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	178	8	,	,	PUNCT
eurjchem-319	178	9	δ	δ	PROPN
eurjchem-319	178	10	ppm	ppm	VERB
eurjchem-319	178	11	):	):	PUNCT
eurjchem-319	178	12	1.2‐1.9	1.2‐1.9	NUM
eurjchem-319	178	13	(	(	PUNCT
eurjchem-319	178	14	m	m	PROPN
eurjchem-319	178	15	,	,	PUNCT
eurjchem-319	178	16	11h	11h	NUM
eurjchem-319	178	17	,	,	PUNCT
eurjchem-319	178	18	aliphatic‐h	aliphatic‐h	PROPN
eurjchem-319	178	19	)	)	PUNCT
eurjchem-319	178	20	,	,	PUNCT
eurjchem-319	178	21	2.4	2.4	NUM
eurjchem-319	178	22	(	(	PUNCT
eurjchem-319	178	23	s	s	PROPN
eurjchem-319	178	24	,	,	PUNCT
eurjchem-319	178	25	3h	3h	NUM
eurjchem-319	178	26	,	,	PUNCT
eurjchem-319	178	27	ch3	ch3	PROPN
eurjchem-319	178	28	)	)	PUNCT
eurjchem-319	178	29	,	,	PUNCT
eurjchem-319	178	30	2.7	2.7	NUM
eurjchem-319	178	31	(	(	PUNCT
eurjchem-319	178	32	s	s	PROPN
eurjchem-319	178	33	,	,	PUNCT
eurjchem-319	178	34	3h	3h	NUM
eurjchem-319	178	35	,	,	PUNCT
eurjchem-319	178	36	sch3	sch3	PROPN
eurjchem-319	178	37	)	)	PUNCT
eurjchem-319	178	38	,	,	PUNCT
eurjchem-319	178	39	6.4	6.4	NUM
eurjchem-319	178	40	(	(	PUNCT
eurjchem-319	178	41	s	s	PROPN
eurjchem-319	178	42	,	,	PUNCT
eurjchem-319	178	43	1h	1h	NUM
eurjchem-319	178	44	,	,	PUNCT
eurjchem-319	178	45	h6	h6	PROPN
eurjchem-319	178	46	)	)	PUNCT
eurjchem-319	178	47	,	,	PUNCT
eurjchem-319	178	48	7.7	7.7	NUM
eurjchem-319	178	49	(	(	PUNCT
eurjchem-319	178	50	br	br	PROPN
eurjchem-319	178	51	s	s	PROPN
eurjchem-319	178	52	,	,	PUNCT
eurjchem-319	178	53	1h	1h	NUM
eurjchem-319	178	54	,	,	PUNCT
eurjchem-319	178	55	nh	nh	PROPN
eurjchem-319	178	56	,	,	PUNCT
eurjchem-319	178	57	d2o	d2o	PROPN
eurjchem-319	178	58	exchangeable	exchangeable	ADJ
eurjchem-319	178	59	)	)	PUNCT
eurjchem-319	178	60	.	.	PUNCT
eurjchem-319	179	1	anal	anal	PROPN
eurjchem-319	179	2	.	.	PUNCT
eurjchem-319	179	3	calcd	calcd	NOUN
eurjchem-319	179	4	.	.	PUNCT
eurjchem-319	180	1	for	for	ADP
eurjchem-319	180	2	c15h19n5s	c15h19n5s	PROPN
eurjchem-319	180	3	:	:	PUNCT
eurjchem-319	180	4	c	c	X
eurjchem-319	180	5	,	,	PUNCT
eurjchem-319	180	6	59.77	59.77	NUM
eurjchem-319	180	7	;	;	PUNCT
eurjchem-319	180	8	h	h	NOUN
eurjchem-319	180	9	,	,	PUNCT
eurjchem-319	180	10	6.35	6.35	NUM
eurjchem-319	180	11	;	;	PUNCT
eurjchem-319	180	12	n	n	CCONJ
eurjchem-319	180	13	,	,	PUNCT
eurjchem-319	180	14	23.23	23.23	NUM
eurjchem-319	180	15	.	.	PUNCT
eurjchem-319	180	16	found	find	VERB
eurjchem-319	180	17	:	:	PUNCT
eurjchem-319	181	1	c	c	X
eurjchem-319	181	2	,	,	PUNCT
eurjchem-319	181	3	59.55	59.55	NUM
eurjchem-319	181	4	;	;	PUNCT
eurjchem-319	181	5	h	h	NOUN
eurjchem-319	181	6	,	,	PUNCT
eurjchem-319	181	7	6.31	6.31	NUM
eurjchem-319	181	8	;	;	PUNCT
eurjchem-319	181	9	n	n	CCONJ
eurjchem-319	181	10	,	,	PUNCT
eurjchem-319	181	11	22.92	22.92	NUM
eurjchem-319	181	12	%	%	NOUN
eurjchem-319	181	13	.	.	PUNCT
eurjchem-319	182	1	5‐anilino‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a]pyrimi‐	5‐anilino‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a]pyrimi‐	NUM
eurjchem-319	183	1	dine‐3‐carbonitrile	dine‐3‐carbonitrile	NOUN
eurjchem-319	183	2	(	(	PUNCT
eurjchem-319	183	3	15b	15b	NUM
eurjchem-319	183	4	):	):	PUNCT
eurjchem-319	183	5	yield	yield	NOUN
eurjchem-319	183	6	:	:	PUNCT
eurjchem-319	183	7	77	77	NUM
eurjchem-319	183	8	%	%	NOUN
eurjchem-319	183	9	.	.	PUNCT
eurjchem-319	184	1	m.p	m.p	PROPN
eurjchem-319	184	2	.	.	PROPN
eurjchem-319	184	3	:	:	PUNCT
eurjchem-319	185	1	209‐210	209‐210	PROPN
eurjchem-319	185	2	oc	oc	PROPN
eurjchem-319	185	3	.	.	PUNCT
eurjchem-319	185	4	ft‐ir	ft‐ir	NOUN
eurjchem-319	185	5	(	(	PUNCT
eurjchem-319	185	6	cm‐	cm‐	NOUN
eurjchem-319	185	7	1	1	NUM
eurjchem-319	185	8	):	):	PUNCT
eurjchem-319	185	9	3215	3215	NUM
eurjchem-319	185	10	(	(	PUNCT
eurjchem-319	185	11	nh	nh	NOUN
eurjchem-319	185	12	)	)	PUNCT
eurjchem-319	185	13	,	,	PUNCT
eurjchem-319	185	14	2230	2230	NUM
eurjchem-319	185	15	(	(	PUNCT
eurjchem-319	185	16	cn	cn	NOUN
eurjchem-319	185	17	)	)	PUNCT
eurjchem-319	185	18	.	.	PUNCT
eurjchem-319	186	1	1h	1h	NUM
eurjchem-319	186	2	nmr	nmr	NOUN
eurjchem-319	186	3	(	(	PUNCT
eurjchem-319	186	4	200	200	NUM
eurjchem-319	186	5	mhz	mhz	NOUN
eurjchem-319	186	6	,	,	PUNCT
eurjchem-319	186	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	186	8	,	,	PUNCT
eurjchem-319	186	9	δ	δ	PROPN
eurjchem-319	186	10	ppm	ppm	VERB
eurjchem-319	186	11	):	):	PUNCT
eurjchem-319	186	12	2.3	2.3	NUM
eurjchem-319	186	13	(	(	PUNCT
eurjchem-319	186	14	s	s	PROPN
eurjchem-319	186	15	,	,	PUNCT
eurjchem-319	186	16	3h	3h	NUM
eurjchem-319	186	17	,	,	PUNCT
eurjchem-319	186	18	ch3	ch3	PROPN
eurjchem-319	186	19	)	)	PUNCT
eurjchem-319	186	20	,	,	PUNCT
eurjchem-319	186	21	2.7	2.7	NUM
eurjchem-319	186	22	(	(	PUNCT
eurjchem-319	186	23	s	s	PROPN
eurjchem-319	186	24	,	,	PUNCT
eurjchem-319	186	25	3h	3h	NUM
eurjchem-319	186	26	,	,	PUNCT
eurjchem-319	186	27	sch3	sch3	PROPN
eurjchem-319	186	28	)	)	PUNCT
eurjchem-319	186	29	,	,	PUNCT
eurjchem-319	186	30	6.2	6.2	NUM
eurjchem-319	186	31	(	(	PUNCT
eurjchem-319	186	32	s	s	PROPN
eurjchem-319	186	33	,	,	PUNCT
eurjchem-319	186	34	1h	1h	NUM
eurjchem-319	186	35	,	,	PUNCT
eurjchem-319	186	36	h6	h6	PROPN
eurjchem-319	186	37	)	)	PUNCT
eurjchem-319	186	38	,	,	PUNCT
eurjchem-319	186	39	7.1‐7.5	7.1‐7.5	NUM
eurjchem-319	186	40	(	(	PUNCT
eurjchem-319	186	41	m	m	PROPN
eurjchem-319	186	42	,	,	PUNCT
eurjchem-319	186	43	5h	5h	NUM
eurjchem-319	186	44	,	,	PUNCT
eurjchem-319	186	45	ar‐h	ar‐h	NOUN
eurjchem-319	186	46	)	)	PUNCT
eurjchem-319	186	47	,	,	PUNCT
eurjchem-319	186	48	10.0	10.0	NUM
eurjchem-319	186	49	(	(	PUNCT
eurjchem-319	186	50	s	s	PROPN
eurjchem-319	186	51	,	,	PUNCT
eurjchem-319	186	52	1h	1h	NUM
eurjchem-319	186	53	,	,	PUNCT
eurjchem-319	186	54	nh	nh	PROPN
eurjchem-319	186	55	,	,	PUNCT
eurjchem-319	186	56	d2o	d2o	PROPN
eurjchem-319	186	57	exchangeable	exchangeable	ADJ
eurjchem-319	186	58	)	)	PUNCT
eurjchem-319	186	59	.	.	PUNCT
eurjchem-319	187	1	anal	anal	PROPN
eurjchem-319	187	2	.	.	PUNCT
eurjchem-319	188	1	calcd/	calcd/	NUM
eurjchem-319	188	2	for	for	ADP
eurjchem-319	188	3	c15h13n5s	c15h13n5s	PROPN
eurjchem-319	188	4	:	:	PUNCT
eurjchem-319	189	1	c	c	X
eurjchem-319	189	2	,	,	PUNCT
eurjchem-319	189	3	60.99	60.99	NUM
eurjchem-319	189	4	;	;	PUNCT
eurjchem-319	189	5	h	h	NOUN
eurjchem-319	189	6	,	,	PUNCT
eurjchem-319	189	7	4.43	4.43	NUM
eurjchem-319	189	8	;	;	PUNCT
eurjchem-319	189	9	n	n	CCONJ
eurjchem-319	189	10	,	,	PUNCT
eurjchem-319	189	11	23.71	23.71	NUM
eurjchem-319	189	12	.	.	PUNCT
eurjchem-319	189	13	found	find	VERB
eurjchem-319	189	14	:	:	PUNCT
eurjchem-319	190	1	c	c	X
eurjchem-319	190	2	,	,	PUNCT
eurjchem-319	190	3	60.86	60.86	NUM
eurjchem-319	190	4	;	;	PUNCT
eurjchem-319	190	5	h	h	X
eurjchem-319	190	6	,	,	PUNCT
eurjchem-319	190	7	4.60	4.60	NUM
eurjchem-319	190	8	;	;	PUNCT
eurjchem-319	190	9	n	n	CCONJ
eurjchem-319	190	10	,	,	PUNCT
eurjchem-319	190	11	23.45	23.45	NUM
eurjchem-319	190	12	%	%	NOUN
eurjchem-319	190	13	.	.	PUNCT
eurjchem-319	191	1	5‐(4‐methoxyanilino)‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐	5‐(4‐methoxyanilino)‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐	NUM
eurjchem-319	191	2	a]pyrimidine‐3‐carbonitrile	a]pyrimidine‐3‐carbonitrile	PRON
eurjchem-319	191	3	(	(	PUNCT
eurjchem-319	191	4	15c	15c	NOUN
eurjchem-319	191	5	):	):	PUNCT
eurjchem-319	191	6	yield	yield	NOUN
eurjchem-319	191	7	:	:	PUNCT
eurjchem-319	191	8	59	59	NUM
eurjchem-319	191	9	%	%	NOUN
eurjchem-319	191	10	.	.	PUNCT
eurjchem-319	192	1	m.p	m.p	PROPN
eurjchem-319	192	2	.	.	PROPN
eurjchem-319	192	3	:	:	PUNCT
eurjchem-319	192	4	168‐169	168‐169	NUM
eurjchem-319	192	5	oc	oc	NOUN
eurjchem-319	192	6	.	.	PUNCT
eurjchem-319	193	1	ft‐	ft‐	PROPN
eurjchem-319	193	2	ir	ir	PROPN
eurjchem-319	193	3	(	(	PUNCT
eurjchem-319	193	4	cm‐1	cm‐1	PROPN
eurjchem-319	193	5	):	):	PUNCT
eurjchem-319	193	6	3362	3362	NUM
eurjchem-319	193	7	(	(	PUNCT
eurjchem-319	193	8	nh	nh	NOUN
eurjchem-319	193	9	)	)	PUNCT
eurjchem-319	193	10	,	,	PUNCT
eurjchem-319	193	11	2217	2217	NUM
eurjchem-319	193	12	(	(	PUNCT
eurjchem-319	193	13	cn	cn	NOUN
eurjchem-319	193	14	)	)	PUNCT
eurjchem-319	193	15	.	.	PUNCT
eurjchem-319	194	1	1h	1h	NUM
eurjchem-319	194	2	nmr	nmr	NOUN
eurjchem-319	194	3	(	(	PUNCT
eurjchem-319	194	4	200	200	NUM
eurjchem-319	194	5	mhz	mhz	NOUN
eurjchem-319	194	6	,	,	PUNCT
eurjchem-319	194	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	194	8	,	,	PUNCT
eurjchem-319	194	9	δ	δ	PROPN
eurjchem-319	194	10	ppm	ppm	VERB
eurjchem-319	194	11	):	):	PUNCT
eurjchem-319	194	12	2.3	2.3	NUM
eurjchem-319	194	13	(	(	PUNCT
eurjchem-319	194	14	s	s	PROPN
eurjchem-319	194	15	,	,	PUNCT
eurjchem-319	194	16	3h	3h	NUM
eurjchem-319	194	17	,	,	PUNCT
eurjchem-319	194	18	ch3	ch3	PROPN
eurjchem-319	194	19	)	)	PUNCT
eurjchem-319	194	20	,	,	PUNCT
eurjchem-319	194	21	2.7	2.7	NUM
eurjchem-319	194	22	(	(	PUNCT
eurjchem-319	194	23	s	s	PROPN
eurjchem-319	194	24	,	,	PUNCT
eurjchem-319	194	25	3h	3h	NUM
eurjchem-319	194	26	,	,	PUNCT
eurjchem-319	194	27	sch3	sch3	PROPN
eurjchem-319	194	28	)	)	PUNCT
eurjchem-319	194	29	,	,	PUNCT
eurjchem-319	194	30	3.8	3.8	NUM
eurjchem-319	194	31	(	(	PUNCT
eurjchem-319	194	32	s	s	PROPN
eurjchem-319	194	33	,	,	PUNCT
eurjchem-319	194	34	3h	3h	NUM
eurjchem-319	194	35	,	,	PUNCT
eurjchem-319	194	36	och3	och3	ADJ
eurjchem-319	194	37	)	)	PUNCT
eurjchem-319	194	38	,	,	PUNCT
