US4929641A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Mercapto-acylamino acid antihypertensives
Assignee: Merck Sharp & Dohme LLC
•
Filing: 1988-05-11
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Granted: 1990-05-29
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Expires: 2008-05-11
Abstract
Abstract Novel mercapto-acylamino acids useful in the treatment of hypertension and combinations of mercapto-acylamino acids and atrial natriuretic factors or angiotensin converting enzyme inhibitors useful for treating hypertension are disclosed.
Inventors
- 👤 Martin F. Haslanger
- 👤 Bernard R. Neustadt
- 👤 Elizabeth M. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 04:46
CPC Classifications
C; C07; C07C; C07C323/00; C07C323/50; C07C323/51; C07C323/57; C07C323/58; C07C323/59; C07C327/00; C07C327/20; C07C327/32
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
55 words
A compound having the structural formula ##STR54## wherein R 1 is phenyl substituted by alkyl, R 2 is alkyl-S(O) 0-2 (CH 2 )q, R 3 is OR 7 wherein R 7 is hydrogen or lower alkyl, Q is hydrogen or R 10 CO-- wherein R 10 is alkyl, n is 0-2 and q is 1-4.
Claim 2
Dependent Claim
55 words
A compound having the structural formula ##STR54## wherein R 1 is phenyl substituted by alkyl, R 2 is alkyl-S(O) 0-2 (CH 2 )q, R 3 is OR 7 wherein R 7 is hydrogen or lower alkyl, Q is hydrogen or R 10 CO-- wherein R 10 is alkyl, n is 0-2 and q is 1-4.
Claim 3
Dependent Claim
12 words
A compound of claim 1 wherein R 2 is alkyl-S(CH 2 )q.
Claim 4
Dependent Claim
9 words
A compound of claim 2 wherein n is 1.
Claim 5
Dependent Claim
9 words
A compound of claim 2 wherein q is 2.
Claim 6
Dependent Claim
9 words
A compound of claim 3 wherein q is 2.
Claim 7
Dependent Claim
13 words
A compound of claim 5 wherein R 1 is 2-, 3- or 4-methylphenyl.
Claim 8
Dependent Claim
10 words
A compound of claim 6 wherein R 1 is 2-methylphenyl.
Claim 9
Dependent Claim
10 words
A compound of claim 6 wherein R 10 is methyl.
Claim 10
Dependent Claim
25 words
A compound of claim 6 which is selected from: N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine ethyl ester; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine; N-[2-mercaptomethyl-3-(2-methylphenyl)propionyl]-methionine; N-[2-mercaptomethyl-3-(4-methylphenyl)propionyl]-methionine; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine methyl ester; N-[2-acetylthiomethyl-3-(4-methylphenyl)propionyl]-methionine methyl ester; and N-[2-acetylthiomethyl-3-(3-methylphenyl)propionyl]-methionine ethyl ester.
Claim 11
Dependent Claim
9 words
A compound of claim 9 which is the (S,S)-diastereomer.
Claim 12
Dependent Claim
10 words
A compound of claim 10 which is N-[2(S)-acetylthiomethyl-3-(2-methylphenyl)propionyl]-(S)-methionine ethyl ester.
Claim 13
Dependent Claim
9 words
A compound of claim 9 which is the (R,S)-diastereomer.
Claim 14
Dependent Claim
13 words
A compound of claim 9 which is a mixture of (S,S) and (R,S)-diastereomers.
Claim 15
Dependent Claim
19 words
An antihypertensive composition comprising an antihypertensive effective amount of a compound of claim 9 in a pharmaceutically acceptable carrier.
Claim 16
Dependent Claim
25 words
A method of treating hypertension or congestive heart failure comprising administering to a hypertensive human an antihypertensive effective amount of a compound of claim 1.
Claim 17
Dependent Claim
27 words
A method of claim 15 wherein the compound is selected from N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine ethyl ester; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine; N-[2-mercaptomethyl-3-(2-methylphenyl)propionyl]-methionine; N-[2-mercaptomethyl-3-(4-methylphenyl)propionyl]-methionine; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine methyl ester; N-[2-acetylthiomethyl-3-(4-methylphenyl)propionyl]-methionine methyl ester; and N-[2-acetylthiomethyl-3-(3-methylphenyl)propionyl]-methionine ethyl ester.
Claim 18
Dependent Claim
12 words
A method of claim 16 wherein the compound is N-[2(S)-acetylthiomethyl-3-(2-methylphenyl)-propionyl]-(S)-methionine ethyl ester.
Claim 19
Dependent Claim
31 words
A method of treating congestive heart failure comprising administering to a human in need of such treatment an amount of a compound of claim 1 effective to treat congestive heart failure.
Claim 20
Dependent Claim
27 words
A method of claim 18 wherein the compound is selected from: N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine ethyl ester; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine; N-[2-mercaptomethyl-3-(2-methylphenyl)propionyl]-methionine: N-[2-mercaptomethyl-3-(4-methylphenyl)propionyl]-methionine; N-[2-acetylthiomethyl-3-(2-methylphenyl)propionyl]-methionine methyl ester; N-[2-acetylthiomethyl-3-(4-methylphenyl)propionyl]-methionine methyl ester; and N-[2-acetylthiomethyl-3-(3-methylphenyl)propionyl]-methionine ethyl ester.
Claim 21
Dependent Claim
12 words
A method of claim 16 wherein the compound is N-[2(S)-acetylthiomethyl-3-(2-methylphenyl)propionyl]-(S)-methionine ethyl ester.
References Cited (Backward Citations)
US4053651A
Cited
US4228077A
Cited
CH637374A5
Cited
EP0038046A2
Cited
US4513009A
Cited
US4329495A
Cited
US4401677A
Cited
EP0110224A2
Cited
US4500467A
Cited
EP0136883A2
Cited
US4740499A
Cited
US4801609A
Cited
US4801609B1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-05-28 | 1993-11-27 | 1994-05-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-05-28 | 1997-11-27 | 1998-05-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-05-28 | 2001-11-27 | 2002-05-29 | $7700.00 | Window Closed / Lapsed |