Phosphonyl hydroxyacyl amino acid derivatives as antihypertensives

Claim 1

A compound of the formula ##STR428## and pharmaceutically acceptable salts thereof wherein: X is ##STR429## R 9 , R' 9 , R 10 and R' 10 are independently selected from hydrogen and lower alkyl or R' 9 , R 10 , R' 10 are hydrogen and R 9 is ##STR430## R 11 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 12 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 is zero, one, two or three; p is one, two or three provided that p is more than one only if R 11 or R 12 is hydrogen, methyl, methoxy, chloro, or fluoro; R 21 is hydrogen, lower alkyl, cycloalkyl, phenyl or ##STR431## R 22 is hydrogen, lower alkyl, ##STR432## r is an integer from 1 to 4; R 1 is alkyl of 1 to 10 carbons, aminoalkyl, haloalkyl, ##STR433## wherein q is zero or an integer from 1 to 7; and R 11 and p are as defined above; and R 19 and R 20 are independently selected from the group consisting of hydrogen, lower alkyl, halo substituted lower alkyl, ##STR434## wherein m, R 11 and p are as defined above; R 2 is hydrogen, lower alkyl, halo substituted lower alkyl, ##STR435## wherein r is as defined hereinbefore; R 3 and R 6 are independently selected from hydrogen, lower alkyl, benzyl, benzhydryl, alkali metal or ##STR436## wherein R 15 is hydrogen, lower alkyl, cycloalkyl, or phenyl, and R 16 is hydrogen, lower alkyl, lower alkoxy, phenyl, or R 15 and R 16 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 , --CH═CH-- or ##STR437##