US4342689A
Expired / Lapsed
US
⏱️ 0.0 years remaining
ω-Heteroaroyl(propionyl or butyryl)-L-prolines
Assignee: Wyeth Holdings LLC
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Filing: 1981-03-11
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Granted: 1982-08-03
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Expires: 2001-03-11
Abstract
Abstract This disclosure describes novel substituted ω-heteroaroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.
Inventors
- 👤 Francis J. McEvoy
- 👤 William B. Wright, Jr.
- 👤 Gary H. Birnberg
- 👤 Jay D. Albright
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 03:13
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/325; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/54; C07D213/55; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/54; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/24; C07D333/26; C07D333/28; C07D333/50; C07D333/52; C07D333/54; C07D333/60
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
134 words
A compound selected from the group consisting of those of the formulae: ##STR22## wherein R 1 is hydrogen or alkyl having 1-3 carbon atoms; R 2 is hydrogen or alkyl having 1-3 carbon atoms; R 3 is mercapto, formylthio, benzoylthio, alkanoylthio having 2-4 carbon atoms or moieties of the formulae: --S--CO 2 CH 2 C 6 H 5 , --S--CO 2 R 5 , --S--CH 2 CO 2 R 5 or --S--CO--N(R 5 )2; R 4 is hydrogen or alkyl having 1-4 carbon atoms; R 5 is hydrogen or alkyl having 1-4 carbon atoms; and Heteroaryl is selected from the group consisting of moieties of the formulae: ##STR23## wherein R 6 is hydrogen, fluoro, chloro, bromo or alkyl having 1-4 carbon atoms; and the pharmacologically acceptable cationic salts thereof when R 5 is hydrogen.
Claim 2
Dependent Claim
134 words
A compound selected from the group consisting of those of the formulae: ##STR22## wherein R 1 is hydrogen or alkyl having 1-3 carbon atoms; R 2 is hydrogen or alkyl having 1-3 carbon atoms; R 3 is mercapto, formylthio, benzoylthio, alkanoylthio having 2-4 carbon atoms or moieties of the formulae: --S--CO 2 CH 2 C 6 H 5 , --S--CO 2 R 5 , --S--CH 2 CO 2 R 5 or --S--CO--N(R 5 )2; R 4 is hydrogen or alkyl having 1-4 carbon atoms; R 5 is hydrogen or alkyl having 1-4 carbon atoms; and Heteroaryl is selected from the group consisting of moieties of the formulae: ##STR23## wherein R 6 is hydrogen, fluoro, chloro, bromo or alkyl having 1-4 carbon atoms; and the pharmacologically acceptable cationic salts thereof when R 5 is hydrogen.
Claim 3
Dependent Claim
27 words
The compound according to claim 1, formula (III) thereof, wherein R 3 is acetylthio, R 4 and R 5 are both hydrogen, and Heteroaryl is 2-benzofuranyl; 1-[3-(acetylthio)-3-(2-benzofuranylcarbonyl)propionyl]-L-proline.
Claim 4
Dependent Claim
27 words
The compound according to claim 1, formula (III) thereof, wherein R 3 is acetylthio, R 4 and R 5 are both hydrogen, and Heteroaryl is 3-benzofuranyl; 1-[3-(acetylthio)-3-(3-benzofuranylcarbonyl)propionyl]-L-proline.
Claim 5
Dependent Claim
27 words
The compound according to claim 1, formula (III) thereof, wherein R 3 is benzoylthio, R 4 and R 5 are both hydrogen, and Heteroaryl is 2-benzofuranyl; 1-[3-(benzoylthio)-3-(2-benzofuranylcarbonyl)propionyl]-L-proline.
Claim 6
Dependent Claim
31 words
The compound according to claim 1, formula (I) thereof, wherein R 1 , R 2 , and R 5 are all hydrogen, R 3 is acetylthio, and Heteroaryl is 3-benzofuranyl; 1-[2-(acetylthio)-3-(3-benzofuranylcarbonyl)propionyl]-L-proline.
Claim 7
Dependent Claim
27 words
The compound according to claim 1, formula (III) thereof, wherein R 3 is acetylthio, R 4 is methyl, R 5 is hydrogen, and Heteroaryl is 2-benzofuranyl; 1-[3-(acetylthio)-3-(2-benzofuranylcarbonyl)-2-methylpropionyl]-L-proline.
Claim 8
Dependent Claim
33 words
The compound according to claim 1, formula (I) thereof, wherein R 1 , R 2 , and R 5 are all methyl, R 3 is mercapto, and Heteroaryl is 3-benzofuranyl; 1-[2-(mercapto)-3-(3-benzofuranylcarbonyl)-2,3-dimethylpropionyl]-L-proline, methyl ester.
Claim 9
Dependent Claim
33 words
The compound according to claim 1, formula (II) thereof, wherein R 1 , R 2 , and R 5 are all ethyl, R 3 is formylthio, and Heteroaryl is 2-benzofuranyl; 1-[3-(formylthio)-4-(2-benzofuranylcarbonyl)-2,3-diethylbutyryl]-L-proline, ethyl ester.
Claim 10
Dependent Claim
31 words
The compound according to claim 1, formula (II) thereof, wherein R 1 , R 2 , and R 5 are all hydrogen, R 3 is benzoylthio, and Heteroaryl is 3-benzofuranyl; 1-[3-(benzoylthio)-4-(3-benzofuranylcarbonyl)butyryl]-L-proline.
Claim 11
Dependent Claim
31 words
The compound according to claim 1, formula (I) thereof, wherein R 1 , R 2 , and R 5 are all hydrogen, R 3 is benzoylthio, and Heteroaryl is 2-benzofuranyl; 1-[2-(benzoylthio)-3-(2-benzofuranylcarbonyl)propionyl]-L-proline.
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) | 1985-08-02 | 1986-02-01 | 1986-08-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-02 | 1990-02-01 | 1990-08-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-02 | 1994-02-01 | 1994-08-03 | $7700.00 | Window Closed / Lapsed |