eurjchem-319	194	39	6.0	6.0	NUM
eurjchem-319	194	40	(	(	PUNCT
eurjchem-319	194	41	s	s	PROPN
eurjchem-319	194	42	,	,	PUNCT
eurjchem-319	194	43	1h	1h	NUM
eurjchem-319	194	44	,	,	PUNCT
eurjchem-319	194	45	h6	h6	PROPN
eurjchem-319	194	46	)	)	PUNCT
eurjchem-319	194	47	,	,	PUNCT
eurjchem-319	194	48	7.0	7.0	NUM
eurjchem-319	194	49	(	(	PUNCT
eurjchem-319	194	50	d	d	PROPN
eurjchem-319	194	51	,	,	PUNCT
eurjchem-319	194	52	2h	2h	NUM
eurjchem-319	194	53	,	,	PUNCT
eurjchem-319	194	54	j=8.7	j=8.7	NOUN
eurjchem-319	194	55	hz	hz	NOUN
eurjchem-319	194	56	,	,	PUNCT
eurjchem-319	194	57	ar‐h	ar‐h	PROPN
eurjchem-319	194	58	)	)	PUNCT
eurjchem-319	194	59	,	,	PUNCT
eurjchem-319	194	60	7.3	7.3	NUM
eurjchem-319	194	61	(	(	PUNCT
eurjchem-319	194	62	d	d	NOUN
eurjchem-319	194	63	,	,	PUNCT
eurjchem-319	194	64	2h	2h	NUM
eurjchem-319	194	65	,	,	PUNCT
eurjchem-319	194	66	j=8.7	j=8.7	NOUN
eurjchem-319	194	67	hz	hz	NOUN
eurjchem-319	194	68	,	,	PUNCT
eurjchem-319	194	69	ar‐h	ar‐h	PROPN
eurjchem-319	194	70	)	)	PUNCT
eurjchem-319	194	71	,	,	PUNCT
eurjchem-319	194	72	9.9	9.9	NUM
eurjchem-319	194	73	(	(	PUNCT
eurjchem-319	194	74	s	s	PROPN
eurjchem-319	194	75	,	,	PUNCT
eurjchem-319	194	76	1h	1h	NUM
eurjchem-319	194	77	,	,	PUNCT
eurjchem-319	194	78	nh	nh	PROPN
eurjchem-319	194	79	,	,	PUNCT
eurjchem-319	194	80	d2o	d2o	PROPN
eurjchem-319	194	81	exchangeable	exchangeable	ADJ
eurjchem-319	194	82	)	)	PUNCT
eurjchem-319	194	83	.	.	PUNCT
eurjchem-319	195	1	ms	ms	NOUN
eurjchem-319	195	2	(	(	PUNCT
eurjchem-319	195	3	m	m	PROPN
eurjchem-319	195	4	/	/	SYM
eurjchem-319	195	5	z	z	NOUN
eurjchem-319	195	6	(	(	PUNCT
eurjchem-319	195	7	%	%	NOUN
eurjchem-319	195	8	)	)	PUNCT
eurjchem-319	195	9	):	):	PUNCT
eurjchem-319	195	10	325	325	NUM
eurjchem-319	196	1	[	[	X
eurjchem-319	196	2	m+	m+	NUM
eurjchem-319	196	3	,	,	PUNCT
eurjchem-319	196	4	100	100	NUM
eurjchem-319	196	5	%	%	NOUN
eurjchem-319	196	6	]	]	PUNCT
eurjchem-319	196	7	.	.	PUNCT
eurjchem-319	197	1	anal	anal	ADJ
eurjchem-319	197	2	.	.	PUNCT
eurjchem-319	197	3	calcd	calcd	NOUN
eurjchem-319	197	4	.	.	PUNCT
eurjchem-319	198	1	for	for	ADP
eurjchem-319	198	2	c16h15n5os	c16h15n5o	NOUN
eurjchem-319	198	3	:	:	PUNCT
eurjchem-319	198	4	c	c	X
eurjchem-319	198	5	,	,	PUNCT
eurjchem-319	198	6	59.06	59.06	NUM
eurjchem-319	198	7	;	;	PUNCT
eurjchem-319	198	8	h	h	NOUN
eurjchem-319	198	9	,	,	PUNCT
eurjchem-319	198	10	4.64	4.64	NUM
eurjchem-319	198	11	;	;	PUNCT
eurjchem-319	198	12	n	n	CCONJ
eurjchem-319	198	13	,	,	PUNCT
eurjchem-319	198	14	21.52	21.52	NUM
eurjchem-319	198	15	.	.	PUNCT
eurjchem-319	198	16	found	find	VERB
eurjchem-319	198	17	:	:	PUNCT
eurjchem-319	199	1	c	c	X
eurjchem-319	199	2	,	,	PUNCT
eurjchem-319	199	3	59.39	59.39	NUM
eurjchem-319	199	4	;	;	PUNCT
eurjchem-319	200	1	h	h	NOUN
eurjchem-319	200	2	,	,	PUNCT
eurjchem-319	200	3	5.10	5.10	NUM
eurjchem-319	200	4	;	;	PUNCT
eurjchem-319	200	5	n	n	CCONJ
eurjchem-319	200	6	,	,	PUNCT
eurjchem-319	200	7	21.11	21.11	NUM
eurjchem-319	200	8	%	%	NOUN
eurjchem-319	200	9	.	.	PUNCT
eurjchem-319	201	1	5‐(2‐methylanilino)‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	5‐(2‐methylanilino)‐7‐methyl‐2‐methylsulphanylpyrazolo[1,5‐a	NOUN
eurjchem-319	201	2	]	]	X
eurjchem-319	201	3	pyrimidine‐3‐carbonitrile	pyrimidine‐3‐carbonitrile	PROPN
eurjchem-319	201	4	(	(	PUNCT
eurjchem-319	201	5	15d	15d	NUM
eurjchem-319	201	6	):	):	PUNCT
eurjchem-319	201	7	yield	yield	NOUN
eurjchem-319	201	8	:	:	PUNCT
eurjchem-319	201	9	53	53	NUM
eurjchem-319	201	10	%	%	NOUN
eurjchem-319	201	11	.	.	PUNCT
eurjchem-319	202	1	m.p	m.p	PROPN
eurjchem-319	202	2	.	.	PROPN
eurjchem-319	202	3	:	:	PUNCT
eurjchem-319	202	4	192‐193	192‐193	NUM
eurjchem-319	202	5	oc	oc	NOUN
eurjchem-319	202	6	.	.	PUNCT
eurjchem-319	203	1	ft‐ir	ft‐ir	NOUN
eurjchem-319	203	2	(	(	PUNCT
eurjchem-319	203	3	cm‐1	cm‐1	PROPN
eurjchem-319	203	4	):	):	PUNCT
eurjchem-319	203	5	3368	3368	NUM
eurjchem-319	203	6	(	(	PUNCT
eurjchem-319	203	7	nh	nh	NOUN
eurjchem-319	203	8	)	)	PUNCT
eurjchem-319	203	9	,	,	PUNCT
eurjchem-319	203	10	2214	2214	NUM
eurjchem-319	203	11	(	(	PUNCT
eurjchem-319	203	12	cn	cn	NOUN
eurjchem-319	203	13	)	)	PUNCT
eurjchem-319	203	14	.	.	PUNCT
eurjchem-319	204	1	1h	1h	NUM
eurjchem-319	204	2	nmr	nmr	NOUN
eurjchem-319	204	3	(	(	PUNCT
eurjchem-319	204	4	200	200	NUM
eurjchem-319	204	5	mhz	mhz	NOUN
eurjchem-319	204	6	,	,	PUNCT
eurjchem-319	204	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-319	204	8	,	,	PUNCT
eurjchem-319	204	9	δ	δ	PROPN
eurjchem-319	204	10	ppm	ppm	VERB
eurjchem-319	204	11	):	):	PUNCT
eurjchem-319	204	12	2.2	2.2	NUM
eurjchem-319	204	13	(	(	PUNCT
eurjchem-319	204	14	s	s	PROPN
eurjchem-319	204	15	,	,	PUNCT
eurjchem-319	204	16	3h	3h	NUM
eurjchem-319	204	17	,	,	PUNCT
eurjchem-319	204	18	ch3c6h4	ch3c6h4	PROPN
eurjchem-319	204	19	)	)	PUNCT
eurjchem-319	204	20	,	,	PUNCT
eurjchem-319	204	21	2.3	2.3	NUM
eurjchem-319	204	22	(	(	PUNCT
eurjchem-319	204	23	s	s	PROPN
eurjchem-319	204	24	,	,	PUNCT
eurjchem-319	204	25	3h	3h	NUM
eurjchem-319	204	26	,	,	PUNCT
eurjchem-319	204	27	ch3	ch3	PROPN
eurjchem-319	204	28	)	)	PUNCT
eurjchem-319	204	29	,	,	PUNCT
eurjchem-319	204	30	2.7	2.7	NUM
eurjchem-319	204	31	(	(	PUNCT
eurjchem-319	204	32	s	s	PROPN
eurjchem-319	204	33	,	,	PUNCT
eurjchem-319	204	34	3h	3h	NUM
eurjchem-319	204	35	,	,	PUNCT
eurjchem-319	204	36	sch3	sch3	PROPN
eurjchem-319	204	37	)	)	PUNCT
eurjchem-319	204	38	,	,	PUNCT
eurjchem-319	204	39	5.7	5.7	NUM
eurjchem-319	204	40	(	(	PUNCT
eurjchem-319	204	41	s	s	PROPN
eurjchem-319	204	42	,	,	PUNCT
eurjchem-319	204	43	1h	1h	NUM
eurjchem-319	204	44	,	,	PUNCT
eurjchem-319	204	45	h6	h6	PROPN
eurjchem-319	204	46	)	)	PUNCT
eurjchem-319	204	47	,	,	PUNCT
eurjchem-319	204	48	7.3‐7.4	7.3‐7.4	NUM
eurjchem-319	204	49	(	(	PUNCT
eurjchem-319	204	50	m	m	PROPN
eurjchem-319	204	51	,	,	PUNCT
eurjchem-319	204	52	4h	4h	NUM
eurjchem-319	204	53	,	,	PUNCT
eurjchem-319	204	54	ar‐h	ar‐h	PROPN
eurjchem-319	204	55	)	)	PUNCT
eurjchem-319	204	56	,	,	PUNCT
eurjchem-319	204	57	9.9	9.9	NUM
eurjchem-319	204	58	(	(	PUNCT
eurjchem-319	204	59	s	s	PROPN
eurjchem-319	204	60	,	,	PUNCT
eurjchem-319	204	61	1h	1h	NUM
eurjchem-319	204	62	,	,	PUNCT
eurjchem-319	204	63	nh	nh	PROPN
eurjchem-319	204	64	,	,	PUNCT
eurjchem-319	204	65	d2o	d2o	PROPN
eurjchem-319	204	66	exchangeable	exchangeable	ADJ
eurjchem-319	204	67	)	)	PUNCT
eurjchem-319	204	68	.	.	PUNCT
eurjchem-319	205	1	anal	anal	PROPN
eurjchem-319	205	2	.	.	PUNCT
eurjchem-319	205	3	calcd	calcd	NOUN
eurjchem-319	205	4	.	.	PUNCT
eurjchem-319	206	1	for	for	ADP
eurjchem-319	206	2	c16h15n5s	c16h15n5	VERB
eurjchem-319	206	3	:	:	PUNCT
eurjchem-319	206	4	c	c	X
eurjchem-319	206	5	,	,	PUNCT
eurjchem-319	206	6	62.11	62.11	NUM
eurjchem-319	206	7	;	;	PUNCT
eurjchem-319	206	8	h	h	X
eurjchem-319	206	9	,	,	PUNCT
eurjchem-319	206	10	4.88	4.88	NUM
eurjchem-319	206	11	;	;	PUNCT
eurjchem-319	206	12	n	n	CCONJ
eurjchem-319	206	13	,	,	PUNCT
eurjchem-319	206	14	22.63	22.63	NUM
eurjchem-319	206	15	.	.	PUNCT
eurjchem-319	206	16	found	find	VERB
eurjchem-319	206	17	:	:	PUNCT
eurjchem-319	207	1	c	c	X
eurjchem-319	207	2	,	,	PUNCT
eurjchem-319	207	3	62.40	62.40	NUM
eurjchem-319	207	4	;	;	PUNCT
eurjchem-319	207	5	h	h	NOUN
eurjchem-319	207	6	,	,	PUNCT
eurjchem-319	207	7	4.55	4.55	NUM
eurjchem-319	207	8	;	;	PUNCT
eurjchem-319	207	9	n	n	CCONJ
eurjchem-319	207	10	,	,	PUNCT
eurjchem-319	207	11	22.29	22.29	NUM
eurjchem-319	207	12	%	%	NOUN
eurjchem-319	207	13	.	.	PUNCT
eurjchem-319	208	1	2.3	2.3	NUM
eurjchem-319	208	2	.	.	PUNCT
eurjchem-319	209	1	biological	biological	ADJ
eurjchem-319	209	2	testing	testing	NOUN
eurjchem-319	209	3	2.3.1	2.3.1	NUM
eurjchem-319	209	4	.	.	PUNCT
eurjchem-319	209	5	materials	material	NOUN
eurjchem-319	209	6	and	and	CCONJ
eurjchem-319	209	7	methods	method	NOUN
eurjchem-319	209	8	the	the	DET
eurjchem-319	209	9	human	human	ADJ
eurjchem-319	209	10	colon	colon	NOUN
eurjchem-319	209	11	tumor	tumor	NOUN
eurjchem-319	209	12	cell	cell	NOUN
eurjchem-319	209	13	line	line	NOUN
eurjchem-319	209	14	(	(	PUNCT
eurjchem-319	209	15	hct116	hct116	PROPN
eurjchem-319	209	16	)	)	PUNCT
eurjchem-319	209	17	was	be	AUX
eurjchem-319	209	18	obtained	obtain	VERB
eurjchem-319	209	19	as	as	ADP
eurjchem-319	209	20	a	a	DET
eurjchem-319	209	21	gift	gift	NOUN
eurjchem-319	209	22	from	from	ADP
eurjchem-319	209	23	national	national	PROPN
eurjchem-319	209	24	cancer	cancer	PROPN
eurjchem-319	209	25	institute	institute	PROPN
eurjchem-319	209	26	nci	nci	PROPN
eurjchem-319	209	27	,	,	PUNCT
eurjchem-319	209	28	maryland	maryland	PROPN
eurjchem-319	209	29	md	md	PROPN
eurjchem-319	209	30	,	,	PUNCT
eurjchem-319	209	31	usa	usa	PROPN
eurjchem-319	209	32	.	.	PROPN
eurjchem-319	210	1	all	all	DET
eurjchem-319	210	2	chemicals	chemical	NOUN
eurjchem-319	210	3	and	and	CCONJ
eurjchem-319	210	4	solvents	solvent	NOUN
eurjchem-319	210	5	were	be	AUX
eurjchem-319	210	6	purchased	purchase	VERB
eurjchem-319	210	7	from	from	ADP
eurjchem-319	210	8	sigma	sigma	PROPN
eurjchem-319	210	9	–	–	PUNCT
eurjchem-319	210	10	aldrich	aldrich	NOUN
eurjchem-319	210	11	.	.	PUNCT
eurjchem-319	211	1	2.3.2	2.3.2	NUM
eurjchem-319	211	2	.	.	PUNCT
eurjchem-319	211	3	measurement	measurement	NOUN
eurjchem-319	211	4	of	of	ADP
eurjchem-319	211	5	potential	potential	ADJ
eurjchem-319	211	6	cytotoxicity	cytotoxicity	NOUN
eurjchem-319	211	7	the	the	DET
