US4009169A
Expired / Lapsed
US
⏱️ 0.0 years remaining
8-Carboxylester, and 8-carbamyl derivitives of 5,6,7,8-tetrahydroquinoline
Assignee: John Wyeth and Brother Ltd
•
Filing: 1975-10-20
•
Granted: 1977-02-22
•
Expires: 1995-10-20
Abstract
Abstract The invention relates to novel 5,6,7,8-tetrahydroquinoline derivatives which have a group X situated at the 8-position said group X is CONHR3, or CO2R5 wherein R3 is hydrogen lower alkyl and R5 is hydrogen, lower alkyl or a lower aralkyl radical.
Inventors
- 👤 Adrian Charles Ward Curran
- 👤 Roger Crossley
- 👤 David George Hill
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 15:01
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/04; C07D215/16; C07D215/20; C07D215/48; C07D219/00; C07D219/04; C07D221/00; C07D221/02; C07D221/04
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
197 words
A compound of formula I l ##STR11## and acid addition salts thereof with pharmaceutically acceptable acids, wherein R 1 , R 2 and R 6 are the same or different and are selected from hydrogen, alkyl containing from 1 to 6 carbon atoms, phenylalkyl wherein the alkyl group has 1-6 carbon atoms, or phenyl groups or R 1 and R 2 taken together represent a polymethylene chain of 3 to 5 carbon atoms, R 7 represents hydrogen, alkyl of 1 to 6 carbon atoms or gem di n-alkyl of 1-6 carbon atoms, phenylalkyl wherein the alkyl group has 1 to 6 carbon atoms or phenyl, X is CONHR 3 or CO 2 R 5 wherein R 3 is hydrogen or alkyl of 1 to 6 carbon atoms, and R 5 is hydrogen, alkyl of 1 to 6 carbon atoms or phenylalkyl wherein the alkyl group has 1 to 6 carbon atoms and metal salts of the compounds wherein X is CO.sub. 2 R 5 and R 5 is hydrogen with the proviso that when R 1 and R 2 or R 2 and R 6 are both alkyl they are selected from normal and secondary alkyl groups
Claim 2
Dependent Claim
197 words
A compound of formula I l ##STR11## and acid addition salts thereof with pharmaceutically acceptable acids, wherein R 1 , R 2 and R 6 are the same or different and are selected from hydrogen, alkyl containing from 1 to 6 carbon atoms, phenylalkyl wherein the alkyl group has 1-6 carbon atoms, or phenyl groups or R 1 and R 2 taken together represent a polymethylene chain of 3 to 5 carbon atoms, R 7 represents hydrogen, alkyl of 1 to 6 carbon atoms or gem di n-alkyl of 1-6 carbon atoms, phenylalkyl wherein the alkyl group has 1 to 6 carbon atoms or phenyl, X is CONHR 3 or CO 2 R 5 wherein R 3 is hydrogen or alkyl of 1 to 6 carbon atoms, and R 5 is hydrogen, alkyl of 1 to 6 carbon atoms or phenylalkyl wherein the alkyl group has 1 to 6 carbon atoms and metal salts of the compounds wherein X is CO.sub. 2 R 5 and R 5 is hydrogen with the proviso that when R 1 and R 2 or R 2 and R 6 are both alkyl they are selected from normal and secondary alkyl groups
Claim 3
Dependent Claim
49 words
A compound as claimed in claim 1, or an acid addition salt thereof with a pharmaceutically acceptable acid wherein R 1 , R 2 , R 6 and R 7 are the same or different and are selected from hydrogen and lower alkyl of 1 to 4 carbon atoms.
Claim 4
Dependent Claim
25 words
A compound as claimed in claim 1 wherein R 1 , R 2 , R 3 and R 6 are selected from hydrogen and methyl.
Claim 5
Dependent Claim
22 words
A compound as claimed in claim 1, wherein R 1 , R 2 and R 6 are selected from hydrogen and t-butyl.
Claim 6
Dependent Claim
30 words
A compound as claimed in claim 1, which has the formula ##STR12## wherein R 1 , R 2 , R 3 and R 6 are selected from hydrogen and methyl.
Claim 7
Dependent Claim
26 words
A compound as claimed in claim 1, which has the formula ##STR13## wherein R 1 , R 7 and X are as defined in claim 1.
Claim 8
Dependent Claim
12 words
A compound as claimed in claim 1, which has the formula: ##STR14##
Claim 9
Dependent Claim
11 words
A compound as claimed in claim 1, which is 3-methyl-5,6,7,8-tetrahydroquinoline-8-carboxylic acid.
Claim 10
Dependent Claim
10 words
The sodium salt of the compound claimed in claim 8.
Claim 11
Dependent Claim
10 words
The methyl ester of the compound claimed in claim 8.
Claim 12
Dependent Claim
10 words
A compound as claimed in claim 1, which is 2-phenyl-5,6,7,8-tetrahydroquinoline-8-carboxamide.
Claim 13
Dependent Claim
10 words
A compound as claimed in claim 1 which is 2-t-butyl-5,6,7,8-tetrahydroquinoline-8-carboxamide.
Claim 14
Dependent Claim
10 words
A compound as claimed in claim 1 which is 5,6,7,8-tetrahydroquinoline-8-carboxamide.
References Cited (Backward Citations)
US2566723A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-22 | 1980-08-23 | 1981-02-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-22 | 1984-08-23 | 1985-02-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-22 | 1988-08-23 | 1989-02-22 | $7700.00 | Window Closed / Lapsed |