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US3855231A Expired / Lapsed US ⏱️ 0.0 years remaining

2,6-diamino-1,4-dihydropyridine derivatives

Assignee: Bayer AG
•
Filing: 1973-02-28
•
Granted: 1974-12-17
•
Expires: 1993-02-28
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Abstract

Abstract 2,6-Diamino-1,4-dihydropyridines bearing carbonyl functions in the 3- and 5-positions and being substituted in the 4-position by lower alkyl, phenyl, substituted phenyl or a heterocyclic group are antihypertensive agents and coronary vessel dilators. The compounds, of which 2,6-diamino-4-(3-nitrophenyl)-1,4dihydropyridine-3,5-dicarboxylic acid 3,5-diethyl ester is a representative embodiment, are prepared through condensation of an amidine with either an aldehyde or an ylidenecyanoacetoacetic acid ester.

Inventors

  • 👤 H Meyer
  • 👤 K Stoepel
  • 👤 F Bossert
  • 👤 W Vater

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 19:40
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/44; A61K31/455; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90; C07D405/00; C07D405/02; C07D405/04

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim 13 words
A compound according to claim 1 wherein R1 and R2 are lower alkoxy.
Claim 4
Dependent Claim 47 words
a compound according to claim 2 wherein R is lower alkyl, naphthyl, phenyl or phenyl substituted with from one to three substituents selected from the group consisting of lower alkyl, lower alkoxy, halogeno, nitro, cyano, trifluoromethyl, azido, carbo(lower alkoxy), lower alkylsulfonyl, lower alkylsulfinyl, lower alkylthio or phenyl.
Claim 5
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-diamino-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 6
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-diamino-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 7
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-diamino-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 8
Dependent Claim 12 words
The compound accOrding to claim 1 which is 2,6-diamino-4-(3-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 9
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-diamino-4-(2-methylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 10
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-diamino-4-(2-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 11
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(2-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 12
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(2-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 13
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(3-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 14
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 15
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(3-nitro-6-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 16
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(naphth-1-yl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 17
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(4-methylmercaptophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 18
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(biphenyl-2-yl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 19
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dipropargyl ester.
Claim 20
Dependent Claim 14 words
A compound according to claim 1 which is 2,6-diamino-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester 5-isopropyl ester.
Claim 21
Dependent Claim 13 words
A compound according to claim 1 which is 2,6-diamino-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid-3-isopropyl ester 5-ethyl ester.
Claim 22
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(2-azidophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 23
Dependent Claim 12 words
A compound according to claim 1 which is 2,6-diamino-4-(3-carbethoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-16 1978-06-17 1978-12-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-16 1982-06-17 1982-12-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-16 1986-06-17 1986-12-17 $7700.00 Window Closed / Lapsed

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