eurjchem-319	211	8	cytotoxic	cytotoxic	ADJ
eurjchem-319	211	9	activity	activity	NOUN
eurjchem-319	211	10	of	of	ADP
eurjchem-319	211	11	some	some	PRON
eurjchem-319	211	12	of	of	ADP
eurjchem-319	211	13	the	the	DET
eurjchem-319	211	14	newly	newly	ADV
eurjchem-319	211	15	synthesized	synthesize	VERB
eurjchem-319	211	16	compounds	compound	NOUN
eurjchem-319	211	17	was	be	AUX
eurjchem-319	211	18	tested	test	VERB
eurjchem-319	211	19	in	in	ADP
eurjchem-319	211	20	vitro	vitro	X
eurjchem-319	211	21	on	on	ADP
eurjchem-319	211	22	human	human	ADJ
eurjchem-319	211	23	colon	colon	NOUN
eurjchem-319	211	24	tumor	tumor	NOUN
eurjchem-319	211	25	cell	cell	NOUN
eurjchem-319	211	26	line	line	NOUN
eurjchem-319	211	27	(	(	PUNCT
eurjchem-319	211	28	hct116	hct116	ADV
eurjchem-319	211	29	)	)	PUNCT
eurjchem-319	211	30	using	use	VERB
eurjchem-319	211	31	sulforhodamine‐b	sulforhodamine‐b	ADJ
eurjchem-319	211	32	stain	stain	NOUN
eurjchem-319	211	33	(	(	PUNCT
eurjchem-319	211	34	srb	srb	PROPN
eurjchem-319	211	35	)	)	PUNCT
eurjchem-319	211	36	assay	assay	VERB
eurjchem-319	211	37	according	accord	VERB
eurjchem-319	211	38	to	to	ADP
eurjchem-319	211	39	the	the	DET
eurjchem-319	211	40	method	method	NOUN
eurjchem-319	211	41	of	of	ADP
eurjchem-319	211	42	skehan	skehan	PROPN
eurjchem-319	211	43	et	et	PROPN
eurjchem-319	211	44	al	al	PROPN
eurjchem-319	211	45	.	.	PUNCT
eurjchem-319	212	1	[	[	X
eurjchem-319	212	2	17	17	NUM
eurjchem-319	212	3	]	]	PUNCT
eurjchem-319	212	4	.	.	PUNCT
eurjchem-319	213	1	cells	cell	NOUN
eurjchem-319	213	2	were	be	AUX
eurjchem-319	213	3	plated	plate	VERB
eurjchem-319	213	4	in	in	ADP
eurjchem-319	213	5	96‐multiwell	96‐multiwell	NUM
eurjchem-319	213	6	plate	plate	NOUN
eurjchem-319	213	7	(	(	PUNCT
eurjchem-319	213	8	104	104	NUM
eurjchem-319	213	9	cells	cell	NOUN
eurjchem-319	213	10	/	/	SYM
eurjchem-319	213	11	well	well	INTJ
eurjchem-319	213	12	)	)	PUNCT
eurjchem-319	213	13	for	for	ADP
eurjchem-319	213	14	24	24	NUM
eurjchem-319	213	15	h	h	NOUN
eurjchem-319	213	16	before	before	ADP
eurjchem-319	213	17	treatment	treatment	NOUN
eurjchem-319	213	18	with	with	ADP
eurjchem-319	213	19	the	the	DET
eurjchem-319	213	20	tested	test	VERB
eurjchem-319	213	21	compounds	compound	NOUN
eurjchem-319	213	22	to	to	PART
eurjchem-319	213	23	allow	allow	VERB
eurjchem-319	213	24	attachment	attachment	NOUN
eurjchem-319	213	25	of	of	ADP
eurjchem-319	213	26	the	the	DET
eurjchem-319	213	27	cells	cell	NOUN
eurjchem-319	213	28	to	to	ADP
eurjchem-319	213	29	the	the	DET
eurjchem-319	213	30	wall	wall	NOUN
eurjchem-319	213	31	of	of	ADP
eurjchem-319	213	32	the	the	DET
eurjchem-319	213	33	plate	plate	NOUN
eurjchem-319	213	34	.	.	PUNCT
eurjchem-319	214	1	the	the	DET
eurjchem-319	214	2	tested	test	VERB
eurjchem-319	214	3	compounds	compound	NOUN
eurjchem-319	214	4	were	be	AUX
eurjchem-319	214	5	dissolved	dissolve	VERB
eurjchem-319	214	6	in	in	ADP
eurjchem-319	214	7	dmso	dmso	NOUN
eurjchem-319	214	8	and	and	CCONJ
eurjchem-319	214	9	diluted	dilute	VERB
eurjchem-319	214	10	with	with	ADP
eurjchem-319	214	11	saline	saline	NOUN
eurjchem-319	214	12	to	to	ADP
eurjchem-319	214	13	the	the	DET
eurjchem-319	214	14	appropriate	appropriate	ADJ
eurjchem-319	214	15	volume	volume	NOUN
eurjchem-319	214	16	.	.	PUNCT
eurjchem-319	215	1	different	different	ADJ
eurjchem-319	215	2	concentrations	concentration	NOUN
eurjchem-319	215	3	of	of	ADP
eurjchem-319	215	4	the	the	DET
eurjchem-319	215	5	tested	test	VERB
eurjchem-319	215	6	compound	compound	NOUN
eurjchem-319	215	7	(	(	PUNCT
eurjchem-319	215	8	0	0	NUM
eurjchem-319	215	9	,	,	PUNCT
eurjchem-319	215	10	1	1	NUM
eurjchem-319	215	11	,	,	PUNCT
eurjchem-319	215	12	2.5	2.5	NUM
eurjchem-319	215	13	,	,	PUNCT
eurjchem-319	215	14	5	5	NUM
eurjchem-319	215	15	and	and	CCONJ
eurjchem-319	215	16	10	10	NUM
eurjchem-319	215	17	μg	μg	NOUN
eurjchem-319	215	18	/	/	SYM
eurjchem-319	215	19	ml	ml	NOUN
eurjchem-319	215	20	)	)	PUNCT
eurjchem-319	215	21	were	be	AUX
eurjchem-319	215	22	added	add	VERB
eurjchem-319	215	23	to	to	ADP
eurjchem-319	215	24	the	the	DET
eurjchem-319	215	25	cell	cell	NOUN
eurjchem-319	215	26	monolayer	monolayer	NOUN
eurjchem-319	215	27	.	.	PUNCT
eurjchem-319	216	1	triplicate	triplicate	VERB
eurjchem-319	216	2	wells	well	NOUN
eurjchem-319	216	3	prepared	prepare	VERB
eurjchem-319	216	4	for	for	ADP
eurjchem-319	216	5	each	each	DET
eurjchem-319	216	6	individual	individual	ADJ
eurjchem-319	216	7	dose	dose	PROPN
eurjchem-319	216	8	.	.	PUNCT
eurjchem-319	217	1	monolayer	monolayer	NOUN
eurjchem-319	217	2	cells	cell	NOUN
eurjchem-319	217	3	were	be	AUX
eurjchem-319	217	4	incubated	incubate	VERB
eurjchem-319	217	5	with	with	ADP
eurjchem-319	217	6	the	the	DET
eurjchem-319	217	7	tested	test	VERB
eurjchem-319	217	8	compound	compound	NOUN
eurjchem-319	217	9	for	for	ADP
eurjchem-319	217	10	48	48	NUM
eurjchem-319	217	11	h	h	NOUN
eurjchem-319	217	12	at	at	ADP
eurjchem-319	217	13	37	37	NUM
eurjchem-319	217	14	oc	oc	NOUN
eurjchem-319	217	15	in	in	ADP
eurjchem-319	217	16	atmosphere	atmosphere	NOUN
eurjchem-319	217	17	of	of	ADP
eurjchem-319	217	18	5	5	NUM
eurjchem-319	217	19	%	%	NOUN
eurjchem-319	217	20	co2	co2	NOUN
eurjchem-319	217	21	.	.	PUNCT
eurjchem-319	218	1	after	after	ADP
eurjchem-319	218	2	48	48	NUM
eurjchem-319	218	3	h	h	NOUN
eurjchem-319	218	4	,	,	PUNCT
eurjchem-319	218	5	cells	cell	NOUN
eurjchem-319	218	6	were	be	AUX
eurjchem-319	218	7	fixed	fix	VERB
eurjchem-319	218	8	with	with	ADP
eurjchem-319	218	9	trichloroacetic	trichloroacetic	ADJ
eurjchem-319	218	10	acid	acid	NOUN
eurjchem-319	218	11	,	,	PUNCT
eurjchem-319	218	12	washed	wash	VERB
eurjchem-319	218	13	with	with	ADP
eurjchem-319	218	14	water	water	NOUN
eurjchem-319	218	15	and	and	CCONJ
eurjchem-319	218	16	stained	stain	VERB
eurjchem-319	218	17	for	for	ADP
eurjchem-319	218	18	30	30	NUM
eurjchem-319	218	19	min	min	NOUN
eurjchem-319	218	20	with	with	ADP
eurjchem-319	218	21	0.4	0.4	NUM
eurjchem-319	218	22	%	%	NOUN
eurjchem-319	218	23	(	(	PUNCT
eurjchem-319	218	24	w	w	NOUN
eurjchem-319	218	25	:	:	SYM
eurjchem-319	218	26	v	v	ADJ
eurjchem-319	218	27	)	)	PUNCT
eurjchem-319	218	28	sulforhodamine‐b	sulforhodamine‐b	ADJ
eurjchem-319	218	29	stain	stain	NOUN
eurjchem-319	218	30	dissolved	dissolve	VERB
eurjchem-319	218	31	with	with	ADP
eurjchem-319	218	32	1	1	NUM
eurjchem-319	218	33	%	%	NOUN
eurjchem-319	218	34	acetic	acetic	ADJ
eurjchem-319	218	35	acid	acid	NOUN
eurjchem-319	218	36	.	.	PUNCT
eurjchem-319	219	1	excess	excess	ADJ
eurjchem-319	219	2	stain	stain	NOUN
eurjchem-319	219	3	was	be	AUX
eurjchem-319	219	4	removed	remove	VERB
eurjchem-319	219	5	by	by	ADP
eurjchem-319	219	6	four	four	NUM
eurjchem-319	219	7	washes	wash	NOUN
eurjchem-319	219	8	with	with	ADP
eurjchem-319	219	9	1	1	NUM
eurjchem-319	219	10	%	%	NOUN
eurjchem-319	219	11	acetic	acetic	ADJ
eurjchem-319	219	12	acid	acid	NOUN
eurjchem-319	219	13	and	and	CCONJ
eurjchem-319	219	14	attached	attached	ADJ
eurjchem-319	219	15	stain	stain	NOUN
eurjchem-319	219	16	was	be	AUX
eurjchem-319	219	17	recovered	recover	VERB
eurjchem-319	219	18	with	with	ADP
eurjchem-319	219	19	tris	tris	ADJ
eurjchem-319	219	20	edta	edta	NOUN
eurjchem-319	219	21	buffer	buffer	NOUN
eurjchem-319	219	22	.	.	PUNCT
eurjchem-319	220	1	colour	colour	NOUN
eurjchem-319	220	2	intensity	intensity	NOUN
eurjchem-319	220	3	was	be	AUX
eurjchem-319	220	4	measured	measure	VERB
eurjchem-319	220	5	in	in	ADP
eurjchem-319	220	6	elisa	elisa	NOUN
eurjchem-319	220	7	reader	reader	NOUN
eurjchem-319	220	8	.	.	PUNCT
eurjchem-319	221	1	the	the	DET
eurjchem-319	221	2	relation	relation	NOUN
eurjchem-319	221	3	between	between	ADP
eurjchem-319	221	4	surviving	survive	VERB
eurjchem-319	221	5	fraction	fraction	NOUN
eurjchem-319	221	6	and	and	CCONJ
eurjchem-319	221	7	compound	compound	NOUN
eurjchem-319	221	8	concentration	concentration	NOUN
eurjchem-319	221	9	was	be	AUX
eurjchem-319	221	10	plotted	plot	VERB
eurjchem-319	221	11	and	and	CCONJ
eurjchem-319	221	12	ic50	ic50	PROPN
eurjchem-319	221	13	(	(	PUNCT
eurjchem-319	221	14	the	the	DET
eurjchem-319	221	15	concentration	concentration	NOUN
eurjchem-319	221	16	required	require	VERB
eurjchem-319	221	17	for	for	ADP
eurjchem-319	221	18	50	50	NUM
eurjchem-319	221	19	%	%	NOUN
eurjchem-319	221	20	inhibition	inhibition	NOUN
eurjchem-319	221	21	of	of	ADP
eurjchem-319	221	22	cell	cell	NOUN
eurjchem-319	221	23	viability	viability	NOUN
eurjchem-319	221	24	)	)	PUNCT
eurjchem-319	221	25	was	be	AUX
eurjchem-319	221	26	calculated	calculate	VERB
eurjchem-319	221	27	for	for	ADP
eurjchem-319	221	28	each	each	DET
eurjchem-319	221	29	compound	compound	NOUN
eurjchem-319	221	30	and	and	CCONJ
eurjchem-319	221	31	results	result	NOUN
eurjchem-319	221	32	are	be	AUX
eurjchem-319	221	33	given	give	VERB
eurjchem-319	221	34	in	in	ADP
eurjchem-319	221	35	table	table	NOUN
eurjchem-319	221	36	1	1	NUM
eurjchem-319	221	37	.	.	PUNCT
eurjchem-319	222	1	figure	figure	NOUN
eurjchem-319	222	2	2	2	NUM
eurjchem-319	222	3	represents	represent	VERB
eurjchem-319	222	4	ic50	ic50	PROPN
eurjchem-319	222	5	in	in	ADP
eurjchem-319	222	6	μm	μm	NUM
eurjchem-319	222	7	of	of	ADP
eurjchem-319	222	8	the	the	DET
eurjchem-319	222	9	synthesized	synthesize	VERB
eurjchem-319	222	10	compounds	compound	NOUN
eurjchem-319	222	11	and	and	CCONJ
eurjchem-319	222	12	doxorubicin	doxorubicin	VERB
