US4849525A
Expired / Lapsed
US
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Phosphinylcycloalkylcarbonyl and phosphinylcycloalkenylcarbonyl dipeptides
Assignee: ER Squibb and Sons LLC
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Filing: 1987-09-21
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Granted: 1989-07-18
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Expires: 2007-09-21
Abstract
Abstract Compounds of the formula ##STR1## and their pharmaceutically acceptable salts wherein Z completes a cycloalkyl ring, a substituted cycloalkyl ring, a cycloalkenyl ring, a substituted cycloalkenyl ring or a saturated heteroalkyl ring; R 2 is lower alkyl, aralkyl or aminoalkyl and X is an amino or imino acid. The compounds possess angiotensin converting enzyme inhibition activity.
Inventors
- 👤 Harold N. Weller, III
- 👤 Eric M. Gordon
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 11:31
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06191; A; A61; A61P; A61P43/00; A61P9/00; A61P9/12; C07K5/08; C07K5/0827; A61K; A61K38/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
196 words
A compound of the formula ##STR28## wherein Z completes a cycloalkyl ring of 3 to 10 carbon atoms; a cycloalkyl ring of 3 to 10 carbon atoms in which one of the carbon atoms is substituted by a lower alkyl of one to four carbon atoms, a lower alkoxy of one to four carbon atoms, a lower alkylthio of one to four carbon atoms, a phenyl, benzyl, halo, trifluoromethyl or hydroxy group; a cycloalkenyl ring of five to seven carbon atoms; X is ##STR29## R 7 is hydrogen, cyclohexyl, lower alkoxy of 1 to 4 carbons, ##STR30## wherein n is zero, one or two and R 13 is hydrogen, methyl, methoxy, methylthio, Cl, Br, F, or hydroxy. R 6 and R x are hydrogen, an alkali metal salt straight or branched chain alkyl of 1 to 4 carbons, or ##STR31## R 17 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, cyclohexyl and R 18 is straight or branched chain lower alkyl of 1 to 4 carbons or phenyl; R is hydrogen, lower alkyl, cycloalkyl, ##STR32## Y is an integer from 1 to 4; R 2 is lower alkyl, phenylalkyl, or aminoalkyl.
Claim 2
Dependent Claim
196 words
A compound of the formula ##STR28## wherein Z completes a cycloalkyl ring of 3 to 10 carbon atoms; a cycloalkyl ring of 3 to 10 carbon atoms in which one of the carbon atoms is substituted by a lower alkyl of one to four carbon atoms, a lower alkoxy of one to four carbon atoms, a lower alkylthio of one to four carbon atoms, a phenyl, benzyl, halo, trifluoromethyl or hydroxy group; a cycloalkenyl ring of five to seven carbon atoms; X is ##STR29## R 7 is hydrogen, cyclohexyl, lower alkoxy of 1 to 4 carbons, ##STR30## wherein n is zero, one or two and R 13 is hydrogen, methyl, methoxy, methylthio, Cl, Br, F, or hydroxy. R 6 and R x are hydrogen, an alkali metal salt straight or branched chain alkyl of 1 to 4 carbons, or ##STR31## R 17 is hydrogen, straight or branched chain lower alkyl of 1 to 4 carbons, cyclohexyl and R 18 is straight or branched chain lower alkyl of 1 to 4 carbons or phenyl; R is hydrogen, lower alkyl, cycloalkyl, ##STR32## Y is an integer from 1 to 4; R 2 is lower alkyl, phenylalkyl, or aminoalkyl.
Claim 3
Dependent Claim
12 words
A compound according to claim 1 wherein Z completes a cycloalkyl ring.
Claim 4
Dependent Claim
12 words
A compound according to claim 2 wherein Z completes a cyclohexyl ring.
Claim 5
Dependent Claim
21 words
A compound according to claim 1 wherein R 7 is hydrogen and R 6 is hydrogen or an alkali metal salt.
Claim 6
Dependent Claim
11 words
A compound according to claim 1 wherein R 2 is phenylalkyl.
Claim 7
Dependent Claim
10 words
A compound according to claim 1 wherein R is hydrogen.
Claim 8
Dependent Claim
12 words
A compound according to claim 1 wherein R 1 is lower alkyl.
Claim 9
Dependent Claim
14 words
A compound according to claim 1 having the name; (trans)-1-[N-[[2-[Hydroxy(4-phenylbutyl)phosphinyl]cyclohexyl]carbonyl]-L-alanyl]-L-proline, isomer A, dilithium salt.
Claim 10
Dependent Claim
14 words
A compound according to claim 1 having the name; (trans)-1-[N-[[2-[Hydroxy(4-phenylbutyl)phosphinyl]cyclohexyl]carbonyl]-L-alanyl]-L-proline, isomer B, dilithium salt.
Claim 11
Dependent Claim
10 words
A compound according to claim 1 having the name; (trans)-1-[N-[[2-[Hydroxy(4-phenylbutyl)phosphinyl]cyclohexyl]carbonyl]-L-alanyl]-L-proline.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-07-17 | 1993-01-16 | 1993-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-07-17 | 1997-01-16 | 1997-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-07-17 | 2001-01-16 | 2001-07-18 | $7700.00 | Window Closed / Lapsed |