US3867393A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-Amino-1,4-dihydropyridine derivatives
Assignee: Individual
•
Filing: 1973-02-28
•
Granted: 1975-02-18
•
Expires: 1993-02-28
Abstract
Abstract 2-Amino-1,4-dihydropyridines bearing a carbonyl function in the 5-position and being optionally substituted by lower alkyl or phenyl in the 6-position, and the corresponding 2-amino1,4,5,6,7,8-hexahydro-5-oxoquinolines, which derivatives are further substituted by a carbonyl group in the 3-position and optionally 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 2amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5dicarboxylic acid 3,5-diethyl ester is a representative embodiment, are prepared through condensation of an ylideneacetoacetic acid ester and an amidine.
Inventors
- 👤 Horst Meyer
- 👤 Friedrich Bossert
- 👤 Wulf Vater
- 👤 Kurt Stoepel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 13:28
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/38; A; A61; A61P; A61P1/00; A61P11/00; A61P11/08; A61P13/00; A61P13/02; A61P15/00; A61P3/00; A61P3/06; A61P9/00; A61P9/06; A61P9/08; A61P9/10; A61P9/12; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90; C07D215/48; C07D215/54; C07D401/00; C07D401/02; C07D401/04; C07D405/00; C07D405/02; C07D405/04; C07D409/00; C07D409/02; C07D409/04
Claims Analysis
Total Claims: 36
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 is lower alkyl or phenyl.
Claim 4
Dependent Claim
45 words
A compound according to claim 2 wherein R is 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 3 which is 2-amino-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 6
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 7
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 8
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 9
Dependent Claim
13 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-trifluoromethylphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid diethyl ester.
Claim 10
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 11
Dependent Claim
13 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester-5-methyl ester.
Claim 12
Dependent Claim
15 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester-5-( Beta -methoxyethyl) ester.
Claim 13
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester.
Claim 14
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-methylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 15
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 16
Dependent Claim
13 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(4-methylmercaptophenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid diethyl ester.
Claim 17
Dependent Claim
13 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl 5-isopropyl ester.
Claim 18
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester 5-propargyl ester.
Claim 19
Dependent Claim
15 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitro-6-chlorophenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid 3-ethyl ester 5-methyl ester.
Claim 20
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-4,6-diphenyl-1,4-dihydropyridine-3,5-dicarboxylic acid ethyl ester.
Claim 21
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-ethyl ester.
Claim 22
Dependent Claim
15 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-trifluoromethylphenyl)-1,4-dihydropyridine3,5 -dicarboxylic acid 3-isopropyl ester 5-ethyl ester.
Claim 23
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diisopropyl ester.
Claim 24
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-ethyl ester.
Claim 25
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester.
Claim 26
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-n-propyl ester 5-ethyl ester.
Claim 27
Dependent Claim
16 words
The compound according to claim 3 which is 2-amIno-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-( Beta -methoxyethyl) ester 5-ethyl ester.
Claim 28
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(1-naphthyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 29
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester.
Claim 30
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester.
Claim 31
Dependent Claim
12 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(biphenyl-2-yl)-1,4-dihydropyridine-3,5-dicarboxylic acid ethyl ester.
Claim 32
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-n-propyl ester 5-methyl ester.
Claim 33
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-ethyl ester.
Claim 34
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester.
Claim 35
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(2-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-n-propyl ester 5-ethyl ester.
Claim 36
Dependent Claim
14 words
The compound according to claim 3 which is 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-n-propyl ester 5-isopropyl ester.
References Cited (Backward Citations)
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US3773773A
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US3691177A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-02-17 | 1978-08-19 | 1979-02-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-02-17 | 1982-08-19 | 1983-02-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-02-17 | 1986-08-19 | 1987-02-18 | $7700.00 | Window Closed / Lapsed |