US3907807A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Benzoquinolizine derivatives and process for their preparation and use
Assignee: Bayer AG
•
Filing: 1973-02-28
•
Granted: 1975-09-23
•
Expires: 1993-02-28
Abstract
Abstract 6,7,7a,8,9,10-Hexahydro-1H,5H-benzo(i,j)quinolizines bearing a lower alkyl, phenyl, substituted phenyl or a heterocyclic group in the 1-position and a carbonyl function in the 2-position, and being optionally substituted by lower alkyl in the 3-position and by carbalkoxy in the 7a-position, are antihypertensive agents and coronary vessel dilators. The compounds of which 1-(3nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5Hbenzo(i,j)quinolizine-2-carboxylic acid ethyl ester is a representative embodiment, are prepared through condensation of an ylideneacetoacetic acid ester and a 7-oxo-1,2,3,4,4a,5,6,7octahydroquinoline.
Inventors
- 👤 Horst Meyer
- 👤 Friedrich Bossert
- 👤 Wulf Vater
- 👤 Kurt Stoepel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 21:13
CPC Classifications
C; C07; C07D; C07D455/00; C07D455/03; C07D455/04
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
5 words
A COMPOUND OF THE FORMULA:
Claim 2
Dependent Claim
5 words
A COMPOUND OF THE FORMULA:
Claim 3
Dependent Claim
11 words
A compound according to claim 1 wherein R1 is lower alkyl.
Claim 4
Dependent Claim
48 words
A compound according to claim 1 wherein R3 is a heterocyclic ring selected from the group consisting of quinolyl, isoquinolyl, pyridyl, and pyrryl, said heterocyclic ring being unsubstituted or substituted by one or two members selected from the group consisting of non-tertiary lower alkyl, lower alkoxy and halogeno.
Claim 5
Dependent Claim
57 words
A compound according to claim 2 wherein R3 is lower alkyl, naphthyl, phenyl or phenyl substituted with from one to three substituents selected from the group consisTing of non-tertiary lower alkyl, 1-3 lower alkoxy, 1-3 halogeno, 1-2 nitro, 1 cyano, 1-3 trifluoromethyl, 1 azido, 1-3 carbo(lower alkoxy), 1 lower alkylsulfonyl, 1 lower alkylsulfinyl and lower 1 alkylthio.
Claim 6
Dependent Claim
13 words
The compound according to claim 1 which is 1-phenyl-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo -(i,j)quinolizine-2-carboxylic acid ethyl ester.
Claim 7
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo(i, j)quinolizine-2-carboxylic acid ethyl ester.
Claim 8
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo(i, j)quinolizine-2-carboxylic acid methyl ester.
Claim 9
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo(i, j)quinolizine-2-carboxylic acid isopropyl ester.
Claim 10
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo(i, j)quinolizine-2-carboxylic acid propargyl ester.
Claim 11
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitrophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(1,j)quinolizine-2,7a-dicarboxylic acid diethyl ester.
Claim 12
Dependent Claim
13 words
The compound according to claim 1 which is 1-(2-methylphenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2-carboxylic acid ethyl ester.
Claim 13
Dependent Claim
13 words
The compound according to claim 1 which is 1,3-dimethyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H-benzo(i,j)-quinolizine-2 -carboxylic acid ethyl ester.
Claim 14
Dependent Claim
13 words
The compound according to claim 1 which is 1-(2-chlorophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2-carboxylic acid ethyl ester.
Claim 15
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-chlorophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzoi,j)quinolizine-2-carboxylic acid ethyl ester.
Claim 16
Dependent Claim
13 words
The compound according to claim 1 which is 1-(2-methoxyphenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2-carboxylic acid methyl ester.
Claim 17
Dependent Claim
13 words
The compound according to claim 1 which is 1-(3-nitro-6-chlorophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2-carboxylic acid methyl ester.
Claim 18
Dependent Claim
13 words
The compound according to claim 1 which is 1-(2-cyanophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2-carboxylic acid ethyl ester.
Claim 19
Dependent Claim
13 words
The compound according to claim 1 which is 1-(4-methylmercaptophenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H, 5H-benzo(i,j)quinolizine-2,7a-dicarboxylic acid diethyl ester.
Claim 20
Dependent Claim
13 words
The compound according to claim 1 which is 1-(2-trifluoromethylphenyl)-3-methyl-10-oxo-6,7,7a,8,9,10-hexahydro-1H,5H -benzo(i,j)quinolizine-2,7a-dicarboxylic acid diethyl ester.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-22 | 1979-03-24 | 1979-09-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-22 | 1983-03-24 | 1983-09-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-22 | 1987-03-24 | 1987-09-23 | $7700.00 | Window Closed / Lapsed |