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US4725600A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrimidine compounds having activity as a cardiotonic anti-hypertensive cerebrovascular vasodilator and anti-platelet aggregation agent

Assignee: Astellas Pharma Inc
•
Filing: 1985-07-05
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Granted: 1988-02-16
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Expires: 2005-07-05
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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)

US3707560A Cited
US3859288A Cited
US3908012A Cited
US3950525A Cited
US4450162A Cited

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

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