US4234489A
Expired / Lapsed
US
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Pyroglutamic acid derivatives and analogs
Assignee: ER Squibb and Sons LLC
•
Filing: 1979-06-25
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Granted: 1980-11-18
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Expires: 1999-06-25
Abstract
Abstract Pyroglutamic acid derivatives and analogs having the formula ##STR1## and salts thereof, wherein R is hydrogen, alkyl or diphenylmethyl; R 1 is hydrogen, alkyl or trifluoromethyl; R 2 is hydrogen, ##STR2## or ##STR3## R 3 is hydrogen, alkyl, phenyl, or phenylalkyl; X is oxygen or sulfur; and n is 0 or 1; have useful hypotensive activity.
Inventors
- 👤 Miguel A. Ondetti
- 👤 Eric M. Gordon
- 👤 Denis E. Ryono
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 13:44
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; A; A61; A61P; A61P9/00; A61P9/12; C07D207/26; C07D207/273; C07D207/277; C07D207/28
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
61 words
A compound having the formula ##STR19## or a salt thereof, wherein R is hydrogen, alkyl or diphenylmethyl; R 1 is hydrogen, alkyl or trifluoromethyl; R 2 is hydrogen, ##STR20## or ##STR21## R 3 is hydrogen, alkyl, phenyl, or phenylalkyl; X is oxygen or sulfur; and n is 0 or 1 wherein "alkyl" refers to groups of 1 to 7 carbon atoms.
Claim 2
Dependent Claim
61 words
A compound having the formula ##STR19## or a salt thereof, wherein R is hydrogen, alkyl or diphenylmethyl; R 1 is hydrogen, alkyl or trifluoromethyl; R 2 is hydrogen, ##STR20## or ##STR21## R 3 is hydrogen, alkyl, phenyl, or phenylalkyl; X is oxygen or sulfur; and n is 0 or 1 wherein "alkyl" refers to groups of 1 to 7 carbon atoms.
Claim 3
Dependent Claim
11 words
A compound in accordance with claim 1 wherein R is hydrogen.
Claim 4
Dependent Claim
11 words
A compound in accordance with claim 1 wherein R is alkyl.
Claim 5
Dependent Claim
11 words
A compound in accordance with claim 1 wherein R is diphenylmethyl.
Claim 6
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 2 is hydrogen.
Claim 7
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 2 is ##STR22##
Claim 8
Dependent Claim
12 words
A compound in accordance with claim 1 wherein R 2 is ##STR23##
Claim 9
Dependent Claim
11 words
A compound in accordance with claim 1 wherein X is oxygen.
Claim 10
Dependent Claim
11 words
A compound in accordance with claim 1 wherein X is sulfur.
Claim 11
Dependent Claim
11 words
A compound in accordance with claim 1 wherein n is 0.
Claim 12
Dependent Claim
11 words
A compound in accordance with claim 1 wherein n is 1.
Claim 13
Dependent Claim
10 words
The compound in accordance with claim 1, 1-[3-(acetylthio)-2-methyl-1-oxopropyl]-5-oxo-L-proline, dicyclohexylamine salt.
Claim 14
Dependent Claim
10 words
The compound in accordance with claim 1, [3-(acetylthio)-2-methyl-1-oxopropyl]-5-oxo-L-proline, lithium salt.
Claim 15
Dependent Claim
8 words
The compound in accordance with claim 1, 1-(3-mercapto-2-methyl-1-oxopropyl)-5-oxo-L-proline.
Claim 16
Dependent Claim
10 words
The compound in accordance with claim 1, [1(S)]-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-5-thioxo-L-proline, diphenylmethyl ester.
Claim 17
Dependent Claim
10 words
The compound in accordance with claim 1, 1-[3-(acetylthio)-2-methyl-1-oxopropyl]-5-thioxo-L-proline, dicyclohexylamine salt.
Claim 18
Dependent Claim
8 words
The compound in accordance with claim 1, [1(S)]-3-mercapto-2-methyl-1-oxopropyl]-5-thioxo-L-proline.
References Cited (Backward Citations)
US4105776A
Cited
US4091024A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-11-18 | 1984-05-19 | 1984-11-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-18 | 1988-05-19 | 1988-11-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-18 | 1992-05-19 | 1992-11-18 | $7700.00 | Window Closed / Lapsed |