Aminoalkyl and related substituted phosphinic acid angiotensin converting enzyme inhibitors

A compound of the formula ##STR309## and pharmaceutically acceptable salts thereof, wherein

• R.sub.1 is lower alkyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, aminoalkyl, furyl, furylalkyl, thienyl, thienylalkyl, pyridyl, pyridylalkyl or ##STR310## and R.sub.5 and R.sub.6 are independently selected from hydrogen, lower alkyl, haloalkyl, aryl, alkylaryl, cycloalkyl, cycloalkylalkyl furyl, furylalkyl, thienyl, thienylalkyl, pyridyl or pyridylalkyl;
• R.sub.2 and R.sub.4 each is independently hydrogen, lower alkyl, arylalkyl, benzhydryl or ##STR311## wherein R.sub.7 is hydrogen, lower alkyl or phenyl, R.sub.8 is hydrogen, lower alkyl, lower alkoxy or phenyl or R.sub.7 and R.sub.8 taken together are --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --CH.dbd.CH--, or ##STR312## n is 0 or 1;
• R.sub.3 is NH.sub.2 (CH.sub.2).sub.m --, ##STR313## R.sub.9 is hydrogen, lower alkyl, aryl or arylalkyl, and m is 0 or an integer of from 1 to 5, and --XOR.sub.4 is an imino or amino acid derivative of the formula ##STR314## R.sub.10 is hydrogen, lower alkyl, halogen, keto, hydroxy, ##STR315## a 1- or 2-naphthyl of the formula ##STR316## a 1- or 2-naphthyloxy of the formula ##STR317## or a 1- or 2-naphthylthio of the formula ##STR318## R.sub.11 is keto, halogen, ##STR319## --O--lower alkyl, a 1- or 2-naphthyloxy of the formula ##STR320## or a 1- or 2-naphthylthio of the formula ##STR321## R.sub.12 is keto or ##STR322## R.sub.13 is halogen or --Y--R.sub.23 ;
• R.sub.20 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, bromo, fluoro, trifluoromethyl, hydroxy, phenyl, phenoxy, phenylthio, or phenylmethyl;
• R.sub.21 is hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, chloro, bromo, fluoro, trifluoromethyl, or hydroxy;
• m.sub.1 is 0 or an integer from 1 to 5;
• p is 1, 2 or 3 provided that p is more than 1 only if R.sub.20 or R.sub.21 is hydrogen, methyl, methoxy, chloro, or fluoro;
• R.sub.22 is hydrogen or lower alkyl of 1 to 4 carbons;
• Y is oxygen or sulfur;
• R.sub.23 is lower alkyl of 1 to 4 carbons, ##STR323## or the R.sub.23 groups join to complete an unsubstituted 5- or 6-membered ring or said ring in which one or more of the carbons has a lower alkyl of 1 to 4 carbons or a di(lower alkyl of 1 to 4 carbons) substituent;
• R.sub.18 is lower alkyl, benzyl, or phenethyl;
• and
• R.sub.19 is hydrogen, lower alkyl, benzyl or phenethyl.