Hydroxy substituted peptide compounds

A compound of the formula ##STR206## or a pharmaceutically acceptable salt thereof wherein X is ##STR207## R is hydrogen, lower alkyl, cycloalkyl, ##STR208## R.sub.1 is hydrogen, lower alkyl, halo substituted lower alkyl, ##STR209## R.sub.2 is ##STR210## R.sub.3 is hydrogen, lower alkyl, ##STR211## R.sub.4 is hydrogen, lower alkyl, ##STR212## R.sub.5 is hydrogen, lower alkyl, ##STR213## r is an integer from 1 to 4;

• R.sub.7 is hydrogen, lower alkyl, halogen, hydroxy, ##STR214## a 1- or 2-naphthyl of the formula ##STR215## a 1- or 2-naphthyloxy of the formula ##STR216## R.sub.8 is halogen, ##STR217## --O-lower alkyl, a 1- or 2-naphthyloxy of the formula ##STR218## or a 1- or 2-naphthylthio of the formula ##STR219## R.sub.9 is keto or ##STR220## R.sub.10 is halogen or --Y-R.sub.16 ;
• R.sub.11, R.sub.11 ', R.sub.12 and R.sub.12 ' are independently selected from hydrogen and lower alkyl or R.sub.11 ', R.sub.12 and R.sub.12 ' are hydrogen and R.sub.11 is ##STR221## R.sub.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.sub.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, three, or four;
• p is one, two or three provided that p is more than one only if R.sub.13 or R.sub.14 is hydrogen, methyl, methoxy, chloro, or fluoro;
• R.sub.15 is hydrogen or lower alkyl of 1 to 4 carbons;
• Y is oxygen or sulfur;
• R.sub.16 is lower alkyl of 1 to 4 carbons, ##STR222## or the R.sub.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.sub.19 is lower alkyl, benzyl, or phenethyl;
• R.sub.20 is hydrogen, lower alkyl, benzyl or phenethyl;
• R.sub.6 is hydrogen, lower alkyl, benzyl, benzhydryl, ##STR223## R.sub.17 is hydrogen, lower alkyl, cycloalkyl or phenyl;
• R.sub.18 is hydrogen, lower alkyl, lower alkoxy, phenyl, or R.sub.17 and R.sub.18 taken together are ##STR224## R.sub.24 is hydrogen, lower alkyl, ##STR225## R.sub.21 and R.sub.22 are independently selected from the group consisting of hydrogen and lower alkyl;
• and
• R.sub.23 is lower alkyl.