Patent US4285955A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4285955A Expired / Lapsed US ⏱️ 0.0 years remaining

1,4-Dihydropyridinecarboxylic acids

Assignee: Bayer AG
•
Filing: 1979-10-12
•
Granted: 1981-08-25
•
Expires: 1999-10-12
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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 22:29
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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag