US4725600A
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US
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Pyrimidine compounds having activity as a cardiotonic anti-hypertensive cerebrovascular vasodilator and anti-platelet aggregation agent
Assignee: Astellas Pharma Inc
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Filing: 1985-07-05
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Granted: 1988-02-16
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Expires: 2005-07-05
Abstract
Abstract The invention relates to pyrimidine compounds of the formula: ##STR1## wherein the substituents R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as herein defined, having activity as a cardiotonic, anti-hypertensive, cerebrovascular vasodilator and anti-platelet aggregation agent.
Inventors
- 👤 Takao Takaya
- 👤 Masayoshi Murata
- 👤 Kiyotaka Ito
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 13:47
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/20; C07D239/22; C07D239/24; C07D239/28; C07D239/32; C07D239/34; C07D239/42; C07D239/46; C07D239/47; C07D239/48; C07D401/00; C07D401/02; C07D401/04; C07D403/00; C07D403/02; C07D403/04; C07D471/00; C07D471/02; C07D471/04; C07D487/00; C07D487/02; C07D487/04
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
183 words
A pyrimidine compound of the formula: ##STR32## wherein R 1 is hydrogen, di(lower)alkoxyphenyl or pyridyl; R 2 is (a) ═N--R a 2 or (b) ##STR33## or --O--R a 2 in which R a 2 is 2,4,6-tri(lower)alkylphenyl, aminophenyl or acylaminophenyl and R b 2 is lower alkyl, R 3 is hydrogen, lower alkyl or no significance; R 4 is (a) imino optionally substituted with lower alkyl, phenyl or benzyl or (b) lower alkyl, hydrogen, halogen, lower alkylthio, amino optionally substituted with one or two substitutent(s) selected from lower alkyl, phenyl, benzyl and acyl, --NC or hydrazino optionally substituted with one acyl, in which --NC is teteahydropyridin-1-yl or 1-piperazinyl optionally substituted with one acyl, R 5 is hydrogen, lower alkyl, lower alkanoyl optionally substituted with one lower alkylamino or no significance; R 6 is hydrogen, lower alkyl, or di(lower)alkoxyphenyl; the --bond represents single bond or double bond; and the dotted line in the ring A represents one, two or three additional C--C and/or C--N bond(s) in the ring system, provided that R 1 and R 6 are not both hydrogen; and pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
183 words
A pyrimidine compound of the formula: ##STR32## wherein R 1 is hydrogen, di(lower)alkoxyphenyl or pyridyl; R 2 is (a) ═N--R a 2 or (b) ##STR33## or --O--R a 2 in which R a 2 is 2,4,6-tri(lower)alkylphenyl, aminophenyl or acylaminophenyl and R b 2 is lower alkyl, R 3 is hydrogen, lower alkyl or no significance; R 4 is (a) imino optionally substituted with lower alkyl, phenyl or benzyl or (b) lower alkyl, hydrogen, halogen, lower alkylthio, amino optionally substituted with one or two substitutent(s) selected from lower alkyl, phenyl, benzyl and acyl, --NC or hydrazino optionally substituted with one acyl, in which --NC is teteahydropyridin-1-yl or 1-piperazinyl optionally substituted with one acyl, R 5 is hydrogen, lower alkyl, lower alkanoyl optionally substituted with one lower alkylamino or no significance; R 6 is hydrogen, lower alkyl, or di(lower)alkoxyphenyl; the --bond represents single bond or double bond; and the dotted line in the ring A represents one, two or three additional C--C and/or C--N bond(s) in the ring system, provided that R 1 and R 6 are not both hydrogen; and pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
137 words
A compound as claimed in claim 1, which is a compound of the formula: ##STR34## wherein R 1 , R a 2 , R b 2 , R 4 and R 6 are each as defined in claim 1, ##STR35## wherein R 1 , R a 2 , R 4 and R 6 are each as defined in claim 1, ##STR36## wherein R 1 , R a 2 , R 4 and R 6 are each defined in claim 1, ##STR37## wherein R 1 , R a 2 , R 3 , R 4 , R 5 , R 6 and--are each as defined in claim 1, or ##STR38## wherein R 1 , R a 2 , R 3 , R 5 and R 6 are each as defined in claim 1 and pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
12 words
A compound as claimed in claim 1, wherein R 1 is di(lower)alkoxyphenyl.
Claim 5
Dependent Claim
12 words
A compound as claimed in claim 3, wherein R 6 is hydrogen.
Claim 6
Dependent Claim
25 words
A compound as claimed in claim 4, wherein R 2 is ═N--R a 2 in which R a 2 is the same as claim 1.
Claim 7
Dependent Claim
13 words
A compound as claimed in claim 5, wherein R a 2 is 2,4,6-tri(lower)alkylphenyl.
Claim 8
Dependent Claim
13 words
A compound as claimed in claim 6, wherein R 3 is lower alkyl.
Claim 9
Dependent Claim
12 words
A compound as claimed in claim 7, wherein R 4 is halogen.
Claim 10
Dependent Claim
10 words
A compound as claimed in claim 8, which is 2-chloro-3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine.
Claim 11
Dependent Claim
12 words
A compound as claimed in claim 7, wherein R 4 is hydrogen.
Claim 12
Dependent Claim
10 words
A compound as claimed in claim 10, which is 3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine.
Claim 13
Dependent Claim
13 words
A compound as claimed in claim 7, wherein R 4 is lower alkyl.
Claim 14
Dependent Claim
10 words
A compound as claimed in claim 12, which is 3,4-dihydro-6-(3,4-dimethoxyphenyl)-2,3-dimethyl-4-(2,4,6-trimethylphenylimino)pyrimidine.
Claim 15
Dependent Claim
10 words
A compound as claimed in claim 12, which is 3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-ethyl-2-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine.
Claim 16
Dependent Claim
9 words
A compound as claimed in claim 4, wherein ##STR39##
Claim 17
Dependent Claim
13 words
A compound as claimed in claim 15, wherein R 4 is lower alkyl.
Claim 18
Dependent Claim
38 words
A cardiotonic, antihypertensive, cerebrovascular vasodilative and anti-platelet aggregation pharmaceutical composition comprising an effective "cardiotonic, antihypertensive, cerebrovascular vasodilative or anti-platelet aggregation" amount of a compound of claim 1 in association with a pharmaceutically acceptable, substantially non-toxic carrier or excipient.
Claim 19
Dependent Claim
42 words
A pyrimidine compound of the formula: ##STR40## wherein R 1 is hydrogen, di(lower)alkoxyphenyl or pyridyl; R 6 is hydrogen, lower alkyl or di(lower)alkoxyphenyl; R a 3 is lower alkyl; R e 4 is hydrogen or lower alkyl; and pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
42 words
A pyrimidine compound of the formula: ##STR40## wherein R 1 is hydrogen, di(lower)alkoxyphenyl or pyridyl; R 6 is hydrogen, lower alkyl or di(lower)alkoxyphenyl; R a 3 is lower alkyl; R e 4 is hydrogen or lower alkyl; and pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-02-15 | 1991-08-17 | 1992-02-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-02-15 | 1995-08-17 | 1996-02-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-02-15 | 1999-08-17 | 2000-02-16 | $7700.00 | Window Closed / Lapsed |