eurjchem-319	222	13	against	against	ADP
eurjchem-319	222	14	human	human	ADJ
eurjchem-319	222	15	colon	colon	NOUN
eurjchem-319	222	16	tumor	tumor	NOUN
eurjchem-319	222	17	cell	cell	NOUN
eurjchem-319	222	18	line	line	NOUN
eurjchem-319	222	19	(	(	PUNCT
eurjchem-319	222	20	hct116	hct116	NOUN
eurjchem-319	222	21	)	)	PUNCT
eurjchem-319	222	22	table	table	NOUN
eurjchem-319	223	1	1	1	NUM
eurjchem-319	223	2	.	.	PUNCT
eurjchem-319	223	3	results	result	NOUN
eurjchem-319	223	4	of	of	ADP
eurjchem-319	223	5	in	in	ADP
eurjchem-319	223	6	vitro	vitro	X
eurjchem-319	223	7	cytotoxic	cytotoxic	ADJ
eurjchem-319	223	8	activity	activity	NOUN
eurjchem-319	223	9	of	of	ADP
eurjchem-319	223	10	some	some	PRON
eurjchem-319	223	11	of	of	ADP
eurjchem-319	223	12	the	the	DET
eurjchem-319	223	13	synthesized	synthesize	VERB
eurjchem-319	223	14	compounds	compound	NOUN
eurjchem-319	223	15	on	on	ADP
eurjchem-319	223	16	human	human	ADJ
eurjchem-319	223	17	colon	colon	NOUN
eurjchem-319	223	18	tumor	tumor	NOUN
eurjchem-319	223	19	cell	cell	NOUN
eurjchem-319	223	20	line	line	NOUN
eurjchem-319	223	21	(	(	PUNCT
eurjchem-319	223	22	hct116	hct116	PROPN
eurjchem-319	223	23	)	)	PUNCT
eurjchem-319	223	24	.	.	PUNCT
eurjchem-319	224	1	compound	compound	VERB
eurjchem-319	224	2	no	no	INTJ
eurjchem-319	224	3	.	.	PUNCT
eurjchem-319	225	1	ic50	ic50	NOUN
eurjchem-319	225	2	in	in	ADP
eurjchem-319	225	3	μm	μm	NUM
eurjchem-319	225	4	*	*	PUNCT
eurjchem-319	225	5	doxorubicin	doxorubicin	PROPN
eurjchem-319	225	6	0.0069	0.0069	NUM
eurjchem-319	225	7	7b	7b	PROPN
eurjchem-319	225	8	0.0062	0.0062	NUM
eurjchem-319	225	9	7c	7c	NOUN
eurjchem-319	225	10	0.0375	0.0375	NUM
eurjchem-319	225	11	8	8	NUM
eurjchem-319	225	12	0.0433	0.0433	NUM
eurjchem-319	225	13	9	9	NUM
eurjchem-319	225	14	0.0814	0.0814	NUM
eurjchem-319	225	15	14a	14a	NOUN
eurjchem-319	225	16	0.0020	0.0020	NUM
eurjchem-319	225	17	14b	14b	NUM
eurjchem-319	225	18	0.0113	0.0113	NUM
eurjchem-319	225	19	14c	14c	NUM
eurjchem-319	225	20	0.0238	0.0238	NUM
eurjchem-319	225	21	15c	15c	NOUN
eurjchem-319	225	22	0.0077	0.0077	NUM
eurjchem-319	225	23	15d	15d	NUM
eurjchem-319	225	24	0.0598	0.0598	NUM
eurjchem-319	225	25	*	*	PUNCT
eurjchem-319	225	26	the	the	DET
eurjchem-319	225	27	values	value	NOUN
eurjchem-319	225	28	given	give	VERB
eurjchem-319	225	29	are	be	AUX
eurjchem-319	225	30	means	mean	NOUN
eurjchem-319	225	31	of	of	ADP
eurjchem-319	225	32	three	three	NUM
eurjchem-319	225	33	experiments	experiment	NOUN
eurjchem-319	225	34	.	.	PUNCT
eurjchem-319	226	1	figure	figure	NOUN
eurjchem-319	226	2	2	2	NUM
eurjchem-319	226	3	.	.	PUNCT
eurjchem-319	227	1	ic50	ic50	NOUN
eurjchem-319	227	2	in	in	ADP
eurjchem-319	227	3	μm	μm	NUM
eurjchem-319	227	4	of	of	ADP
eurjchem-319	227	5	the	the	DET
eurjchem-319	227	6	synthesized	synthesize	VERB
eurjchem-319	227	7	compounds	compound	NOUN
eurjchem-319	227	8	and	and	CCONJ
eurjchem-319	227	9	doxorubicin	doxorubicin	VERB
eurjchem-319	227	10	against	against	ADP
eurjchem-319	227	11	human	human	ADJ
eurjchem-319	227	12	colon	colon	NOUN
eurjchem-319	227	13	tumor	tumor	NOUN
eurjchem-319	227	14	cell	cell	NOUN
eurjchem-319	227	15	line	line	NOUN
eurjchem-319	227	16	(	(	PUNCT
eurjchem-319	227	17	hct116	hct116	PROPN
eurjchem-319	227	18	)	)	PUNCT
eurjchem-319	227	19	.	.	PUNCT
eurjchem-319	228	1	3	3	X
eurjchem-319	228	2	.	.	NOUN
eurjchem-319	228	3	results	result	NOUN
eurjchem-319	228	4	and	and	CCONJ
eurjchem-319	228	5	discussion	discussion	NOUN
eurjchem-319	228	6	3.1	3.1	NUM
eurjchem-319	228	7	.	.	PUNCT
eurjchem-319	229	1	chemistry	chemistry	NOUN
eurjchem-319	229	2	the	the	DET
eurjchem-319	229	3	synthesis	synthesis	NOUN
eurjchem-319	229	4	of	of	ADP
eurjchem-319	229	5	the	the	DET
eurjchem-319	229	6	target	target	NOUN
eurjchem-319	229	7	compounds	compound	NOUN
eurjchem-319	229	8	is	be	AUX
eurjchem-319	229	9	outlined	outline	VERB
eurjchem-319	229	10	in	in	ADP
eurjchem-319	229	11	schemes	scheme	NOUN
eurjchem-319	229	12	1	1	NUM
eurjchem-319	229	13	and	and	CCONJ
eurjchem-319	229	14	2	2	NUM
eurjchem-319	229	15	.	.	X
eurjchem-319	230	1	the	the	DET
eurjchem-319	230	2	starting	starting	NOUN
eurjchem-319	230	3	compound	compound	NOUN
eurjchem-319	230	4	,	,	PUNCT
eurjchem-319	230	5	5‐amino‐3‐methylsulphanyl‐1h‐	5‐amino‐3‐methylsulphanyl‐1h‐	NUM
eurjchem-319	230	6	pyrazole‐4‐carbonitrile	pyrazole‐4‐carbonitrile	PROPN
eurjchem-319	230	7	(	(	PUNCT
eurjchem-319	230	8	4	4	NUM
eurjchem-319	230	9	)	)	PUNCT
eurjchem-319	231	1	[	[	X
eurjchem-319	231	2	11	11	NUM
eurjchem-319	231	3	]	]	PUNCT
eurjchem-319	231	4	was	be	AUX
eurjchem-319	231	5	reacted	react	VERB
eurjchem-319	231	6	with	with	ADP
eurjchem-319	231	7	the	the	DET
eurjchem-319	231	8	appropriate	appropriate	ADJ
eurjchem-319	231	9	substituted	substitute	VERB
eurjchem-319	231	10	benzylidenemalononitrile	benzylidenemalononitrile	NOUN
eurjchem-319	231	11	5a‐f	5a‐f	PROPN
eurjchem-319	232	1	[	[	X
eurjchem-319	232	2	12‐15	12‐15	X
eurjchem-319	232	3	]	]	PUNCT
eurjchem-319	232	4	to	to	PART
eurjchem-319	232	5	afford	afford	VERB
eurjchem-319	232	6	7‐	7‐	NUM
eurjchem-319	232	7	amino‐2‐methylsulphanyl‐5‐(substituted	amino‐2‐methylsulphanyl‐5‐(substitute	VERB
eurjchem-319	232	8	phenyl)‐4,5‐dihydropyra‐	phenyl)‐4,5‐dihydropyra‐	PROPN
eurjchem-319	232	9	zolo[1,5‐a]pyrimidine‐3,6‐dicarbonitriles	zolo[1,5‐a]pyrimidine‐3,6‐dicarbonitrile	NOUN
eurjchem-319	232	10	6a	6a	NOUN
eurjchem-319	232	11	,	,	PUNCT
eurjchem-319	232	12	b	b	NOUN
eurjchem-319	232	13	or	or	CCONJ
eurjchem-319	232	14	7‐amino‐2‐	7‐amino‐2‐	PROPN
eurjchem-319	232	15	methylsulphanyl‐5‐(substituted	methylsulphanyl‐5‐(substitute	VERB
eurjchem-319	232	16	phenyl)pyrazolo[1,5‐a]pyrimidine‐	phenyl)pyrazolo[1,5‐a]pyrimidine‐	PROPN
eurjchem-319	232	17	3,6‐dicarbonitriles	3,6‐dicarbonitriles	NUM
eurjchem-319	232	18	7a‐d	7a‐d	NOUN
eurjchem-319	232	19	.	.	PUNCT
eurjchem-319	233	1	the	the	DET
eurjchem-319	233	2	reaction	reaction	NOUN
eurjchem-319	233	3	of	of	ADP
eurjchem-319	233	4	the	the	DET
eurjchem-319	233	5	pyrazole	pyrazole	NOUN
eurjchem-319	233	6	derivative	derivative	NOUN
eurjchem-319	233	7	4	4	NUM
eurjchem-319	233	8	with	with	ADP
eurjchem-319	233	9	substituted	substitute	VERB
eurjchem-319	233	10	benzylidenemalononitriles	benzylidenemalononitrile	NOUN
eurjchem-319	233	11	5a‐f	5a‐f	PROPN
eurjchem-319	233	12	may	may	AUX
eurjchem-319	233	13	proceed	proceed	VERB
eurjchem-319	233	14	via	via	ADP
eurjchem-319	233	15	initial	initial	ADJ
eurjchem-319	233	16	nucleophilic	nucleophilic	ADJ
eurjchem-319	233	17	attack	attack	NOUN
eurjchem-319	233	18	by	by	ADP
eurjchem-319	233	19	the	the	DET
eurjchem-319	233	20	exocyclic	exocyclic	ADJ
eurjchem-319	233	21	amino	amino	NOUN
eurjchem-319	233	22	group	group	NOUN
eurjchem-319	233	23	of	of	ADP
eurjchem-319	233	24	compound	compound	NOUN
eurjchem-319	233	25	4	4	NUM
eurjchem-319	233	26	on	on	ADP
eurjchem-319	233	27	the	the	DET
eurjchem-319	233	28	activated	activate	VERB
eurjchem-319	233	29	double	double	ADJ
eurjchem-319	233	30	bond	bond	NOUN
eurjchem-319	233	31	in	in	ADP
eurjchem-319	233	32	5a‐f	5a‐f	NOUN
eurjchem-319	233	33	to	to	PART
eurjchem-319	233	34	form	form	VERB
eurjchem-319	233	35	a	a	DET
eurjchem-319	233	36	micheal	micheal	NOUN
eurjchem-319	233	37	adduct	adduct	NOUN
eurjchem-319	233	38	.	.	PUNCT
eurjchem-319	234	1	intramolecular	intramolecular	ADJ
eurjchem-319	234	2	cyclization	cyclization	NOUN
eurjchem-319	234	3	of	of	ADP
eurjchem-319	234	4	the	the	DET
eurjchem-319	234	5	latter	latter	ADJ
eurjchem-319	234	6	may	may	AUX
eurjchem-319	234	7	result	result	VERB
eurjchem-319	234	8	in	in	ADP
eurjchem-319	234	9	the	the	DET
eurjchem-319	234	10	formation	formation	NOUN
eurjchem-319	234	11	of	of	ADP
eurjchem-319	234	12	the	the	DET
eurjchem-319	234	13	dihydro	dihydro	NOUN
eurjchem-319	234	14	derivative	derivative	NOUN
eurjchem-319	234	15	6	6	NUM
eurjchem-319	234	16	which	which	PRON
eurjchem-319	234	17	may	may	AUX
eurjchem-319	234	18	then	then	ADV
eurjchem-319	234	19	aromatize	aromatize	VERB
eurjchem-319	234	20	into	into	ADP
eurjchem-319	234	21	7	7	NUM
eurjchem-319	234	22	(	(	PUNCT
eurjchem-319	234	23	scheme	scheme	NOUN
eurjchem-319	234	24	3	3	NUM
eurjchem-319	234	25	)	)	PUNCT
eurjchem-319	234	26	.	.	PUNCT
eurjchem-319	235	1	el‐enany	el‐enany	PROPN
eurjchem-319	235	2	et	et	PROPN
eurjchem-319	235	3	al	al	PROPN
eurjchem-319	235	4	.	.	PUNCT
eurjchem-319	235	5	/	/	SYM
eurjchem-319	235	6	european	european	PROPN
eurjchem-319	235	7	journal	journal	PROPN
eurjchem-319	235	8	of	of	ADP
eurjchem-319	235	9	chemistry	chemistry	NOUN
eurjchem-319	235	10	2	2	NUM
eurjchem-319	235	11	(	(	PUNCT
eurjchem-319	235	12	3	3	NUM
eurjchem-319	235	13	)	)	PUNCT
eurjchem-319	235	14	(	(	PUNCT
eurjchem-319	235	15	2011	2011	NUM
eurjchem-319	235	16	)	)	PUNCT
eurjchem-319	235	17	331‐336	331‐336	NUM
eurjchem-319	235	18	335	335	NUM
eurjchem-319	235	19	scheme	scheme	NOUN
eurjchem-319	235	20	3	3	NUM
eurjchem-319	235	21	trials	trial	NOUN
eurjchem-319	235	22	to	to	PART
eurjchem-319	235	23	oxidize	oxidize	VERB
eurjchem-319	235	24	6a	6a	NOUN
eurjchem-319	235	25	,	,	PUNCT
eurjchem-319	235	26	b	b	NOUN
eurjchem-319	235	27	into	into	ADP
eurjchem-319	235	28	7	7	NUM
eurjchem-319	235	29	(	(	PUNCT
eurjchem-319	235	30	r=2‐cl	r=2‐cl	NOUN
eurjchem-319	235	31	,	,	PUNCT
eurjchem-319	235	32	2‐ch3o	2‐ch3o	NUM
eurjchem-319	235	33	)	)	PUNCT
eurjchem-319	235	34	via	via	ADP
