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US3923818A Expired / Lapsed US ⏱️ 0.0 years remaining

1,4-Dihydropyridines

Assignee: Bayer AG
•
Filing: 1973-06-04
•
Granted: 1975-12-02
•
Expires: 1993-06-04
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Abstract

Abstract Derivatives of 4-substituted phenyl 1,4-dihydropyridine 3,5dicarboxylic acids substituted by lower alkyl groups in the 2and 6-positions, are cardiovascular agents. The compounds, of which 2,6-dimethyl-4-(2-(diethylaminoethoxy)phenyl)-1,4dihydropyridine-3,5 -dicarboxylic acid 3,5-diethyl ester is a typical example, can be prepared through condensation of a Beta -dicarbonyl compound with an amine and an aldehyde, of an ylidene- Beta -ketocarboxylic acid ester, with a Beta ketocarbonyl compound and an amine, of an aldehyde, an enamine and a Beta -ketocarbonyl compound, or through elaboration of the substituent on the phenyl group.

Inventors

  • 👤 Friedrich Bossert
  • 👤 Horst Meyer
  • 👤 Wulf Vater

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 07:28
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90

Claims Analysis

Total Claims: 26
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
The compound according to claim 1 which is 1-n-butyl-2,6-dimethyl-4-(2-ethoxycarbonylmethoxy-5-nitrophenyl)-1,4 -dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 4
Dependent Claim 10 words
A compound according to claim 1 wherein A is oxygen.
Claim 5
Dependent Claim 10 words
A compound according to claim 1 wherein A is sulphur.
Claim 6
Dependent Claim 30 words
A compound according to claim 1 wherein R is hydrogen or lower alkyl; each of R1 and R4 is lower alkyl, and each of R2 and R3 is lower alkoxy.
Claim 7
Dependent Claim 21 words
A compound according to claim 1 wherein each of R5 and R6 is hydrogen, lower alkoxy, nitro, halogeno, cyano or amino.
Claim 8
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-methoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dimethyl ester.
Claim 9
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-isopropoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid diethyl ester.
Claim 10
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-propoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dipropyl ester.
Claim 11
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dimethyl ester.
Claim 12
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid diisopropyl ester.
Claim 13
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3-ethoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid diethyl ester.
Claim 14
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(4-(2-ethoxycarbonylprop-2-oxy)phenyl)-1,4-dihydropyridine -3,5-dicarboxylic acid diethyl ester.
Claim 15
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3-methoxy-4-ethoxycarbonylmethoxyphenyl)-1,4 -dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 16
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(4-(2-ethoxycarbonylprop-2-oxy)phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester.
Claim 17
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(4-(2-ethoxycarbonylprop-2-oxy)phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 18
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-1,4-dihydropyridine-3, 5-dicarboxylic acid dimethyl ester.
Claim 19
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-1,4-dihydropyridine-3, 5-dicarboxylic acid diethyl ester.
Claim 20
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3-methoxy-4-ethoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3, 5-dicarboxylic acid dimethyl ester.
Claim 21
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3-methoxy-4-ethoxycarbonylmethoxyphenyl)-1,4-dihydropyridine-3, 5-dicarboxylic acid diethyl ester.
Claim 22
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylmethoxy-5-nitrophenyl)-1,4-dihydropyridine -3,5-dicarboxylic acid diethyl ester.
Claim 23
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylmethoxy-5-nitrophenyl)-1,4-dihydropyridine -3,5-dicarboxylic acid dimethyl ester.
Claim 24
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylemthoxy-5-nitrophenyl)-1,4-dihydropyridine -3,5-dicarboxylic acid diisopropyl ester.
Claim 25
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(2-ethoxycarbonylmethoxy-5-bromophenyl)-1,4-dihydropyridine -3,5-dicarboxylic acid diethyl ester.
Claim 26
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(2-ethoxycarbonylmethylmercapto-5-nitrophenyl)-1,4 -dihydropyridine-3,5-dicarboxylic acid dimethyl ester.

References Cited (Backward Citations)

US3773773A Cited
US3775422A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-12-01 1979-06-02 1979-12-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-12-01 1983-06-02 1983-12-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-12-01 1987-06-02 1987-12-02 $7700.00 Window Closed / Lapsed

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