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US4849525A Expired / Lapsed US ⏱️ 0.0 years remaining

Phosphinylcycloalkylcarbonyl and phosphinylcycloalkenylcarbonyl dipeptides

Assignee: ER Squibb and Sons LLC
•
Filing: 1987-09-21
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Granted: 1989-07-18
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Expires: 2007-09-21
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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)

US4384123A Cited
US4374131A Cited
US4432971A Cited
US4381287A Cited
US4560681A Cited
US4468519A Cited
US4499079A Cited
US4560506A Cited

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

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