Amino and substituted amino phosphinyl-alkanoyl compounds

Claim 1

A compound of the formula ##STR254## wherein X is an imino acid of the formula ##STR255## R 7 is hydrogen, lower alkyl, halogen, keto, hydroxy, ##STR256## R 8 is keto, halogen, ##STR257## R 9 is keto or ##STR258## R 10 is halogen or --Y--R 16 ; R 11 , R 11 ', R 12 and R 12 ' are independently selected from hydrogen and lower alkyl or R 11 ', R 12 and R 12 ' are hydrogen and R 11 is ##STR259## R 13 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 14 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 13 or R 14 is hydrogen, methyl, methoxy, chloro, or fluoro; R 15 is hydrogen or lower alkyl of 1 to 4 carbons; Y is oxygen or sulfur; R 16 is lower alkyl of 1 to 4 carbons, ##STR260## or the R 16 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; n is zero or one; R 5 is hydrogen, lower alkyl, halo substituted lower alkyl, benzyl or phenethyl; R 3 and R 6 are independently selected from hydrogen, lower alkyl, benzyl, benzhydryl, or ##STR261## wherein R 17 is hydrogen, lower alkyl, or phenyl, and R 18 is hydrogen, lower alkyl, lower alkoxy, phenyl, or R 17 and R 18 taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR262## R 1 is hydrogen, ##STR263## R 19 is hydrogen, lower alkyl, halo substituted lower alkyl, amino substituted lower alkyl, ##STR264## wherein R 13 and p are as defined above and q is zero or an integer from 1 to 7, cycloalkyl, ##STR265## R 20 is lower alkyl, phenyl, benzyl or phenethyl; R 21 is lower alkyl, benzyl or phenethyl; R 22 is hydrogen, lower alkyl, benzyl or phenethyl; R 2 is hydrogen, lower alkyl, lower alkenyl, halo substituted lower alkyl, ##STR266## wherein q, R 13 , p and m are as defined above; and when either or both of R 3 and R 6 are hydrogen a basic addition salt or an amino acid addition salt thereof.