US4440941A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Aroyl-aminoacids, amides and esters thereof
Assignee: USV Pharmaceutical Corp
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Filing: 1980-12-22
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Granted: 1984-04-03
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Expires: 2000-12-22
Abstract
Abstract Compounds of the structure ##STR1## wherein: Q is oxygen, sulfur or imino. X and Y are hydrogen, halogen, hydroxy, alkoxy, trifluoromethyl, nitro, carboxy, cyano, sulfonamido, sulfhydryl, alkyl, alkenyl, alkynyl, alkanoyl, alkylmercapto, amino, alkylamino, dialkylamino, alkysulfinyl, and alkylsulfonyl and may be the same or different; R 1 is hydrogen, alkanoyl, substituted alkanoyl wherein the substituent is hydroxy, amino or cycloalkyl, aroyl, arylalkanoyl, or cycloalkylcarbonyl, n is an integer from 1 to 4 inclusive, R 2 and R 3 are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, aryl, aralkyl, and substituted derivatives thereof wherein the substituents are hydroxy, amino, alkylamino, dialkylamino, alkoxy, halogen, hydroxy, mercapto, alkylmercapto and nitro, and may be the same or different; M is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, and hetero; and Z is hydroxy, amino, alkylamino, dialkylamino, or alkoxy, have angiotensin converting enzyme inhibitory activity.
Inventors
- 👤 John T. Suh
- 👤 Paul R. Menard
- 👤 Howard Jones
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:09
CPC Classifications
C; C07; C07C; C07C231/00; C07C231/02; C07C327/00; A; A61; A61P; A61P9/00; A61P9/12; C07C323/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
185 words
A compound of the structure ##STR4## wherein: X and Y are hydrogen, halogen, hydroxy, alkoxy, trifluoromethyl, nitro, carboxy, cyano, sulfonamido, sulfhydryl, alkyl, alkenyl, alkynyl, alkanoyl, alkylmercapto, amino, alkylamino, dialkylamino, and may be the same or different with the proviso that when X is nitro, sulfonamido, alkyl, alkenyl, or alkynyl Y is hydrogen, halo or trifluoromethyl; R 1 is hydrogen, alkanoyl, substituted alkanoyl wherein the substituent is hydroxy, amino or cycloalkyl, benzoyl, phenylalkanoyl, or cycloalkylcarbonyl; n is an integer from 1 to 4 inclusive; R 2 and R 3 are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl, phenylalkyl, and substituted derivatives thereof wherein the substituents are hydroxy, amino, halogen, mercapto, alkylmercapto, and may be the same or different; M is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl or phenylalkyl; and Z is hydroxy, amino, alkylamino, dialkylamino, or alkoxy, wherein the alkyl, alkenyl, and alkynyl groups and the alkyl moieties in alkoxy, alkanoyl, alkylmercapto, alkylamino, and dialkylamino contain from 1 to 6 carbon atoms, the cycloalkyl groups contain from 3 to 7 carbon atoms, and where Z is hydroxy, their pharmaceutically acceptable, nontoxic alkali and alkaline earth salts.
Claim 2
Dependent Claim
185 words
A compound of the structure ##STR4## wherein: X and Y are hydrogen, halogen, hydroxy, alkoxy, trifluoromethyl, nitro, carboxy, cyano, sulfonamido, sulfhydryl, alkyl, alkenyl, alkynyl, alkanoyl, alkylmercapto, amino, alkylamino, dialkylamino, and may be the same or different with the proviso that when X is nitro, sulfonamido, alkyl, alkenyl, or alkynyl Y is hydrogen, halo or trifluoromethyl; R 1 is hydrogen, alkanoyl, substituted alkanoyl wherein the substituent is hydroxy, amino or cycloalkyl, benzoyl, phenylalkanoyl, or cycloalkylcarbonyl; n is an integer from 1 to 4 inclusive; R 2 and R 3 are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl, phenylalkyl, and substituted derivatives thereof wherein the substituents are hydroxy, amino, halogen, mercapto, alkylmercapto, and may be the same or different; M is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl or phenylalkyl; and Z is hydroxy, amino, alkylamino, dialkylamino, or alkoxy, wherein the alkyl, alkenyl, and alkynyl groups and the alkyl moieties in alkoxy, alkanoyl, alkylmercapto, alkylamino, and dialkylamino contain from 1 to 6 carbon atoms, the cycloalkyl groups contain from 3 to 7 carbon atoms, and where Z is hydroxy, their pharmaceutically acceptable, nontoxic alkali and alkaline earth salts.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 wherein X is hydrogen.
Claim 4
Dependent Claim
10 words
A compound according to claim 2 wherein Z is hydroxy.
Claim 5
Dependent Claim
10 words
A compound according to claim 3 wherein n is 1.
Claim 6
Dependent Claim
11 words
A compound according to claim 4 wherein R 1 is hydrogen.
Claim 7
Dependent Claim
15 words
A compound according to claim 5 wherein Y is hydrogen, methyl, chloro, trifluoromethyl or methoxy.
Claim 8
Dependent Claim
11 words
A compound according to claim 4 wherein R 1 is acetyl.
Claim 9
Dependent Claim
15 words
A compound according to claim 7 wherein Y is hydrogen, methyl, chloro, trifluoromethyl or methoxy.
Claim 10
Dependent Claim
42 words
A compound of the structure ##STR5## wherein: X is H; Y is at the 3 position and is hydrogen, methyl, chloro, trifluoromethyl or methoxy, R 1 is hydrogen or acetyl, n is 1, and M is a C 3 -C 7 cycloalkyl.
Claim 11
Dependent Claim
42 words
A compound of the structure ##STR5## wherein: X is H; Y is at the 3 position and is hydrogen, methyl, chloro, trifluoromethyl or methoxy, R 1 is hydrogen or acetyl, n is 1, and M is a C 3 -C 7 cycloalkyl.
Claim 12
Dependent Claim
36 words
A compound of the structure ##STR6## wherein Y is hydrogen, methyl, chloro, trifluoromethyl or methoxy, M is a C 3 -C 7 cycloalkyl, Z is hydroxy and their pharmaceutically acceptable, nontoxic alkali, and alkaline earth salts.
Claim 13
Dependent Claim
36 words
A compound of the structure ##STR6## wherein Y is hydrogen, methyl, chloro, trifluoromethyl or methoxy, M is a C 3 -C 7 cycloalkyl, Z is hydroxy and their pharmaceutically acceptable, nontoxic alkali, and alkaline earth salts.
Claim 14
Dependent Claim
13 words
The compound of claim 10 wherein Y is chloro and M is cyclopentyl.
Claim 15
Dependent Claim
13 words
The compound of claim 10 wherein Y is methoxy and M is cyclopentyl.
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) | 1987-04-03 | 1987-10-03 | 1988-04-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-04-03 | 1991-10-03 | 1992-04-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-04-03 | 1995-10-03 | 1996-04-03 | $7700.00 | Window Closed / Lapsed |