eurjchem-319	235	35	the	the	DET
eurjchem-319	235	36	use	use	NOUN
eurjchem-319	235	37	of	of	ADP
eurjchem-319	235	38	two	two	NUM
eurjchem-319	235	39	molar	molar	ADJ
eurjchem-319	235	40	equivalents	equivalent	NOUN
eurjchem-319	235	41	of	of	ADP
eurjchem-319	235	42	benzylidenemalononitriles	benzylidenemalononitrile	NOUN
eurjchem-319	235	43	5a	5a	NUM
eurjchem-319	235	44	,	,	PUNCT
eurjchem-319	235	45	b	b	NOUN
eurjchem-319	235	46	or	or	CCONJ
eurjchem-319	235	47	by	by	ADP
eurjchem-319	235	48	increasing	increase	VERB
eurjchem-319	235	49	the	the	DET
eurjchem-319	235	50	time	time	NOUN
eurjchem-319	235	51	of	of	ADP
eurjchem-319	235	52	the	the	DET
eurjchem-319	235	53	reaction	reaction	NOUN
eurjchem-319	235	54	(	(	PUNCT
eurjchem-319	235	55	up	up	ADP
eurjchem-319	235	56	to	to	PART
eurjchem-319	235	57	15	15	NUM
eurjchem-319	235	58	h	h	NOUN
eurjchem-319	235	59	)	)	PUNCT
eurjchem-319	235	60	were	be	AUX
eurjchem-319	235	61	unsuccessful	unsuccessful	ADJ
eurjchem-319	235	62	.	.	PUNCT
eurjchem-319	236	1	compound	compound	NOUN
eurjchem-319	236	2	4	4	NUM
eurjchem-319	236	3	was	be	AUX
eurjchem-319	236	4	also	also	ADV
eurjchem-319	236	5	reacted	react	VERB
eurjchem-319	236	6	with	with	ADP
eurjchem-319	236	7	malononitrile	malononitrile	NOUN
eurjchem-319	236	8	to	to	PART
eurjchem-319	236	9	give	give	VERB
eurjchem-319	236	10	5,7‐	5,7‐	NUM
eurjchem-319	236	11	diaminopyrazolo[1,5‐a]pyrimidine	diaminopyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-319	236	12	8	8	NUM
eurjchem-319	236	13	.	.	PUNCT
eurjchem-319	237	1	1h	1h	NUM
eurjchem-319	237	2	nmr	nmr	NOUN
eurjchem-319	237	3	spectrum	spectrum	NOUN
eurjchem-319	237	4	of	of	ADP
eurjchem-319	237	5	compound	compound	NOUN
eurjchem-319	237	6	8	8	NUM
eurjchem-319	237	7	revealed	reveal	VERB
eurjchem-319	237	8	the	the	DET
eurjchem-319	237	9	presence	presence	NOUN
eurjchem-319	237	10	of	of	ADP
eurjchem-319	237	11	a	a	DET
eurjchem-319	237	12	singlet	singlet	ADJ
eurjchem-319	237	13	signal	signal	NOUN
eurjchem-319	237	14	at	at	ADP
eurjchem-319	237	15	δ	δ	PROPN
eurjchem-319	237	16	5.3	5.3	NUM
eurjchem-319	237	17	ppm	ppm	NOUN
eurjchem-319	237	18	corresponding	correspond	VERB
eurjchem-319	237	19	to	to	ADP
eurjchem-319	237	20	h6	h6	PROPN
eurjchem-319	237	21	and	and	CCONJ
eurjchem-319	237	22	two	two	NUM
eurjchem-319	237	23	exchangeable	exchangeable	ADJ
eurjchem-319	237	24	singlet	singlet	NOUN
eurjchem-319	237	25	signals	signal	NOUN
eurjchem-319	237	26	at	at	ADP
eurjchem-319	237	27	δ	δ	PROPN
eurjchem-319	237	28	6.7	6.7	NUM
eurjchem-319	237	29	and	and	CCONJ
eurjchem-319	237	30	δ	δ	PROPN
eurjchem-319	237	31	7.3	7.3	NUM
eurjchem-319	237	32	ppm	ppm	NOUN
eurjchem-319	237	33	corresponding	correspond	VERB
eurjchem-319	237	34	to	to	ADP
eurjchem-319	237	35	protons	proton	NOUN
eurjchem-319	237	36	of	of	ADP
eurjchem-319	237	37	the	the	DET
eurjchem-319	237	38	two	two	NUM
eurjchem-319	237	39	nh2	nh2	NOUN
eurjchem-319	237	40	groups	group	NOUN
eurjchem-319	237	41	at	at	ADP
eurjchem-319	237	42	positions	position	NOUN
eurjchem-319	237	43	5	5	NUM
eurjchem-319	237	44	and	and	CCONJ
eurjchem-319	237	45	7	7	NUM
eurjchem-319	237	46	,	,	PUNCT
eurjchem-319	237	47	respectively	respectively	ADV
eurjchem-319	237	48	.	.	PUNCT
eurjchem-319	238	1	furthermore	furthermore	ADV
eurjchem-319	238	2	,	,	PUNCT
eurjchem-319	238	3	1h‐pyrazole	1h‐pyrazole	NOUN
eurjchem-319	238	4	derivative	derivative	NOUN
eurjchem-319	238	5	4	4	NUM
eurjchem-319	238	6	was	be	AUX
eurjchem-319	238	7	reacted	react	VERB
eurjchem-319	238	8	with	with	ADP
eurjchem-319	238	9	ethyl	ethyl	PROPN
eurjchem-319	238	10	cyanoacetate	cyanoacetate	NOUN
eurjchem-319	238	11	,	,	PUNCT
eurjchem-319	238	12	ethyl	ethyl	PROPN
eurjchem-319	238	13	benzoylacetate	benzoylacetate	PROPN
eurjchem-319	238	14	and	and	CCONJ
eurjchem-319	238	15	ethyl	ethyl	PROPN
eurjchem-319	238	16	acetoacetate	acetoacetate	NOUN
eurjchem-319	238	17	to	to	PART
eurjchem-319	238	18	give	give	VERB
eurjchem-319	238	19	one	one	NUM
eurjchem-319	238	20	of	of	ADP
eurjchem-319	238	21	two	two	NUM
eurjchem-319	238	22	possible	possible	ADJ
eurjchem-319	238	23	products	product	NOUN
eurjchem-319	238	24	;	;	PUNCT
eurjchem-319	238	25	the	the	DET
eurjchem-319	238	26	5‐oxopyrazolo[1,5‐a]pyrimidine	5‐oxopyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-319	238	27	or	or	CCONJ
eurjchem-319	238	28	the	the	DET
eurjchem-319	238	29	7‐oxo	7‐oxo	NUM
eurjchem-319	238	30	isomer	isomer	NOUN
eurjchem-319	238	31	(	(	PUNCT
eurjchem-319	238	32	scheme	scheme	NOUN
eurjchem-319	238	33	4	4	NUM
eurjchem-319	238	34	)	)	PUNCT
eurjchem-319	238	35	.	.	PUNCT
eurjchem-319	239	1	the	the	DET
eurjchem-319	239	2	assignment	assignment	NOUN
eurjchem-319	239	3	of	of	ADP
eurjchem-319	239	4	the	the	DET
eurjchem-319	239	5	product	product	NOUN
eurjchem-319	239	6	as	as	ADP
eurjchem-319	239	7	5‐oxo	5‐oxo	NUM
eurjchem-319	239	8	or	or	CCONJ
eurjchem-319	239	9	7‐oxopyrazolo[1,5‐a]pyrimidine	7‐oxopyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-319	239	10	depends	depend	VERB
eurjchem-319	239	11	on	on	ADP
eurjchem-319	239	12	1h	1h	NUM
eurjchem-319	239	13	nmr	nmr	NOUN
eurjchem-319	239	14	study	study	NOUN
eurjchem-319	239	15	.	.	PUNCT
eurjchem-319	240	1	scheme	scheme	NOUN
eurjchem-319	240	2	4	4	NUM
eurjchem-319	240	3	the	the	DET
eurjchem-319	240	4	reaction	reaction	NOUN
eurjchem-319	240	5	of	of	ADP
eurjchem-319	240	6	compound	compound	NOUN
eurjchem-319	240	7	4	4	NUM
eurjchem-319	240	8	with	with	ADP
eurjchem-319	240	9	ethyl	ethyl	PROPN
eurjchem-319	240	10	cyanoacetate	cyanoacetate	PROPN
eurjchem-319	240	11	and	and	CCONJ
eurjchem-319	240	12	ethyl	ethyl	PROPN
eurjchem-319	240	13	acetoacetate	acetoacetate	NOUN
eurjchem-319	240	14	afforded	afford	VERB
eurjchem-319	240	15	5‐oxopyrazolo[1,5‐a]pyrimidine	5‐oxopyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-319	240	16	derivatives	derivative	NOUN
eurjchem-319	240	17	9	9	NUM
eurjchem-319	240	18	and	and	CCONJ
eurjchem-319	240	19	11	11	NUM
eurjchem-319	240	20	,	,	PUNCT
eurjchem-319	240	21	respectively	respectively	ADV
eurjchem-319	240	22	.	.	PUNCT
eurjchem-319	241	1	both	both	DET
eurjchem-319	241	2	compounds	compound	NOUN
eurjchem-319	241	3	showed	show	VERB
eurjchem-319	241	4	an	an	DET
eurjchem-319	241	5	exchangeable	exchangeable	ADJ
eurjchem-319	241	6	singlet	singlet	NOUN
eurjchem-319	241	7	signal	signal	NOUN
eurjchem-319	241	8	at	at	ADP
eurjchem-319	241	9	δ	δ	PROPN
eurjchem-319	241	10	11.9	11.9	NUM
eurjchem-319	241	11	ppm	ppm	NOUN
eurjchem-319	241	12	and	and	CCONJ
eurjchem-319	241	13	δ	δ	PROPN
eurjchem-319	241	14	13.2	13.2	NUM
eurjchem-319	241	15	ppm	ppm	NOUN
eurjchem-319	241	16	,	,	PUNCT
eurjchem-319	241	17	respectively	respectively	ADV
eurjchem-319	241	18	,	,	PUNCT
eurjchem-319	241	19	corresponding	correspond	VERB
eurjchem-319	241	20	to	to	ADP
eurjchem-319	241	21	nh	nh	PROPN
eurjchem-319	241	22	proton	proton	NOUN
eurjchem-319	241	23	due	due	ADP
eurjchem-319	241	24	to	to	ADP
eurjchem-319	241	25	tautomerism	tautomerism	NOUN
eurjchem-319	241	26	with	with	ADP
eurjchem-319	241	27	the	the	DET
eurjchem-319	241	28	adjacent	adjacent	ADJ
eurjchem-319	241	29	carbonyl	carbonyl	NOUN
eurjchem-319	241	30	group	group	NOUN
eurjchem-319	241	31	.	.	PUNCT
eurjchem-319	242	1	the	the	DET
eurjchem-319	242	2	7‐oxo	7‐oxo	NUM
eurjchem-319	242	3	isomer	isomer	ADJ
eurjchem-319	242	4	,	,	PUNCT
eurjchem-319	242	5	lacking	lack	VERB
eurjchem-319	242	6	such	such	ADJ
eurjchem-319	242	7	tautomerism	tautomerism	NOUN
eurjchem-319	242	8	,	,	PUNCT
eurjchem-319	242	9	should	should	AUX
eurjchem-319	242	10	give	give	VERB
eurjchem-319	242	11	that	that	DET
eurjchem-319	242	12	signal	signal	NOUN
eurjchem-319	242	13	at	at	ADP
eurjchem-319	242	14	δ	δ	PROPN
eurjchem-319	242	15	5‐7	5‐7	PROPN
eurjchem-319	242	16	ppm	ppm	NOUN
eurjchem-319	242	17	.	.	PUNCT
eurjchem-319	243	1	on	on	ADP
eurjchem-319	243	2	the	the	DET
eurjchem-319	243	3	other	other	ADJ
eurjchem-319	243	4	hand	hand	NOUN
eurjchem-319	243	5	,	,	PUNCT
eurjchem-319	243	6	the	the	DET
eurjchem-319	243	7	reaction	reaction	NOUN
eurjchem-319	243	8	of	of	ADP
eurjchem-319	243	9	compound	compound	NOUN
eurjchem-319	243	10	4	4	NUM
eurjchem-319	243	11	with	with	ADP
eurjchem-319	243	12	ethyl	ethyl	PROPN
eurjchem-319	243	13	benzoylacetate	benzoylacetate	NOUN
eurjchem-319	243	14	afforded	afford	VERB
eurjchem-319	243	15	7‐oxopyrazolo[1,5‐a]pyrimidine	7‐oxopyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-319	243	16	10	10	NUM
eurjchem-319	243	17	.	.	PUNCT
eurjchem-319	244	1	herein	herein	NOUN
eurjchem-319	244	2	,	,	PUNCT
eurjchem-319	244	3	1h	1h	NUM
eurjchem-319	244	4	nmr	nmr	NOUN
eurjchem-319	244	5	of	of	ADP
eurjchem-319	244	6	compound	compound	NOUN
eurjchem-319	244	7	10	10	NUM
eurjchem-319	244	8	revealed	reveal	VERB
eurjchem-319	244	9	the	the	DET
eurjchem-319	244	10	presence	presence	NOUN
eurjchem-319	244	11	of	of	ADP
eurjchem-319	244	12	an	an	DET
eurjchem-319	244	13	exchangeable	exchangeable	ADJ
eurjchem-319	244	14	singlet	singlet	NOUN
eurjchem-319	244	15	signal	signal	NOUN
eurjchem-319	244	16	at	at	ADP
eurjchem-319	244	17	δ	δ	PROPN
eurjchem-319	244	18	6.2	6.2	NUM
eurjchem-319	244	19	ppm	ppm	NOUN
eurjchem-319	244	20	corresponding	correspond	VERB
eurjchem-319	244	21	to	to	ADP
eurjchem-319	244	22	nh	nh	PROPN
eurjchem-319	244	23	proton	proton	NOUN
eurjchem-319	244	24	.	.	PUNCT
