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US 4,337,201 AGranted
Phosphinylalkanoyl substituted prolines
AssigneeE. R. Squibb & Sons, Inc.
InventorEdward W. Petrillo, Jr.
Life of this patent
Estimating the term…
Abstract
Esters of phosphinylalkanoyl prolines and phosphinylalkanoyl substituted prolines are inhibitors of angiotensin converting enzyme and are useful in the treatment of hypertension.
Claims13
A compound having the formula ##STR27## or a salt thereof, wherein R.sub.1 is alkyl, aryl, arylalkyl, cycloalkyl, or cycloalkylalkyl;
- one of R.sub.2 and R.sub.4 is ##STR28## and the other is hydrogen, alkyl, arylalkyl or ##STR29## wherein X is hydrogen, alkyl or phenyl and Y is hydrogen, alkyl, phenyl or alkoxy, or together X and Y are --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --CH.dbd.CH-- or ##STR30## R.sub.3 is hydrogen or alkyl;
- --R.sub.5 --COOR.sub.4 is ##STR31## R.sub.6 is hydrogen, hydroxy, alkyl, halogen, azido, amino, cycloalkyl, aryl, arylalkyl, carbamoyloxy, N,N-dialkylcarbamoyloxy, or --Z--R.sub.9 ;
- R.sub.7 and R.sub.7 ' are the same and each is halogen or --Z--R.sub.10, or R.sub.7 and R.sub.7 ' together are .dbd.O, --O--(CH.sub.2).sub.m --O-- or --S--(CH.sub.2).sub.m --S--;
- R.sub.8 is hydrogen and R.sub.8 ' is phenyl, 2-hydroxyphenyl or 4-hydroxyphenyl or R.sub.8 and R.sub.8 ' together are .dbd.O;
- R.sub.9 is alkyl, aryl, arylalkyl, 1- or 2-naphthyl, or biphenyl;
- R.sub.10 is alkyl, aryl or arylalkyl;
- Z is oxygen or sulfur;
- n is 0 or 1;
- and
- m is 1 or 2;
- and wherein the term "aryl" refers to phenyl or phenyl substituted with halogen, alkyl, alkoxy, alkylthio, hydroxy, alkanoyl, nitro, amino, dialkylamino or trifluoromethyl groups;
- the term "alkyl" refers to groups having 1 to 10 carbon atoms;
- the term "alkoxy" refers to groups having 1 to 8 carbon atoms;
- the term "cycloalkyl" refers to groups having 3 to 7 carbon atoms;
- and the term "alkanoyl" refers to groups having 2 to 9 carbon atoms.
12 more elements
A compound in accordance with claim 4 wherein R.sub.1 is 4-phenylbutyl and R.sub.3 is hydrogen.
Dependencies are inferred from the claim text.