US4350704A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted acyl derivatives of octahydro-1H-indole-2-carboxylic acids
Assignee: Warner Lambert Co LLC
•
Filing: 1981-02-17
•
Granted: 1982-09-21
•
Expires: 2001-02-17
Abstract
Abstract Substituted acyl derivatives of octahydro-1H-indole-2-carboxylic acid and the pharmaceutically acceptable salts thereof are produced by acylating a suitably substituted octahydro-1H-indole with a suitably activated substituted carboxylic acid and when desired hydrolyzing the resulting product. The compounds of the invention, their salts and pharmaceutical compositions thereof are useful as antihypertensive agents.
Inventors
- 👤 Milton L. Hoefle
- 👤 George Bobowski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 03:49
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/02; C07K5/022; C07K5/0222; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/42; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
90 words
A octahydro-1-(ω-mercaptoalkanoyl)-1H-indole-2-carboxylic acid compound having the formula ##STR25## wherein R is hydrogen or lower alkyl; R 1 is hydrogen, lower alkyl, or benzyl; R 2 is hydrogen or ##STR26## where R 3 is lower alkyl, phenyl, substituted phenyl having 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, lower alkyl or alkoxy; and n is 0 or 1; wherein lower alkyl and lower alkoxy include straight or branched groups having 1 to 4 carbon atoms and pharmaceutically acceptable salts of the compounds when R is hydrogen.
Claim 2
Dependent Claim
90 words
A octahydro-1-(ω-mercaptoalkanoyl)-1H-indole-2-carboxylic acid compound having the formula ##STR25## wherein R is hydrogen or lower alkyl; R 1 is hydrogen, lower alkyl, or benzyl; R 2 is hydrogen or ##STR26## where R 3 is lower alkyl, phenyl, substituted phenyl having 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, lower alkyl or alkoxy; and n is 0 or 1; wherein lower alkyl and lower alkoxy include straight or branched groups having 1 to 4 carbon atoms and pharmaceutically acceptable salts of the compounds when R is hydrogen.
Claim 3
Dependent Claim
57 words
A substituted octahydro-1-(3-mercaptoalkanoyl)-1H-indole-2-carboxylic acid compound according to claim 1 having the formula ##STR27## and pharmaceutically acceptable salts thereof; where R 1 is hydrogen, or lower alkyl having 1 to 3 carbon atoms; R 2 is hydrogen or ##STR28## where R 3 is lower alkyl having 1 to 3 carbon atoms, phenyl, and n is 0 or 1.
Claim 4
Dependent Claim
35 words
A substituted octahydro-1-(3-mercaptopropanoyl)-1H-indole-2-carboxylic acid compound according to claim 2 wherein R 1 is hydrogen or methyl; R 2 is hydrogen or ##STR29## where R 3 is methyl, or phenyl and pharmaceutically acceptable basic salts thereof.
Claim 5
Dependent Claim
16 words
The compound according to claim 3 which is octahydro-1-[3-(acetylthio)-2-methylpropanoyl]-1H-indole-2-carboxylic acid and pharmaceutically acceptable basic salts thereof.
Claim 6
Dependent Claim
16 words
The compound according to claim 3 which is octahydro-1-(3-mercapto-2-methylpropanoyl)-1H-indole-2-carboxylic acid and pharmaceutically acceptable basic salts thereof.
Claim 7
Dependent Claim
17 words
The compound according to claim 5 which is (2α,3aβ,7aβ)-octahydro-1-(3-mercapto-2-methylpropanoyl)-1H-indole-2-carboxylic acid and the pharmaceutically acceptable basic salts thereof.
Claim 8
Dependent Claim
19 words
The compond according to claim 6 which is (2α,3aβ,7aβ)-octahydro-1-(3-mercapto-2-methylpropanoyl)-1H-indole-2-carboxylic acid, diastereomer A and the pharmaceutically acceptable basic salts thereof.
Claim 9
Dependent Claim
19 words
The compound according to claim 6 which is (1)-(2α,3aβ,7aβ)-octahydro-1-(3-mercapto-2-methylpropanoyl)-1H-indole-2-carboxylic acid, diastereomer A and the pharmaceutically acceptable basic salts thereof.
Claim 10
Dependent Claim
16 words
The compound according to claim 3 which is octahydro-1-(3-mercaptopropanoyl)-1H-indole-2-carboxylic acid and pharmaceutically acceptable basic salts thereof.
Claim 11
Dependent Claim
16 words
The compound according to claim 3 which is octahydro-1-[3-(acetylthio)propanoyl]-1H-indole-2-carboxylic acid and pharmaceutically acceptable basic salts thereof.
Claim 12
Dependent Claim
25 words
A hypertensive pharmaceutical composition comprising a substituted octahydro-1-(3-mercaptoalkanoyl)1-indole-2-carboxylic acid compound according to claim 1 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
26 words
A method of treating hypertension by administering an effective amount of a substituted octahydro-1-(3-mercaptoalkanoyl)-1-indole-2-carboxylic acid compound according to claim 1 or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
US3929830A
Cited
US4154840A
Cited
US4199512A
Cited
DE2720996A1
Cited
US4105776A
Cited
US4116962A
Cited
US4206121A
Cited
BE871574A
Cited
BE873092A
Cited
US4129566A
Cited
US4154935A
Cited
GB2042535A
Cited
FR2470767B1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-20 | 1986-03-22 | 1986-09-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-20 | 1990-03-22 | 1990-09-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-20 | 1994-03-22 | 1994-09-21 | $7700.00 | Window Closed / Lapsed |