eurjchem-319	245	1	chlorination	chlorination	NOUN
eurjchem-319	245	2	of	of	ADP
eurjchem-319	245	3	compounds	compound	NOUN
eurjchem-319	245	4	10	10	NUM
eurjchem-319	245	5	and	and	CCONJ
eurjchem-319	245	6	11	11	NUM
eurjchem-319	245	7	with	with	ADP
eurjchem-319	245	8	pocl3	pocl3	NOUN
eurjchem-319	245	9	followed	follow	VERB
eurjchem-319	245	10	by	by	ADP
eurjchem-319	245	11	nucleophilic	nucleophilic	ADJ
eurjchem-319	245	12	substitution	substitution	NOUN
eurjchem-319	245	13	with	with	ADP
eurjchem-319	245	14	primary	primary	ADJ
eurjchem-319	245	15	amines	amine	NOUN
eurjchem-319	245	16	afforded	afford	VERB
eurjchem-319	245	17	7‐	7‐	NUM
eurjchem-319	245	18	(	(	PUNCT
eurjchem-319	245	19	substituted	substitute	VERB
eurjchem-319	245	20	amino	amino	NOUN
eurjchem-319	245	21	)	)	PUNCT
eurjchem-319	245	22	and	and	CCONJ
eurjchem-319	245	23	5‐(substituted	5‐(substitute	VERB
eurjchem-319	245	24	amino)pyrazolo[1,5‐	amino)pyrazolo[1,5‐	ADP
eurjchem-319	245	25	a]pyrimidine	a]pyrimidine	CCONJ
eurjchem-319	245	26	derivatives	derivative	NOUN
eurjchem-319	245	27	14a‐c	14a‐c	NOUN
eurjchem-319	245	28	and	and	CCONJ
eurjchem-319	245	29	15a‐d	15a‐d	NOUN
eurjchem-319	245	30	,	,	PUNCT
eurjchem-319	245	31	respectively	respectively	ADV
eurjchem-319	245	32	.	.	PUNCT
eurjchem-319	246	1	3.2	3.2	NUM
eurjchem-319	246	2	.	.	PUNCT
eurjchem-319	247	1	in	in	ADP
eurjchem-319	247	2	vitro	vitro	X
eurjchem-319	247	3	anticancer	anticancer	NOUN
eurjchem-319	247	4	screening	screen	VERB
eurjchem-319	247	5	some	some	PRON
eurjchem-319	247	6	of	of	ADP
eurjchem-319	247	7	the	the	DET
eurjchem-319	247	8	newly	newly	ADV
eurjchem-319	247	9	synthesized	synthesize	VERB
eurjchem-319	247	10	compounds	compound	NOUN
eurjchem-319	247	11	were	be	AUX
eurjchem-319	247	12	evaluated	evaluate	VERB
eurjchem-319	247	13	for	for	ADP
eurjchem-319	247	14	their	their	PRON
eurjchem-319	247	15	in	in	X
eurjchem-319	247	16	vitro	vitro	X
eurjchem-319	247	17	cytotoxic	cytotoxic	ADJ
eurjchem-319	247	18	activity	activity	NOUN
eurjchem-319	247	19	against	against	ADP
eurjchem-319	247	20	human	human	ADJ
eurjchem-319	247	21	colon	colon	NOUN
eurjchem-319	247	22	tumor	tumor	NOUN
eurjchem-319	247	23	cell	cell	NOUN
eurjchem-319	247	24	line	line	NOUN
eurjchem-319	247	25	,	,	PUNCT
eurjchem-319	247	26	hct116	hct116	PROPN
eurjchem-319	247	27	.	.	PUNCT
eurjchem-319	248	1	doxorubicin	doxorubicin	PROPN
eurjchem-319	248	2	which	which	PRON
eurjchem-319	248	3	is	be	AUX
eurjchem-319	248	4	one	one	NUM
eurjchem-319	248	5	of	of	ADP
eurjchem-319	248	6	the	the	DET
eurjchem-319	248	7	most	most	ADV
eurjchem-319	248	8	effective	effective	ADJ
eurjchem-319	248	9	anticancer	anticancer	NOUN
eurjchem-319	248	10	agents	agent	NOUN
eurjchem-319	248	11	was	be	AUX
eurjchem-319	248	12	used	use	VERB
eurjchem-319	248	13	as	as	ADP
eurjchem-319	248	14	the	the	DET
eurjchem-319	248	15	reference	reference	NOUN
eurjchem-319	248	16	drug	drug	NOUN
eurjchem-319	248	17	in	in	ADP
eurjchem-319	248	18	this	this	DET
eurjchem-319	248	19	study	study	NOUN
eurjchem-319	248	20	.	.	PUNCT
eurjchem-319	249	1	the	the	DET
eurjchem-319	249	2	response	response	NOUN
eurjchem-319	249	3	parameter	parameter	NOUN
eurjchem-319	249	4	calculated	calculate	VERB
eurjchem-319	249	5	was	be	AUX
eurjchem-319	249	6	the	the	DET
eurjchem-319	249	7	ic50	ic50	PROPN
eurjchem-319	249	8	value	value	NOUN
eurjchem-319	249	9	,	,	PUNCT
eurjchem-319	249	10	which	which	PRON
eurjchem-319	249	11	corresponds	correspond	VERB
eurjchem-319	249	12	to	to	ADP
eurjchem-319	249	13	the	the	DET
eurjchem-319	249	14	concentration	concentration	NOUN
eurjchem-319	249	15	required	require	VERB
eurjchem-319	249	16	for	for	ADP
eurjchem-319	249	17	50	50	NUM
eurjchem-319	249	18	%	%	NOUN
eurjchem-319	249	19	inhibition	inhibition	NOUN
eurjchem-319	249	20	of	of	ADP
eurjchem-319	249	21	cell	cell	NOUN
eurjchem-319	249	22	viability	viability	NOUN
eurjchem-319	249	23	.	.	PUNCT
eurjchem-319	250	1	the	the	DET
eurjchem-319	250	2	ic50	ic50	PROPN
eurjchem-319	250	3	in	in	ADP
eurjchem-319	250	4	μm	μm	NUM
eurjchem-319	250	5	of	of	ADP
eurjchem-319	250	6	the	the	DET
eurjchem-319	250	7	tested	test	VERB
eurjchem-319	250	8	compounds	compound	NOUN
eurjchem-319	250	9	compared	compare	VERB
eurjchem-319	250	10	to	to	ADP
eurjchem-319	250	11	the	the	DET
eurjchem-319	250	12	reference	reference	NOUN
eurjchem-319	250	13	drug	drug	NOUN
eurjchem-319	250	14	are	be	AUX
eurjchem-319	250	15	shown	show	VERB
eurjchem-319	250	16	in	in	ADP
eurjchem-319	250	17	table	table	NOUN
eurjchem-319	250	18	1	1	NUM
eurjchem-319	250	19	and	and	CCONJ
eurjchem-319	250	20	represented	represent	VERB
eurjchem-319	250	21	graphically	graphically	ADV
eurjchem-319	250	22	in	in	ADP
eurjchem-319	250	23	figure	figure	NOUN
eurjchem-319	250	24	2	2	NUM
eurjchem-319	250	25	.	.	PUNCT
eurjchem-319	250	26	from	from	ADP
eurjchem-319	250	27	the	the	DET
eurjchem-319	250	28	results	result	NOUN
eurjchem-319	250	29	in	in	ADP
eurjchem-319	250	30	table	table	NOUN
eurjchem-319	250	31	1	1	NUM
eurjchem-319	250	32	,	,	PUNCT
eurjchem-319	250	33	it	it	PRON
eurjchem-319	250	34	was	be	AUX
eurjchem-319	250	35	found	find	VERB
eurjchem-319	250	36	that	that	SCONJ
eurjchem-319	250	37	all	all	DET
eurjchem-319	250	38	the	the	DET
eurjchem-319	250	39	tested	test	VERB
eurjchem-319	250	40	compounds	compound	NOUN
eurjchem-319	250	41	exhibited	exhibit	VERB
eurjchem-319	250	42	good	good	ADJ
eurjchem-319	250	43	antitumor	antitumor	PROPN
eurjchem-319	250	44	activity	activity	NOUN
eurjchem-319	250	45	against	against	ADP
eurjchem-319	250	46	hct116	hct116	PROPN
eurjchem-319	250	47	with	with	ADP
eurjchem-319	250	48	ic50	ic50	PROPN
eurjchem-319	250	49	between	between	ADP
eurjchem-319	250	50	0.0020	0.0020	NUM
eurjchem-319	250	51	and	and	CCONJ
eurjchem-319	250	52	0.0814	0.0814	NUM
eurjchem-319	250	53	μm	μm	NOUN
eurjchem-319	250	54	.	.	PUNCT
eurjchem-319	251	1	two	two	NUM
eurjchem-319	251	2	of	of	ADP
eurjchem-319	251	3	the	the	DET
eurjchem-319	251	4	tested	test	VERB
eurjchem-319	251	5	compounds	compound	NOUN
eurjchem-319	251	6	(	(	PUNCT
eurjchem-319	251	7	7b	7b	NOUN
eurjchem-319	251	8	and	and	CCONJ
eurjchem-319	251	9	14a	14a	NOUN
eurjchem-319	251	10	)	)	PUNCT
eurjchem-319	251	11	showed	show	VERB
eurjchem-319	251	12	antitumor	antitumor	PROPN
eurjchem-319	251	13	activity	activity	NOUN
eurjchem-319	251	14	superior	superior	ADJ
eurjchem-319	251	15	to	to	ADP
eurjchem-319	251	16	doxorubicin	doxorubicin	PROPN
eurjchem-319	251	17	with	with	ADP
eurjchem-319	251	18	ic50	ic50	PROPN
eurjchem-319	251	19	that	that	PRON
eurjchem-319	251	20	equals	equal	VERB
eurjchem-319	251	21	to	to	ADP
eurjchem-319	251	22	0.0069	0.0069	NUM
eurjchem-319	251	23	and	and	CCONJ
eurjchem-319	251	24	0.0020	0.0020	NUM
eurjchem-319	251	25	μm	μm	NUM
eurjchem-319	251	26	,	,	PUNCT
eurjchem-319	251	27	respectively	respectively	ADV
eurjchem-319	251	28	.	.	PUNCT
eurjchem-319	252	1	the	the	DET
eurjchem-319	252	2	best	good	ADJ
eurjchem-319	252	3	results	result	NOUN
eurjchem-319	252	4	were	be	AUX
eurjchem-319	252	5	obtained	obtain	VERB
eurjchem-319	252	6	by	by	ADP
eurjchem-319	252	7	5‐phenyl‐7‐(substituted	5‐phenyl‐7‐(substitute	VERB
eurjchem-319	252	8	amino)pyrazolo[1,5‐a]pyrimidine	amino)pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-319	252	9	derivatives	derivative	NOUN
eurjchem-319	252	10	14a‐c	14a‐c	NOUN
eurjchem-319	252	11	,	,	PUNCT
eurjchem-319	252	12	and	and	CCONJ
eurjchem-319	252	13	the	the	DET
eurjchem-319	252	14	highest	high	ADJ
eurjchem-319	252	15	activity	activity	NOUN
eurjchem-319	252	16	was	be	AUX
eurjchem-319	252	17	obtained	obtain	VERB
eurjchem-319	252	18	by	by	ADP
eurjchem-319	252	19	7‐cyclohexylamino‐2‐	7‐cyclohexylamino‐2‐	NUM
eurjchem-319	252	20	methylsulphanyl‐5‐phenylpyrazolo[1,5‐a]pyrimidine‐3‐	methylsulphanyl‐5‐phenylpyrazolo[1,5‐a]pyrimidine‐3‐	PROPN
eurjchem-319	252	21	carbonitrile	carbonitrile	ADJ
eurjchem-319	252	22	(	(	PUNCT
eurjchem-319	252	23	14a	14a	NOUN
eurjchem-319	252	24	)	)	PUNCT
eurjchem-319	252	25	.	.	PUNCT
eurjchem-319	253	1	4	4	X
eurjchem-319	253	2	.	.	X
eurjchem-319	253	3	conclusion	conclusion	NOUN
eurjchem-319	253	4	in	in	ADP
eurjchem-319	253	5	summary	summary	NOUN
eurjchem-319	253	6	,	,	PUNCT
eurjchem-319	253	7	a	a	DET
eurjchem-319	253	8	novel	novel	ADJ
eurjchem-319	253	9	series	series	NOUN
eurjchem-319	253	10	of	of	ADP
eurjchem-319	253	11	pyrazolo[1,5‐a]pyrimidine‐3‐	pyrazolo[1,5‐a]pyrimidine‐3‐	NOUN
eurjchem-319	253	12	carbonitriles	carbonitrile	NOUN
eurjchem-319	253	13	substituted	substitute	VERB
eurjchem-319	253	14	with	with	ADP
eurjchem-319	253	15	7‐amino	7‐amino	PROPN
eurjchem-319	253	16	(	(	PUNCT
eurjchem-319	253	17	6‐9	6‐9	NOUN
eurjchem-319	253	18	)	)	PUNCT
eurjchem-319	253	19	,	,	PUNCT
eurjchem-319	253	20	7‐substituted	7‐substitute	VERB
eurjchem-319	253	21	amino	amino	NOUN
eurjchem-319	253	22	(	(	PUNCT
eurjchem-319	253	23	14a‐c	14a‐c	NUM
eurjchem-319	253	24	)	)	PUNCT
eurjchem-319	253	25	and	and	CCONJ
eurjchem-319	253	26	5‐substituted	5‐substitute	VERB
eurjchem-319	253	27	amino	amino	NOUN
eurjchem-319	253	28	(	(	PUNCT
eurjchem-319	253	29	15a‐d	15a‐d	NOUN
eurjchem-319	253	30	)	)	PUNCT
eurjchem-319	253	31	was	be	AUX
eurjchem-319	253	32	synthesized	synthesize	VERB
eurjchem-319	253	33	.	.	PUNCT
eurjchem-319	254	1	some	some	PRON
eurjchem-319	254	2	of	of	ADP
eurjchem-319	254	3	the	the	DET
eurjchem-319	254	4	newly	newly	ADV
eurjchem-319	254	5	synthesized	synthesize	VERB
eurjchem-319	254	6	compounds	compound	NOUN
eurjchem-319	254	7	were	be	AUX
eurjchem-319	254	8	tested	test	VERB
eurjchem-319	254	9	in	in	ADP
eurjchem-319	254	10	vitro	vitro	X
eurjchem-319	254	11	on	on	ADP
eurjchem-319	254	12	human	human	ADJ
eurjchem-319	254	13	colon	colon	NOUN
eurjchem-319	254	14	tumor	tumor	NOUN
eurjchem-319	254	15	cell	cell	NOUN
eurjchem-319	254	16	line	line	NOUN
eurjchem-319	254	17	(	(	PUNCT
eurjchem-319	254	18	hct116	hct116	PROPN
eurjchem-319	254	19	)	)	PUNCT
eurjchem-319	254	20	.	.	PUNCT
eurjchem-319	255	1	most	most	ADJ
eurjchem-319	255	2	of	of	ADP
eurjchem-319	255	3	the	the	DET
eurjchem-319	255	4	tested	test	VERB
eurjchem-319	255	5	compounds	compound	NOUN
eurjchem-319	255	6	exhibited	exhibit	VERB
eurjchem-319	255	7	good	good	ADJ
eurjchem-319	255	8	antitumor	antitumor	PROPN
eurjchem-319	255	9	activity	activity	NOUN
eurjchem-319	255	10	,	,	PUNCT
eurjchem-319	255	11	especially	especially	ADV
eurjchem-319	255	12	compound	compound	NOUN
eurjchem-319	255	13	14a	14a	NOUN
eurjchem-319	255	14	which	which	PRON
eurjchem-319	255	15	displayed	display	VERB
eurjchem-319	255	16	the	the	DET
eurjchem-319	255	17	highest	high	ADJ
eurjchem-319	255	18	activity	activity	NOUN
eurjchem-319	255	19	among	among	ADP
eurjchem-319	255	20	the	the	DET
eurjchem-319	255	21	tested	test	VERB
eurjchem-319	255	22	compounds	compound	NOUN
eurjchem-319	255	23	with	with	ADP
eurjchem-319	255	24	ic50	ic50	PROPN
eurjchem-319	255	25	that	that	PRON
eurjchem-319	255	26	equals	equal	VERB
eurjchem-319	255	27	to	to	ADP
eurjchem-319	255	28	0.0020	0.0020	NUM
eurjchem-319	255	29	μm	μm	NOUN
eurjchem-319	255	30	.	.	PUNCT
eurjchem-319	256	1	acknowledgements	acknowledgement	NOUN
eurjchem-319	256	2	we	we	PRON
eurjchem-319	256	3	are	be	AUX
eurjchem-319	256	4	grateful	grateful	ADJ
eurjchem-319	256	5	to	to	PART
eurjchem-319	256	6	prof	prof	VERB
eurjchem-319	256	7	.	.	PUNCT
eurjchem-319	257	1	dr	dr	PROPN
eurjchem-319	257	2	.	.	PROPN
eurjchem-319	257	3	samia	samia	PROPN
eurjchem-319	257	4	shouman	shouman	PROPN
eurjchem-319	257	5	,	,	PUNCT
eurjchem-319	257	6	professor	professor	NOUN
eurjchem-319	257	7	of	of	ADP
eurjchem-319	257	8	pharmacology	pharmacology	NOUN
eurjchem-319	257	9	,	,	PUNCT
eurjchem-319	257	10	and	and	CCONJ
eurjchem-319	257	11	all	all	DET
eurjchem-319	257	12	members	member	NOUN
eurjchem-319	257	13	of	of	ADP
eurjchem-319	257	14	the	the	DET
eurjchem-319	257	15	department	department	PROPN
eurjchem-319	257	16	of	of	ADP
eurjchem-319	257	17	cancer	cancer	NOUN
eurjchem-319	257	18	biology	biology	NOUN
eurjchem-319	257	19	,	,	PUNCT
eurjchem-319	257	20	national	national	PROPN
eurjchem-319	257	21	cancer	cancer	PROPN
eurjchem-319	257	22	institute	institute	PROPN
eurjchem-319	257	23	,	,	PUNCT
eurjchem-319	257	24	cairo	cairo	PROPN
eurjchem-319	257	25	,	,	PUNCT
eurjchem-319	257	26	egypt	egypt	PROPN
eurjchem-319	257	27	,	,	PUNCT
eurjchem-319	257	28	for	for	ADP
eurjchem-319	257	29	carrying	carry	VERB
eurjchem-319	257	30	out	out	ADP
eurjchem-319	257	31	the	the	DET
eurjchem-319	257	32	cytotoxicity	cytotoxicity	NOUN
eurjchem-319	257	33	testing	testing	NOUN
eurjchem-319	257	34	.	.	PUNCT
eurjchem-319	258	1	references	reference	NOUN
eurjchem-319	258	2	[	[	X
eurjchem-319	258	3	1	1	NUM
eurjchem-319	258	4	]	]	PUNCT
eurjchem-319	258	5	.	.	PUNCT
eurjchem-319	259	1	waller	waller	PROPN
eurjchem-319	259	2	,	,	PUNCT
eurjchem-319	259	3	d.	d.	PROPN
eurjchem-319	259	4	g.	g.	PROPN
eurjchem-319	259	5	;	;	PUNCT
eurjchem-319	259	6	renwick	renwick	PROPN
eurjchem-319	259	7	,	,	PUNCT
eurjchem-319	259	8	a.	a.	NOUN
eurjchem-319	259	9	g.	g.	PROPN
eurjchem-319	259	10	;	;	PUNCT
eurjchem-319	259	11	hillier	hillier	ADV
eurjchem-319	259	12	,	,	PUNCT
eurjchem-319	259	13	k.	k.	PROPN
eurjchem-319	259	14	;	;	PUNCT
eurjchem-319	259	15	medical	medical	ADJ
eurjchem-319	259	16	pharmacology	pharmacology	NOUN
eurjchem-319	259	17	and	and	CCONJ
eurjchem-319	259	18	therapeutics	therapeutic	NOUN
eurjchem-319	259	19	,	,	PUNCT
eurjchem-319	259	20	2nd	2nd	ADJ
eurjchem-319	259	21	edn	edn	PROPN
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eurjchem-319	259	23	,	,	PUNCT
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eurjchem-319	259	25	,	,	PUNCT
eurjchem-319	259	26	pp	pp	ADJ
eurjchem-319	259	27	.	.	PUNCT
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eurjchem-319	259	29	.	.	PUNCT
eurjchem-319	260	1	[	[	X
eurjchem-319	260	2	2	2	NUM
eurjchem-319	260	3	]	]	PUNCT
eurjchem-319	260	4	.	.	PUNCT
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eurjchem-319	261	2	,	,	PUNCT
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eurjchem-319	261	4	e.	e.	PROPN
eurjchem-319	261	5	;	;	PUNCT
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eurjchem-319	261	7	,	,	PUNCT
eurjchem-319	261	8	r.	r.	PROPN
eurjchem-319	261	9	s.	s.	PROPN
eurjchem-319	261	10	;	;	PUNCT
eurjchem-319	261	11	hoffman	hoffman	PROPN
eurjchem-319	261	12	,	,	PUNCT
eurjchem-319	261	13	w.	w.	PROPN
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eurjchem-319	261	17	,	,	PUNCT
eurjchem-319	261	18	s.	s.	PROPN
eurjchem-319	261	19	r.	r.	PROPN
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eurjchem-319	261	21	.	.	PUNCT
eurjchem-319	262	1	med	med	PROPN
eurjchem-319	262	2	.	.	PROPN
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eurjchem-319	263	1	lett	lett	PROPN
eurjchem-319	263	2	.	.	PUNCT
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eurjchem-319	264	2	,	,	PUNCT
eurjchem-319	264	3	12	12	NUM
eurjchem-319	264	4	,	,	PUNCT
eurjchem-319	264	5	3537‐3541	3537‐3541	NUM
eurjchem-319	264	6	.	.	PUNCT
eurjchem-319	265	1	[	[	X
eurjchem-319	265	2	3	3	NUM
eurjchem-319	265	3	]	]	PUNCT
eurjchem-319	265	4	.	.	PUNCT
eurjchem-319	266	1	williamson	williamson	PROPN
eurjchem-319	266	2	,	,	PUNCT
eurjchem-319	266	3	d.	d.	PROPN
eurjchem-319	266	4	s.	s.	PROPN
eurjchem-319	266	5	;	;	PUNCT
eurjchem-319	266	6	parratt	parratt	ADJ
eurjchem-319	266	7	,	,	PUNCT
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eurjchem-319	266	13	j.	j.	PROPN
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eurjchem-319	266	18	j.	j.	PROPN
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eurjchem-319	266	20	;	;	PUNCT
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eurjchem-319	266	25	;	;	PUNCT
eurjchem-319	266	26	dokurno	dokurno	ADJ
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eurjchem-319	266	29	;	;	PUNCT
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eurjchem-319	266	51	p.	p.	PROPN
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eurjchem-319	266	78	,	,	PUNCT
eurjchem-319	266	79	a.	a.	PROPN
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eurjchem-319	266	84	c.	c.	PROPN
eurjchem-319	266	85	j.	j.	PROPN
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eurjchem-319	267	1	med	med	PROPN
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eurjchem-319	268	2	.	.	PUNCT
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eurjchem-319	269	2	,	,	PUNCT
eurjchem-319	269	3	15	15	NUM
eurjchem-319	269	4	,	,	PUNCT
eurjchem-319	269	5	863‐867	863‐867	NUM
eurjchem-319	269	6	.	.	PUNCT
eurjchem-319	270	1	[	[	X
eurjchem-319	270	2	4	4	NUM
eurjchem-319	270	3	]	]	PUNCT
eurjchem-319	270	4	.	.	PUNCT
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eurjchem-319	279	3	]	]	PUNCT
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eurjchem-319	280	2	,	,	PUNCT
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eurjchem-319	281	4	(	(	PUNCT
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eurjchem-319	281	6	.	.	PUNCT
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eurjchem-319	282	2	;	;	PUNCT
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eurjchem-319	282	4	)	)	PUNCT
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eurjchem-319	284	6	;	;	PUNCT
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eurjchem-319	284	9	.	.	PUNCT
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eurjchem-319	286	2	.	.	PUNCT
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eurjchem-319	287	2	,	,	PUNCT
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eurjchem-319	287	4	,	,	PUNCT
eurjchem-319	287	5	254145y	254145y	NUM
eurjchem-319	287	6	.	.	PUNCT
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eurjchem-319	288	3	]	]	PUNCT
eurjchem-319	288	4	.	.	PUNCT
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eurjchem-319	289	2	,	,	PUNCT
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eurjchem-319	289	4	;	;	PUNCT
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eurjchem-319	289	6	,	,	PUNCT
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eurjchem-319	289	8	p.	p.	PROPN
eurjchem-319	289	9	;	;	PUNCT
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eurjchem-319	289	13	;	;	PUNCT
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eurjchem-319	289	17	;	;	PUNCT
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eurjchem-319	289	21	;	;	PUNCT
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eurjchem-319	289	30	;	;	PUNCT
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eurjchem-319	289	34	;	;	PUNCT
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eurjchem-319	301	1	powell	powell	PROPN
