US4031104A
Expired / Lapsed
US
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1,4-Dihydropyridine carboxylic acid esters
Assignee: Bayer AG
•
Filing: 1975-11-12
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Granted: 1977-06-21
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Expires: 1995-11-12
Abstract
Abstract 1,4-Dihydropyridines characterized by alkyl groups in 2- and 6-positions, a pyridyl group in 4-position, a carboxylate in 5-position and an aminoalkyl carboxylate group in 3 position, demonstrate coronary vessel dilation and anti-hypertensive effects.
Inventors
- 👤 Friedrich Bossert
- 👤 Horst Meyer
- 👤 Wulf Vater
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 02:41
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; C07D401/14; C07D405/00; C07D405/14; C07D409/00; C07D409/14
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
184 words
A compound of the formula: ##STR68## or a pharmaceutically acceptable nontoxic salt thereof wherein R is hydrogen, straight- or branched-chain lower alkyl, alkenyl of 2 to 4 carbon atoms or alkynyl of 2 to 4 carbon atoms; R 1 and R 4 are the same or different and are each hydrogen or straight or branched-chain lower alkyl; X is straight- or branched-chain lower alkylene; Y is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or lower alkyl; R 2 is pyridyl unsubstituted or substituted by one or two substituents selected from the group consisting of lower alkyl, lower alkoxy, nitro and halogen; and R 3 is the moiety --OQ wherein Q is straight, branched or cyclic, saturated, partially unsaturated or unsaturated lower alkyl unsubstituted or substituted by one or two hydroxyl groups, alkoxyalkyl of up to 6 carbon atoms in both moieties or the moiety --O--X'--Y' wherein X' is straight- or branched-chain lower alkylene and Y' is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or lower alkyl.
Claim 2
Dependent Claim
184 words
A compound of the formula: ##STR68## or a pharmaceutically acceptable nontoxic salt thereof wherein R is hydrogen, straight- or branched-chain lower alkyl, alkenyl of 2 to 4 carbon atoms or alkynyl of 2 to 4 carbon atoms; R 1 and R 4 are the same or different and are each hydrogen or straight or branched-chain lower alkyl; X is straight- or branched-chain lower alkylene; Y is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or lower alkyl; R 2 is pyridyl unsubstituted or substituted by one or two substituents selected from the group consisting of lower alkyl, lower alkoxy, nitro and halogen; and R 3 is the moiety --OQ wherein Q is straight, branched or cyclic, saturated, partially unsaturated or unsaturated lower alkyl unsubstituted or substituted by one or two hydroxyl groups, alkoxyalkyl of up to 6 carbon atoms in both moieties or the moiety --O--X'--Y' wherein X' is straight- or branched-chain lower alkylene and Y' is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or lower alkyl.
Claim 3
Dependent Claim
164 words
A compound according to claim 1 wherein R is hydrogen, straight- or branched-chain alkyl of 1 to 4 carbon atoms or straigh- or branched-chain alkenyl of 2 to 4 carbon atoms; R 1 and R 4 are the same or different and are each hydrogen or straight- or branched-chain alkyl of 1 to 4 carbon atoms; X is straight- or branched-chain alkylene of 1 to 4 carbon atoms; Y is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or alkyl of 1 to 4 carbon atoms; R 2 is pyridyl unsubstituted or dimethoxy substituted; and R 3 is the moiety --OQ wherein Q is straight- or branched-chain alkyl of 1 to 4 carbon atoms, or alkoxyalkyl of up to 6 carbon atoms in both moieties, or the moiety --O--X'--Y' wherein X' is straight- or branched-chain alkylene of 1 to 4 carbon atoms, and Y' is the moiety NR'R" wherein R' and R" are as above defined.
Claim 4
Dependent Claim
34 words
A compound according to claim 1 wherein the alkyl moiety of R has 1 to 3 carbon atoms and the alkyl moiety of R 1 and R 4 has 1 or 2 carbon atoms.
Claim 5
Dependent Claim
101 words
A compound according to claim 3 wherein R 2 is pyridyl unsubstituted or substituted by alkyl of 1 or 2 carbon atoms, alkoxy of 1 to 2 carbon atoms, nitro, chloro or bromo; and R 3 is the moiety --OQ wherein Q is straight- or branched-chain alkyl of 1 to 4 carbon atoms interrupted by 1 oxygen atom or the moiety --O--X'--Y' wherein X' is straight- or branched-chain alkylene of 1 to 4 carbon atoms, and Y' is the moiety NR'R" wherein R' and R" are the same or different and are each hydrogen or alkyl of 1 to 4carbon atoms
Claim 6
Dependent Claim
85 words
A compound according to claim 1 wherein R is hydrogen or straight- or branched-chain alkyl of 1 to 4 carbon atoms, R 1 and R 4 are the same or different and are each straight- or branched-chain alkyl of 1 to 4 carbon atoms, X is straight- or branched-chain alkylene of 1 to 4 carbon atoms, Y is dimethylamino, diethylamino R 2 is pyridyl; and R 3 is the moiety --OQ wherein Q is straight- or branched-chain alkyl of 1 to 4 carbon atoms, methoxyethyl.
Claim 7
Dependent Claim
84 words
A compound according to claim 1 wherein R is hydrogen or straight- or branched-chain alkyl or 1 to 4 carbon atoms, R 1 is straight- or branched-chain alkyl of 1 to 3 carbon atoms, R 4 is straight- or branched-chain alkyl of 1 to 4 carbon atoms, X is straight- or branched-chain alkylene of 1 to 3 carbon atoms, Y is dimethylamino or diethylamino, R 2 is pyridyl; and R 3 is straight- or branched-chain alkoxy of 1 to 4 carbon atoms or methoxyethyl.
Claim 8
Dependent Claim
14 words
The compound according to claim 1 which is 2,6-Dimethyl-4-(5'-nitro-α-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(α-pyridyl)-methyl ester 5-ethyl ester.
Claim 9
Dependent Claim
12 words
The compound according to claim 1 which is 2,6-Dimethyl-4-(α-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid di-(α-pyridyl)-methyl ester.
References Cited (Backward Citations)
US3883543A
Cited
US3883540A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-06-20 | 1980-12-20 | 1981-06-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-20 | 1984-12-20 | 1985-06-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-20 | 1988-12-20 | 1989-06-21 | $7700.00 | Window Closed / Lapsed |