US4567198A
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US
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Ethanethioates and mercaptoamides and use thereof as analgesic and enkephalinase inhibitory compounds
Assignee: Sanofi Aventis France
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Filing: 1984-02-06
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Granted: 1986-01-28
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Expires: 2004-02-06
Abstract
Abstract Novel analgesic and enkephalinase inhibiting compositions comprising an analgesically and enkephalinase inhibitory effective amount of at least one compound selected from the group consisting of a compound of the formula ##STR1## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl, p-chlorophenyl, m-trifluoromethylphenyl and thiazolyl and when n is 2, R 2 is selected from the group consisting of phenyl and p-chlorophenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases and an inert pharmaceutical carrier and novel method of relieving pain and inhibiting enkephalinase activity in warm-blooded animals and novel amides.
Inventors
- 👤 Francoise Delevallee
- 👤 Roger Deraedt
- 👤 Odile Le Martret
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 16:15
CPC Classifications
C; C07; C07C; C07C323/00; C07C323/50; C07C323/51; C07C323/57; C07D; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/38; C07D277/44; C07D277/46; A; A61; A61K; A61K31/00; A61K31/16; A61K31/21; A61K31/265; A61P; A61P25/00; A61P25/04; A61P25/06; A61P43/00; C07C327/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
99 words
An analgesic and enkephalinase inhibiting composition comprising an analgesically and enkephalinase inhibitory effective amount of at least one compound selected from the group consisting of a compound of the formula ##STR5## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl and p-chlorophenyl, m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl and p-chlorophenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases and an inert pharmaceutical carrier.
Claim 2
Dependent Claim
99 words
An analgesic and enkephalinase inhibiting composition comprising an analgesically and enkephalinase inhibitory effective amount of at least one compound selected from the group consisting of a compound of the formula ##STR5## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl and p-chlorophenyl, m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl and p-chlorophenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases and an inert pharmaceutical carrier.
Claim 3
Dependent Claim
43 words
A composition of claim 1 wherein the active ingredient is selected from the group consisting of N-phenyl-2-mercapto-acetamide, ethanethioate of S-[2-phenylamino-2-oxo-ethyl], N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-(3-trifluoromethylphenyl)-2-mercapto-acetamide, N-phenyl-3-mercapto-propanamide, ethanethioate of S-[3-oxo-3-phenylamino-propyl], N-(4-chlorophenyl)-3-mercapto-propanamide, ethanethioate of S-[3-(4-chlorophenylamino)-3-oxo-propyl], and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 4
Dependent Claim
31 words
A composition of claim 1 wherein the active ingredient is selected from the group consisting of N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-phenyl-3-mercapto-propanamide, and their salts with non-toxic, pharmaceutically acceptable bases and acids.
Claim 5
Independent Claim
97 words
A method of relieving pain in warm-blooded animals comprising administering to warm-blooded animals an analgesically effective amount of at least one compound selected from the group consisting of compound of the formula ##STR6## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 6
Independent Claim
97 words
A method of relieving pain in warm-blooded animals comprising administering to warm-blooded animals an analgesically effective amount of at least one compound selected from the group consisting of compound of the formula ##STR6## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 7
Dependent Claim
42 words
The method of claim 4 wherein the compound is selected from the group consisting of N-phenyl-2-mercapto-acetamide, ethanethioate of S-[2-phenylamino-2-oxo-ethyl], N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-(3-trifluoromethylphenyl)-2-mercapto-acetamide, N-phenyl-3-mercapto-propanamide, ethanethioate of S-[3-oxo-3-phenylamino-propyl], N-(4-chlorophenyl)-3-mercapto-propanamide, ethanethioate of S-[3-(4-chlorophenylamino)-3-oxo-propyl], and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 8
Dependent Claim
31 words
The method of claim 4 wherein the active compound is selected from the group consiting of N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-phenyl-3-mercapto-propanamide, and their salts with non-toxic, pharmaceutically acceptable bases and acids.
Claim 9
Independent Claim
97 words
A method of inhibiting enkephalinase in warm-blooded animals comprising administering to warm-blooded animals an enkephalinase inhibitory amount of at least one compound selected from the group consisting of compound of the formula ##STR7## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 10
Independent Claim
97 words
A method of inhibiting enkephalinase in warm-blooded animals comprising administering to warm-blooded animals an enkephalinase inhibitory amount of at least one compound selected from the group consisting of compound of the formula ##STR7## wherein R 1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and when n is 2, R 2 is selected from the group consisting of phenyl, p-chlorophenyl and m-trifluoromethylphenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 11
Dependent Claim
42 words
The method of claim 7 wherein the compound is selected from the group consisting of N-phenyl-2-mercapto-acetamide, ethanethioate of S-[2-phenylamino-2-oxo-ethyl], N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-(3-trifluoromethylphenyl)-2-mercaptoacetamide, N-phenyl-3-mercapto-propanamide, ethanethioate of S-[3-oxo-3-phenylamino-propyl], N-(4-chlorophenyl)-3-mercapto-propanamide, ethanethioate of S-[3-(4-chlorophenylamino)-3-oxo-propyl], and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 12
Dependent Claim
31 words
The method of claim 7 wherein the active compound is selected from the group consisting of N-(4-chlorophenyl)-2-mercapto-acetamide, ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], N-phenyl-3-mercapto-propanamide, and their salts with non-toxic, pharmaceutically acceptable bases and acids.
Claim 13
Dependent Claim
27 words
A compound selected from the group consisting of ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], ethanethioate of S-[3-oxo-3-phenylamino-propyl], ethanethioate of S-[3-(4-chlorophenylamino)-3-oxo-propyl], and their salts with non-toxic, pharmaceutically acceptable acids and bases.
Claim 14
Dependent Claim
27 words
A compound selected from the group consisting of ethanethioate of S-[2-(4-chlorophenylamino)-2-oxo-ethyl], ethanethioate of S-[3-oxo-3-phenylamino-propyl], ethanethioate of S-[3-(4-chlorophenylamino)-3-oxo-propyl], and their salts with non-toxic, pharmaceutically acceptable acids and bases.
References Cited (Backward Citations)
US3093146A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-01-27 | 1989-07-29 | 1990-01-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-01-27 | 1993-07-29 | 1994-01-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-01-27 | 1997-07-29 | 1998-01-28 | $7700.00 | Window Closed / Lapsed |