American Cyanamid Company

Francis J McEvoy

Jay Donald Albright

William B Wright, Jr

Gary H Birnberg

Ronald I Trust

George Rodger Allen, Jr

Novel compounds are described having the formula ##STR1## wherein Z is ##STR2## R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 lower alkyl; R.sub.2 is hydrogen, a C.sub.1 -C.sub.4 lower alkyl, hydroxy-R.sub.8 -, lower alkyl-R.sub.8 -, mercapto-R.sub.8 -, cyclohexyl, cyclopentyl, phenyl, phenyl-R.sub.8 -, indolyl-R.sub.8 -, carboxy-R.sub.8 -, amino-R.sub.8 - or carbamoyl-R.sub.8 -, wherein R.sub.8 - is a divalent C.sub.1 -C.sub.6 straight chain parafinic moiety; R.sub.3 is hydrogen or C.sub.1 -C.sub.4 lower alkyl; R.sub.4 is hydrogen, lower alkanoyl, benzoyl or phenyl-substituted-lower alkanoyl; R.sub.5 is hydrogen or a C.sub.1 -C.sub.4 lower alkyl; R.sub.1, R.sub.2 and R.sub.5 excluding tertiary butyl; ARYL is 1-naphthyl, 2-naphthyl, 4-chloro-1-naphthyl, 4-methoxy-1-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, 4-biphenylyl, 5-indanyl, 4-indanyl, phenyl, or substituted phenyl moieties having the formula ##STR3## wherein R.sub.6 is fluoro, chloro, bromo, trifluoromethyl, cyano, phenoxy, halophenoxy, phenylthio, halophenylthio, a C.sub.1 -C.sub.4 lower alkyl or a C.sub.1 -C.sub.4 lower alkoxy, and R.sub.7 is chloro, fluoro, bromo, a C.sub.1 -C.sub.4 lower alkyl or a C.sub.1 -C.sub.4 lower alkoxy; and where m is an integer of zero, one or two; including individual optically active isomers; racemic mixtures thereof; non-toxic pharmacologically-acceptable salts of the foregoing; and mixtures of the foregoing. Processes of preparing such compounds are also described. Such compounds are useful in ameliorating hypertension in mammals.

Substituted N-(.omega.-aroylpropionyl) derivatives of .alpha.-amino

This disclosure describes novel substituted .omega.-heteroaroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.

.omega.-Heteroaroyl(propionyl or butyryl)-L-prolines

This disclosure describes novel substituted .omega.-aroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.

Substituted thio-substituted benzyl-propionyl-L-prolines

This invention discloses .alpha.-aryloxy or .alpha.-arylthio para substituted phenyl acetic acid compounds that are useful in lowering sterol and triglyceride serum levels.

Hypolipemic phenylacetic acid derivatives

This disclosure describes substituted 2-aryloxy-2-(para-phenoxyalkoxy)phenylacetic acids and esters and salts thereof useful as hypolipidemic agents.

2-Aryloxy-2-(phenoxyalkoxy)phenyl acetic acid and esters

This invention discloses .alpha.-aryloxy para substituted phenyl acetic acid compounds that are useful in lowering sterol and triglyceride serum levels.

Hypolipemic .alpha.-aryloxy para substituted phenyl acetic acid compounds

This disclosure describes new substituted 1-acyl-3-[2-(4-phenyl-1-piperidinyl)ethyl]indolines which possess hypotensive activity.

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Pearl River, NY, United States of America

Francis J McEvoy