eurjchem-319	301	2	,	,	PUNCT
eurjchem-319	301	3	d.	d.	PROPN
eurjchem-319	301	4	;	;	PUNCT
eurjchem-319	301	5	gopalsamy	gopalsamy	PROPN
eurjchem-319	301	6	,	,	PUNCT
eurjchem-319	301	7	a.	a.	NOUN
eurjchem-319	301	8	;	;	PUNCT
eurjchem-319	301	9	wang	wang	PROPN
eurjchem-319	301	10	,	,	PUNCT
eurjchem-319	301	11	y.	y.	PROPN
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eurjchem-319	301	14	zhang	zhang	PROPN
eurjchem-319	301	15	,	,	PUNCT
eurjchem-319	301	16	n.	n.	PROPN
eurjchem-319	301	17	;	;	PUNCT
eurjchem-319	301	18	miranda	miranda	PROPN
eurjchem-319	301	19	,	,	PUNCT
eurjchem-319	301	20	m.	m.	NOUN
eurjchem-319	301	21	;	;	PUNCT
eurjchem-319	301	22	mcginnis	mcginnis	PROPN
eurjchem-319	301	23	,	,	PUNCT
eurjchem-319	301	24	j.	j.	PROPN
eurjchem-319	301	25	p.	p.	PROPN
eurjchem-319	301	26	;	;	PUNCT
eurjchem-319	301	27	rabindran	rabindran	NOUN
eurjchem-319	301	28	,	,	PUNCT
eurjchem-319	301	29	s.	s.	PROPN
eurjchem-319	301	30	k.	k.	PROPN
eurjchem-319	301	31	bioorg	bioorg	PROPN
eurjchem-319	301	32	.	.	PUNCT
eurjchem-319	302	1	med	med	PROPN
eurjchem-319	302	2	.	.	PROPN
eurjchem-319	302	3	chem	chem	PROPN
eurjchem-319	302	4	.	.	PUNCT
eurjchem-319	303	1	lett	lett	PROPN
eurjchem-319	303	2	.	.	PUNCT
eurjchem-319	304	1	2007	2007	NUM
eurjchem-319	304	2	,	,	PUNCT
eurjchem-319	304	3	17	17	NUM
eurjchem-319	304	4	,	,	PUNCT
eurjchem-319	304	5	1641‐1645	1641‐1645	NUM
eurjchem-319	304	6	.	.	PUNCT
eurjchem-319	305	1	[	[	X
eurjchem-319	305	2	10	10	NUM
eurjchem-319	305	3	]	]	PUNCT
eurjchem-319	305	4	.	.	PUNCT
eurjchem-319	306	1	wang	wang	PROPN
eurjchem-319	306	2	,	,	PUNCT
eurjchem-319	306	3	y.	y.	PROPN
eurjchem-319	306	4	d.	d.	PROPN
eurjchem-319	306	5	;	;	PUNCT
eurjchem-319	306	6	honores	honore	NOUN
eurjchem-319	306	7	,	,	PUNCT
eurjchem-319	306	8	e.	e.	PROPN
eurjchem-319	306	9	;	;	PUNCT
eurjchem-319	306	10	wu	wu	PROPN
eurjchem-319	306	11	,	,	PUNCT
eurjchem-319	306	12	b.	b.	PROPN
eurjchem-319	306	13	;	;	PUNCT
eurjchem-319	306	14	johnson	johnson	PROPN
eurjchem-319	306	15	,	,	PUNCT
eurjchem-319	306	16	s.	s.	PROPN
eurjchem-319	306	17	;	;	PUNCT
eurjchem-319	306	18	powell	powell	PROPN
eurjchem-319	306	19	,	,	PUNCT
eurjchem-319	306	20	d.	d.	PROPN
eurjchem-319	306	21	;	;	PUNCT
eurjchem-319	306	22	miranda	miranda	PROPN
eurjchem-319	306	23	,	,	PUNCT
eurjchem-319	306	24	m.	m.	NOUN
eurjchem-319	306	25	;	;	PUNCT
eurjchem-319	306	26	mcginnis	mcginnis	PROPN
eurjchem-319	306	27	,	,	PUNCT
eurjchem-319	306	28	j.	j.	PROPN
eurjchem-319	306	29	p.	p.	PROPN
eurjchem-319	306	30	;	;	PUNCT
eurjchem-319	306	31	discafani	discafani	PROPN
eurjchem-319	306	32	,	,	PUNCT
eurjchem-319	306	33	c.	c.	PROPN
eurjchem-319	306	34	;	;	PUNCT
eurjchem-319	306	35	rabindran	rabindran	NOUN
eurjchem-319	306	36	,	,	PUNCT
eurjchem-319	306	37	k.	k.	PROPN
eurjchem-319	306	38	;	;	PUNCT
eurjchem-319	307	1	cheng	cheng	PROPN
eurjchem-319	307	2	,	,	PUNCT
eurjchem-319	307	3	w.	w.	PROPN
eurjchem-319	307	4	;	;	PUNCT
eurjchem-319	307	5	krishnamurthy	krishnamurthy	PROPN
eurjchem-319	307	6	,	,	PUNCT
eurjchem-319	307	7	g.	g.	PROPN
eurjchem-319	307	8	bioorg	bioorg	PROPN
eurjchem-319	307	9	.	.	PUNCT
eurjchem-319	308	1	med	med	PROPN
eurjchem-319	308	2	.	.	PUNCT
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eurjchem-319	308	4	.	.	PUNCT
eurjchem-319	309	1	2009	2009	NUM
eurjchem-319	309	2	,	,	PUNCT
eurjchem-319	309	3	17	17	NUM
eurjchem-319	309	4	,	,	PUNCT
eurjchem-319	309	5	2091‐2100	2091‐2100	NUM
eurjchem-319	309	6	.	.	PUNCT
eurjchem-319	310	1	[	[	X
eurjchem-319	310	2	11	11	NUM
eurjchem-319	310	3	]	]	PUNCT
eurjchem-319	310	4	.	.	PUNCT
eurjchem-319	311	1	gompper	gompper	PROPN
eurjchem-319	311	2	,	,	PUNCT
eurjchem-319	311	3	r.	r.	PROPN
eurjchem-319	311	4	;	;	PUNCT
eurjchem-319	311	5	toepfl	toepfl	PROPN
eurjchem-319	311	6	,	,	PUNCT
eurjchem-319	311	7	w.	w.	PROPN
eurjchem-319	311	8	chem	chem	PROPN
eurjchem-319	311	9	.	.	PUNCT
eurjchem-319	312	1	ber	ber	PROPN
eurjchem-319	312	2	.	.	PUNCT
eurjchem-319	313	1	1962	1962	NUM
eurjchem-319	313	2	,	,	PUNCT
eurjchem-319	313	3	95	95	NUM
eurjchem-319	313	4	,	,	PUNCT
eurjchem-319	313	5	2881‐2884	2881‐2884	NUM
eurjchem-319	313	6	.	.	PUNCT
eurjchem-319	314	1	[	[	X
eurjchem-319	314	2	12	12	NUM
eurjchem-319	314	3	]	]	PUNCT
eurjchem-319	314	4	.	.	PUNCT
eurjchem-319	315	1	corson	corson	PROPN
eurjchem-319	315	2	,	,	PUNCT
eurjchem-319	315	3	b.	b.	PROPN
eurjchem-319	315	4	b.	b.	PROPN
eurjchem-319	315	5	;	;	PUNCT
eurjchem-319	315	6	stoughton	stoughton	PROPN
eurjchem-319	315	7	,	,	PUNCT
eurjchem-319	315	8	r.	r.	PROPN
eurjchem-319	315	9	w.	w.	PROPN
eurjchem-319	315	10	j.	j.	PROPN
eurjchem-319	315	11	am	am	PROPN
eurjchem-319	315	12	.	.	PUNCT
eurjchem-319	316	1	chem	chem	PROPN
eurjchem-319	316	2	.	.	PUNCT
eurjchem-319	317	1	soc	soc	PROPN
eurjchem-319	317	2	.	.	PUNCT
eurjchem-319	318	1	1928	1928	NUM
eurjchem-319	318	2	,	,	PUNCT
eurjchem-319	318	3	50	50	NUM
eurjchem-319	318	4	,	,	PUNCT
eurjchem-319	318	5	2825‐2831	2825‐2831	NUM
eurjchem-319	318	6	.	.	PUNCT
eurjchem-319	319	1	[	[	X
eurjchem-319	319	2	13	13	NUM
eurjchem-319	319	3	]	]	PUNCT
eurjchem-319	319	4	.	.	PUNCT
eurjchem-319	320	1	baker	baker	PROPN
eurjchem-319	320	2	,	,	PUNCT
eurjchem-319	320	3	w.	w.	PROPN
eurjchem-319	320	4	;	;	PUNCT
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eurjchem-319	320	6	,	,	PUNCT
eurjchem-319	320	7	c.	c.	PROPN
eurjchem-319	320	8	s.	s.	PROPN
eurjchem-319	320	9	j.	j.	PROPN
eurjchem-319	320	10	chem	chem	PROPN
eurjchem-319	320	11	.	.	PUNCT
eurjchem-319	321	1	soc	soc	PROPN
eurjchem-319	321	2	.	.	PUNCT
eurjchem-319	322	1	1953	1953	NUM
eurjchem-319	322	2	,	,	PUNCT
eurjchem-319	322	3	119‐124	119‐124	NUM
eurjchem-319	322	4	.	.	PUNCT
eurjchem-319	323	1	[	[	X
eurjchem-319	323	2	14	14	NUM
eurjchem-319	323	3	]	]	PUNCT
eurjchem-319	323	4	.	.	PUNCT
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eurjchem-319	323	6	,	,	PUNCT
eurjchem-319	323	7	s.	s.	PROPN
eurjchem-319	323	8	;	;	PUNCT
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eurjchem-319	323	10	,	,	PUNCT
eurjchem-319	323	11	y.	y.	PROPN
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eurjchem-319	323	14	.	.	PUNCT
eurjchem-319	324	1	soc	soc	PROPN
eurjchem-319	324	2	.	.	PUNCT
eurjchem-319	325	1	1960	1960	NUM
eurjchem-319	325	2	,	,	PUNCT
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eurjchem-319	325	4	.	.	PUNCT
eurjchem-319	326	1	[	[	X
eurjchem-319	326	2	15	15	NUM
eurjchem-319	326	3	]	]	PUNCT
eurjchem-319	326	4	.	.	PUNCT
eurjchem-319	327	1	zabicky	zabicky	PROPN
eurjchem-319	327	2	,	,	PUNCT
eurjchem-319	327	3	j.	j.	PROPN
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eurjchem-319	327	5	.	.	PUNCT
eurjchem-319	328	1	soc	soc	PROPN
eurjchem-319	328	2	.	.	PUNCT
eurjchem-319	329	1	1961	1961	NUM
eurjchem-319	329	2	,	,	PUNCT
eurjchem-319	329	3	683‐686	683‐686	NUM
eurjchem-319	329	4	.	.	PUNCT
eurjchem-319	330	1	[	[	X
eurjchem-319	330	2	16	16	NUM
eurjchem-319	330	3	]	]	PUNCT
eurjchem-319	330	4	.	.	PUNCT
eurjchem-319	331	1	sadek	sadek	PROPN
eurjchem-319	331	2	,	,	PUNCT
eurjchem-319	331	3	k.	k.	PROPN
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eurjchem-319	331	5	;	;	PUNCT
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eurjchem-319	331	7	,	,	PUNCT
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eurjchem-319	331	10	;	;	PUNCT
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eurjchem-319	331	15	;	;	PUNCT
eurjchem-319	331	16	otto	otto	PROPN
eurjchem-319	331	17	,	,	PUNCT
eurjchem-319	331	18	h.	h.	PROPN
eurjchem-319	331	19	h.	h.	PROPN
eurjchem-319	331	20	bull	bull	PROPN
eurjchem-319	331	21	.	.	PUNCT
eurjchem-319	332	1	chem	chem	PROPN
eurjchem-319	332	2	.	.	PUNCT
eurjchem-319	333	1	soc	soc	PROPN
eurjchem-319	333	2	.	.	PUNCT
eurjchem-319	334	1	jpn	jpn	PROPN
eurjchem-319	334	2	.	.	PROPN
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eurjchem-319	334	4	,	,	PUNCT
eurjchem-319	334	5	66	66	NUM
eurjchem-319	334	6	,	,	PUNCT
eurjchem-319	334	7	2927‐2930	2927‐2930	NUM
eurjchem-319	334	8	.	.	PUNCT
eurjchem-319	335	1	[	[	X
eurjchem-319	335	2	17	17	NUM
eurjchem-319	335	3	]	]	PUNCT
eurjchem-319	335	4	.	.	PUNCT
eurjchem-319	336	1	skehan	skehan	PROPN
eurjchem-319	336	2	,	,	PUNCT
eurjchem-319	336	3	p.	p.	NOUN
eurjchem-319	336	4	;	;	PUNCT
eurjchem-319	336	5	storeng	storeng	PROPN
eurjchem-319	336	6	,	,	PUNCT
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eurjchem-319	336	8	;	;	PUNCT
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eurjchem-319	336	10	,	,	PUNCT
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eurjchem-319	336	12	;	;	PUNCT
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eurjchem-319	336	20	;	;	PUNCT
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eurjchem-319	336	29	;	;	PUNCT
eurjchem-319	336	30	bokesch	bokesch	PROPN
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eurjchem-319	336	35	,	,	PUNCT
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eurjchem-319	336	37	;	;	PUNCT
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eurjchem-319	336	44	.	.	PUNCT
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eurjchem-319	337	3	.	.	PUNCT
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eurjchem-319	338	2	,	,	PUNCT
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eurjchem-319	338	4	,	,	PUNCT
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