US4285955A
Expired / Lapsed
US
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1,4-Dihydropyridinecarboxylic acids
Assignee: Bayer AG
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Filing: 1979-10-12
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Granted: 1981-08-25
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Expires: 1999-10-12
Abstract
Abstract The invention relates to a process for the production of 1,4-dihydropyridinecarboxylic acid compounds which involves hydrolysis, under alkaline conditions and in a temperature range from 10° to 100° C., of an ester group which contains an electron-attracting group. The invention also includes novel compounds made according to the invention as well as compositions containing said novel compounds. Also included in the invention are methods for the use of said compounds and compositions. The compounds obtained according to the process of the invention are useful because of their circulation-influencing action and are also useful as intermediates for the preparation of compounds having circulation-influencing action.
Inventors
- 👤 Egbert Wehinger
- 👤 Friedrich Bossert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 16:41
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61P; A61P25/00; A61P25/02; A61P9/00; A61P9/06; A61P9/08; A61P9/10; A61P9/12; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
103 words
A compound of the formula ##STR22## or a salt thereof, in which R denotes a 2-nitrophenyl radical, a 3-nitrophenyl radical, a 2-trifluoromethylphenyl radical, a 2-chlorophenyl radical or a 2-methylmercaptopyridyl radical, R 1 and R 2 denotes methyl groups and X denotes COOH or COOR 4 , whereby R 4 denotes a straight-chain, branched or cyclic alkyl radical with up to 6 carbon atoms, which is optionally interrupted by an oxygen atom in the chain or is substituted by 1 to 2 trifluoromethyl groups or by an ##STR23## but R 4 is only a methyl or isobutyl radical when R denotes a 2-nitrophenyl radical.
Claim 2
Dependent Claim
103 words
A compound of the formula ##STR22## or a salt thereof, in which R denotes a 2-nitrophenyl radical, a 3-nitrophenyl radical, a 2-trifluoromethylphenyl radical, a 2-chlorophenyl radical or a 2-methylmercaptopyridyl radical, R 1 and R 2 denotes methyl groups and X denotes COOH or COOR 4 , whereby R 4 denotes a straight-chain, branched or cyclic alkyl radical with up to 6 carbon atoms, which is optionally interrupted by an oxygen atom in the chain or is substituted by 1 to 2 trifluoromethyl groups or by an ##STR23## but R 4 is only a methyl or isobutyl radical when R denotes a 2-nitrophenyl radical.
Claim 3
Dependent Claim
36 words
A compound according to claim 1, in which R 1 and R 2 have the same meaning as in claim 1, R denotes a 2-nitrophenyl radical, and R 4 denotes a methyl or an isobutyl radical.
Claim 4
Dependent Claim
11 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(3'-nitrophenyl)-pyridine-3,5-dicarboxylic acid monoisopropyl ester.
Claim 5
Dependent Claim
11 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(2'-nitrophenyl)-pyridine-3,5-dicarboxylic acid monomethyl ester.
Claim 6
Dependent Claim
11 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(3'-nitrophenyl)-pyridine-3,5-dicarboxylic acid mono-methoxyethyl ester.
Claim 7
Dependent Claim
11 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(2'-trifluoromethylphenyl)-pyridine-3,5-dicarboxylic acid monoethyl ester.
Claim 8
Dependent Claim
9 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(3'-nitrophenyl)-pyridine-3,5-dicarboxylic acid.
Claim 9
Dependent Claim
11 words
A compound of claim 1 which is 1,4-dihydro-2,6-dimethyl-4-(2'-chlorophenyl)-pyridine-3,5-dicarboxylic acid monomethyl ester.
Claim 10
Dependent Claim
29 words
A pharmaceutical composition containing as an active ingredient a coronary dilating amount of a compound according to claim 1 in admixture with a solid liquid or liquefied gaseous diluent.
Claim 11
Dependent Claim
17 words
A pharmaceutical composition of claim 9 in the form of a sterile or physiologically isotonic aqueous solution.
Claim 12
Dependent Claim
20 words
A composition according to claim 9 or 10 containing from 0.5 to 90% by weight of the said active ingredient.
Claim 13
Dependent Claim
16 words
A medicament of claim 9 in the form of tablets, pills, dragees, capsules, ampoules or suppositories.
Claim 14
Dependent Claim
46 words
A method of combating disease of the circulation in warm-blooded animals which comprises administering to the animals a coronary dilating amount of an active compound according to claim 1 or 2 either alone or in admixture with a diluent or in the form of a medicament.
Claim 15
Dependent Claim
28 words
A method according to claim 13 in which the active compound is administered intravenously in an amount of 0.05 to 5 mg per kg body weight per day.
Claim 16
Dependent Claim
28 words
A method according to claim 13 in which the active compound is administered orally in an amount of 0.5 to 5 mg per kg body weight per day.
References Cited (Backward Citations)
US3441648A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-24 | 1985-02-23 | 1985-08-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-24 | 1989-02-23 | 1989-08-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-24 | 1993-02-23 | 1993-08-25 | $7700.00 | Window Closed / Lapsed |