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US3691177A Expired / Lapsed US ⏱️ 0.0 years remaining

Cyanophenyl-1,4-dihydropyridine derivatives

Assignee: Bayer AG
•
Filing: 1970-12-11
•
Granted: 1972-09-12
•
Expires: 1990-12-11
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Abstract

Abstract Cyanophenyl-1,4-dihydropyridine derivatives of the formula: WHEREIN R is hydrogen, saturated or unsaturated, straight, branched or cyclic alkyl of one to six carbon atoms, unsubstituted or substituted by hydroxyl or alkoxy of one to three carbon atoms, or benzyl or phenethyl unsubstituted or substituted in the aryl moiety by 1, 2 or 3 members selected from the group consisting of 1 to 3 alkoxy moieties of one to three carbon atoms, 1 or 2 alkyl moieties of one to three carbon atoms and 1 or 2 halogen atoms, R'' is straight or branched chain alkyl of one to four carbon atoms, R'''' is straight, branched, cyclic, saturated or unsaturated alkyl of one to six carbon atoms, said alkyl interrupted by 1 or 2 oxygen atoms or said alkyl substituted by hydroxyl, and R'''''' is aryl substituted by cyano or by cyano and 1 to 9 members selected from the group consisting of cyano, nitro, amino, acylamino of one to two carbon atoms, hydroxyl, acyloxy of one to two carbon atoms, 1 or 2 alkyl moieties of one to four carbon atoms, 1 or 2 alkoxy moieties of one to four carbon atoms, and 1 or 2 halogen atoms, ARE USEFUL FOR THEIR CORONARY DILATING EFFECT AND ANTIHYPERTENSIVE EFFECTS. Processes for the production of these compounds are set forth below.

Inventors

  • 👤 Friedrich Bossert
  • 👤 Wulf Vater

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 08:15
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 69 words
A compound according to claim 1, wherein R is hydrogen, alkyl of one to six carbon atoms, R'''' is straight or branched chain alkyl of one to six carbon atoms, said alkyl interrupted by 1 oxygen atom, furfuryl, alkenyl of two to six carbon atoms or alkynyl of two to six carbon atoms, and R'''''' is and replaced by the terminology cyanophenyl or cyanophenyl substituted by nitro or halogen.
Claim 2
Dependent Claim 37 words
A compound according to claim 1 wherein R is hydrogen, methyl or benzyl, R'' is methyl or ethyl, R'''' is methyl, ethyl, isopropyl, butyl, Beta -propoxyethyl, furfuryl, allyl or propargyl, and R'''''' is cyanophenyl, cyano-chlorophenyl or nitrocyanophenyl.
Claim 3
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl -4-(4''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid methyl ester.
Claim 4
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 5
Dependent Claim 13 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3''-cyano-4''-chlorophenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dimethyl ester.
Claim 6
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diisopropyl ester.
Claim 7
Dependent Claim 12 words
The compound according to claim 1 which is 2,6-dimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diallyl ester.
Claim 8
Dependent Claim 12 words
The compound according to claim 1 which is 4-(2''-cyanophenyl)-2,6-dimethyl-1,4-dihydropyridine-dicarboxylic acid dimethyl ester.
Claim 9
Dependent Claim 13 words
The compound according to claim 1 which is 4-(2''- -cyanophenyl)-2,6-dimethyl-1,4-dihydropyridine-dicarboxylic acid diethyl ester.
Claim 10
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester.
Claim 11
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(2''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester.
Claim 12
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid di-( Beta -propoxyethylester).
Claim 13
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-cyano-4''-chlorophenyl)-1,4, dihydropyridine-3,5-dicarboxylic acid diallyl ester.
Claim 14
Dependent Claim 13 words
The compound according to claim 1 which is 1-methyl-2,6-diethyl-4-(3''-cyano-4''-chlorophenyl)-1,4-dihydro-pyridine-3,5 -dicarboxylic acid diethyl ester.
Claim 15
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(2''-cyanophenyl)-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-(2''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diisopropyl ester.
Claim 17
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(2''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diallyl ester.
Claim 18
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-nitro-4''-cyanohpenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dimethyl ester.
Claim 19
Dependent Claim 12 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-cyanophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid difurfuryl ester.
Claim 20
Dependent Claim 13 words
The compound according to claim 1 which is 1,2,6-trimethyl-4-(3''-cyano-4''-chlorophenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid dipropargyl ester.
Claim 21
Dependent Claim 13 words
The compound according to claim 1 which is N-benzyl-2,6-dimethyl-4-(4''-cyanophenyl)-1,4-dihydropyridine-3,5 -dicarboxylic acid di-n-butyl 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) 1975-09-12 1976-03-13 1976-09-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-09-12 1980-03-13 1980-09-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-09-12 1984-03-13 1984-09-12 $7700.00 Window Closed / Lapsed

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