US5208230A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Amino and nitro containing tricyclic compounds useful as inhibitors of ACE
Assignee: Aventis Pharmaceuticals Inc
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Filing: 1992-06-25
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Granted: 1993-05-04
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Expires: 2012-06-25
Abstract
Abstract The present invention relates to compounds of the formula ##STR1## wherein A is methylene, oxygen, sulfur or N-B wherein B is R 1 or COR 2 wherein R 1 is hydrogen, a C 1 -C 4 alkyl or an Ar--Z-- group wherein Ar is aryl and Z is a C 0 -C 4 alkyl and R 2 is a --CF 3 , a C 1 -C 10 alkyl or an Ar--Z group; R is hydrogen or a C 1 -C 4 alkyl; and X and Y are each independently hydrogen, nitro or amino, with the proviso that when X is nitro or amino, Y must be hydrogen, and when Y is nitro or amino, X must be hydrogen; and pharmaceutically acceptable salts thereof, which are inhibitors of Angiotensin Converting Enzyme.
Inventors
- 👤 Gary A. Flynn
- 👤 Douglas W. Beight
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 17:35
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/02; C07K5/022; C07K5/0222; A; A61; A61K; A61K38/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
57 words
A compound of the formula ##STR7## wherein A is methylene; R is hydrogen or a C 1 -C 4 alkyl; and X and Y are each independently hydrogen, nitro or amino, with the proviso that one of X and Y is hydrogen and one of X and Y is other than hydrogen; and pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
57 words
A compound of the formula ##STR7## wherein A is methylene; R is hydrogen or a C 1 -C 4 alkyl; and X and Y are each independently hydrogen, nitro or amino, with the proviso that one of X and Y is hydrogen and one of X and Y is other than hydrogen; and pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
13 words
A compound of claim 1 wherein Y is nitro and X is hydrogen.
Claim 4
Dependent Claim
13 words
A compound of claim 1 wherein Y is amino and X is hydrogen.
Claim 5
Dependent Claim
13 words
A compound of claim 1 wherein X is nitro and Y is hydrogen.
Claim 6
Dependent Claim
13 words
A compound of claim 1 wherein X is amino and Y is hydrogen.
Claim 7
Dependent Claim
9 words
A compound of claim 1 wherein A is methylene.
Claim 8
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-9-Amino-7-[(1-carbethoxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 9
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-7-[(S-1-Carbethoxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-11-nitro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 10
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-11-Amino-7-[(S-1-carbethoxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 11
Dependent Claim
27 words
A method of inhibiting ACE in a patient in need thereof comprising administering to said patient an effective ACE inhibitory amount of a compound of claim 1.
Claim 12
Dependent Claim
12 words
A method of claim 6 wherein the patient is suffering from hypertension.
Claim 13
Dependent Claim
15 words
A method of claim 6 wherein the patient is suffering from chronic congestive heart failure.
Claim 14
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-7-[(S-1-Carbethoxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-9-nitro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 15
Dependent Claim
30 words
A pharmaceutical composition comprising an effective ACE inhibitory amount of a compound of claim 1 in admixture or otherwise in association with one or more pharmaceutically acceptable carriers or excipients.
Claim 16
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-7-[(S-1-Carboxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-9-nitro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 17
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-9-Amino-7-[(S-1-carboxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 18
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-7-[(S-1-Carboxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-11-nitro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
Claim 19
Dependent Claim
11 words
A compound of claim 1 wherein the compound is [4S-[4α,7α(R*),12bβ]]-11-Amino-7-[(S-1-carboxy-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido[2,1-a][2]benzazepine-4-carboxylic acid.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-05-03 | 1996-11-02 | 1997-05-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-05-03 | 2000-11-02 | 2001-05-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-05-03 | 2004-11-02 | 2005-05-04 | $7700.00 | Window Closed / Lapsed |