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US 4,291,040 AGranted
Mercaptoacyl derivatives of 4-disubstituted prolines and 4-substituted dehydroprolines
AssigneeE. R. Squibb & Sons, Inc.
InventorJohn Krapcho
Life of this patent
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Abstract
This invention is directed to compounds of the formulas ##STR1## and various intermediates therefore. The final products possess useful hypotensive activity.
Claims17
A compound of the formula ##STR24## and pharmaceutically acceptable salts thereof wherein R is hydrogen or lower alkyl;
- R.sub.1 is lower alkenyl, lower alkynyl, ##STR25## -(CH.sub.2).sub.m -cycloalkyl wherein said cycloalkyl ring is of 3 to 7 carbon atoms, .alpha.-naphthyl, .beta.-naphthyl, ##STR26## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom, or ##STR27## wherein said --(CH.sub.2).sub.m bridge is attached to an available carbon atom;
- R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, lower alkyl, lower alkylthio, and halo substituted lower alkyl;
- n is zero, one or two;
- R.sub.5 is hydrogen, ##STR28## p-methoxybenzyl, t-butoxycarbonyl, p-methoxybenzyloxycarbonyl, or ##STR29## R.sub.6 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, fluoro, bromo, trifluoromethyl or hydroxy;
- m is zero, one, two or three;
- X is O or S;
- and
- R.sub.7 is lower alkyl of 1 to 6 carbons, lower alkyl substituted with one or more chloro, bromo or fluoro groups, ##STR30## --(CH.sub.2).sub.m -cycloalkyl wherein said cycloalkyl ring is of 3 to 7 carbons, ##STR31## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom, or ##STR32## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom.
5 more elements
A composition useful for treating hypertension comprising a pharmaceutically acceptable carrier and one or more hypotensive agents of the formula ##STR35## and pharmaceutically acceptable salts thereof wherein R is hydrogen or lower alkyl;
- R.sub.1 is lower alkenyl, lower alkynyl, ##STR36## --(CH.sub.2).sub.m --cycloalkyl wherein said cycloalkyl ring is of 3 to 7 carbon atoms, .alpha.-naphthyl, .beta.-naphthyl, ##STR37## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom, or ##STR38## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom;
- R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, lower alky, lower alkylthio, and halo substituted lower alkyl;
- n is zero, one or two;
- R.sub.5 is hydrogen, ##STR39## R.sub.7 is lower alkyl of 1 to 6 carbons, lower alkyl substituted with one or more chloro, bromo or fluoro groups, --(CH.sub.2).sub.m cycloalkyl wherein said cycloalkyl ring is of 3 to 7 carbons ##STR40## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom, and ##STR41## wherein said --(CH.sub.2).sub.m -- bridge is attached to an available carbon atom;
- R.sub.6 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, fluoro, bromo, trifluoromethyl, or hydroxy;
- m is zero, one, two or three;
- and
- X is O or S.
5 more elements
Dependencies are inferred from the claim text.