Mercaptocycloalkylcarbonyl and mercaptoarylcarbonyl dipeptides

Claim 1

A compound of the formula ##STR255## or a pharmaceutically acceptable salt thereof wherein: A is ##STR256## v is one or two; Z completes a cycloalkyl ring of 3 to 10 carbons; said cycloalkyl ring in which one of the carbon atoms is substituted by a lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, phenyl, benzyl, halo, trifluoromethyl, or hydroxy group; or a cycloalkenyl ring of 5 to 7 carbons; X is an amino or imino acid of the formula ##STR257## n is zero, one, or two; R 25 is lower alkyl of 1 to 4 carbons ##STR258## R 7 is hydrogen, lower alkyl, halogen, ##STR259## R 10 is halogen or --Y--R 16 ; selected from hydrogen and lower alkyl or R' 11 , R 12 and R' 12 are hydrogen and R 11 is ##STR260## 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, 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, ##STR261## 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 4 is hydrogen, lower alkyl, ##STR262## 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 is hydrogen, lower alkyl, cycloalkyl, ##STR263## --(CH 2 ) 2 --NH 2 , --(CH 2 ) 3 --NH 2 , --(CH 2 ) 4 --NH 2 , --(CH 2 ) 2 --OH, --(CH 2 ) 3 --OH, --(CH 2 ) 4 --OH, --(CH 2 ) 2 --SH, --(CH 2 ) 3 --SH, or --(CH 2 ) 4 --SH; R 1 is hydrogen, lower alkyl, halo substituted lower alkyl, ##STR264## R 2 is hydrogen, ##STR265## to form a symmetrical disulfide; R 3 is lower alkyl, ##STR266## R 6 is hydrogen, lower alkyl, benzyl, benzhydryl, a pharmaceutically acceptable salt ion, ##STR267## R 17 is hydrogen, lower alkyl, cycloalkyl, or phenyl; R 18 is hydrogen, lower alkyl, lower alkoxy, or phenyl or R 17 and R 18 is taken together are --(CH 2 ) 2 --, --(CH 2 ) 3 --, --CH═CH--, or ##STR268## R 21 and R 22 are independently selected from hydrogen and lower alkyl; R 23 is lower alkyl; R 24 is hydrogen, lower alkyl, ##STR269## and q is zero or one.