Carboxy and substituted carboxy aroly peptides

Claim 1

A compound of the formula ##STR122## and a pharmaceutically acceptable salt thereof wherein ##STR123## R is hydroxy, lower alkoxy, lower alkyl, ##STR124## R 1 is hydrogen, lower alkyl, halo substituted lower alkyl, ##STR125## --(CH 2 ) r --NH 2 , --(CH 2 ) r --SH, --(CH 2 ) r --S--lower alkyl, --(CH 2 ) r --S--lower alkyl, ##STR126## R 2 , R 3 , R 4 and R 5 are independently selected from the group consisting of hydrogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, ##STR127## hydroxy, nitro, halo, halo substituted lower alkyl of 1 to 4 carbons, hydroxy substituted lower alkyl of 1 to 4 carbons, lower ##STR128## wherein said lower alkyl is of 1 to 4 carbons, and ##STR129## R 7 is hydrogen, lower alkyl, halogen, keto, hydroxy, ##STR130## a 1- or 2-naphthyl of the formula ##STR131## a 1- or 2-naphthyloxy of the formula ##STR132## or a 1- or 2-naphthylthio of the formula ##STR133## R 10 is halogen or --Y--R 16 ; 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; n is zero, one, two, three, or four; 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, ##STR134## 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; r is an integer from 1 to 4; R 19 is lower alkyl, benzyl, or phenethyl; R 20 is hydrogen, lower alkyl, benzyl or phenethyl; R 6 is hydrogen, lower alkyl, benzyl, benzhydryl, salt forming ion, or ##STR135## R 17 is hydrogen, lower alkyl, cycloalkyl of 3 to 7 carbons or phenyl; R 18 is hydrogen, lower alkyl, lower alkoxy or phenyl; and M is a salt forming ion.