N-substituted cycloalkyl and polycycloalkyl .alpha.-substituted Trp-Phe- and phenethylamine derivatives

A compound of the formula ##STR136## or a pharmaceutically acceptable salt thereof wherein:

• R.sup.1 is a cycloalkyl or polycycloalkyl hydrocarbon of from three to twelve carbon atoms with from zero to four substituents each independently selected from the group consisting of a straight or branched alkyl of from one to about six carbon atoms, halogen, CN, OR*, SR*, CO.sub.2 R*, CF.sub.3, NR.sup.5 R.sup.6, and --(CH.sub.2).sub.n OR.sup.5 wherein R* is a straight or branched alkyl of from one to six carbon atoms, R.sup.5 and R.sup.6 are each independently hydrogen or alkyl of from one to about six carbon atoms and n is an integer from zero to six;
• A is --(CH.sub.2).sub.n CO--, --SO.sub.2 --, --S(.dbd.O) --, --NHCO--, ##STR137## --SCO--, --O--(CH.sub.2).sub.n CO-- or --HC.dbd.CHCO-- wherein n is an integer from zero to six;
• R.sup.2 is a straight or branched alkyl of from one to about six carbon atoms, --HC.dbd.CH.sub.2, --C.tbd.CH, --CH.sub.2 --CH.dbd.CH.sub.2, --CH.sub.2 C.tbd.CH, --(CH.sub.2).sub.n AR, --(CH.sub.2).sub.n OR*, --(CH.sub.2).sub.n OAr, --(CH.sub.2).sub.n CO.sub.2 R*, or --(CH.sub.2).sub.n NR.sup.5 R.sup.6 wherein n, R* R.sup.5 and R.sup.6 are as defined above and Ar is as defined below;
• R.sup.3 and R.sup.4 are each independently selected from hydrogen, R.sup.2 and --(CH.sub.2).sub.n' --B--D wherein:
• n' is an integer of from zero to three;
• B is a bond, ##STR138## wherein R.sup.7 and R.sup.8 are independently selected from hydrogen and R.sup.2 or together form a ring (CH.sub.2).sub.m wherein m is an integer of from 1 to 5 and n is as defined above;
• D is
• --COOR*,
• --CH.sub.2 OR*,
• --CHR.sup.2 OR*,
• --CH.sub.2 SR*,
• --CHR.sup.2 SR*,
• --CONR.sup.5 R.sup.6,
• --CN,
• --NR.sup.5 R.sup.6,
• --OH,
• PhSO.sub.2 NHCO--,
• CF.sub.3 CONHCO--,
• CF.sub.3 SO.sub.2 NHCO--,
• H.sub.2 NSO.sub.2 --,
• --H and acid replacements tetrazole, and ##STR139## R.sup.10 is OH, NH.sub.2, CH.sub.3, or Cl;
• R.sup.11 is CN, CO.sub.2 H, or CF.sub.3 ;
• s is in integer of from 0 to 2;
• wherein R*, R.sup.2, R.sup.5, and R.sup.6 are as defined above;
• R.sup.9 is hydrogen or a straight or branched alkyl of from one to about six carbon atoms, --(CH.sub.2).sub.n CO.sub.2 R*, --(CH.sub.2).sub.n OAr', --(CH.sub.2).sub.n Ar' or (CH.sub.2).sub.n NR.sup.5 R.sup.6, wherein n, R*, R.sup.5, and R.sup.6 are as defined above or taken from R.sup.3 and Ar' is taken from Ar as defined below;
• R.sup.12 and R.sup.13 are each independently hydrogen or are each independently taken with R.sup.3 and R.sup.4 respectively to form a moiety doubly bonded to the carbon atom;
• and
• Ar is 2- or 3-thienyl, 2- or 3-furanyl, 2-, 3- or 4-pyridinyl or an unsubstituted or substituted phenyl whose substituents if any are each independently hydrogen, fluorine, chlorine, bromine, iodine, methyl, methoxy, trifluoromethyl, nitro, OH, NH.sub.2, OCF.sub.3, NHCOCH.sub.2 CH.sub.2 CO.sub.2 H, or CH.sub.2 CH.sub.2 CO.sub.2 H,
• with the proviso that only one heterocycle is present in the definitions of Ar, R.sup.3 and R.sup.4.