Heteroarylpiperidines, pyrrolidines and piperazines and their use as antipsychotics and analgetics

A compound of the formula ##STR133## wherein, X is --O--, --S--, --NH--, or --N(R.sub.2)--;

• R.sub.2 is selected from the group consisting of lower alkyl, aryl lower alkyl, aryl, cycloalkyl, aroyl, alkanoyl, alkoxycarbonyl, and phenysulfonyl groups;
• aryl is as defined hereinafter;
• p is 1 or 2;
• Y is hydrogen, lower alkyl, hydroxy, chlorine, fluorine, bromine, iodine, lower alkoxy, trifluoromethyl, nitro, or amino;
• R.sub.1 is --CR.sub.24 R.sub.27 --(CR.sub.23 R.sub.24).sub.n --CR.sub.24 R.sub.27 -- where n is 0, 1, 2, or 3;
• or
• --CHR.sub.24 --CH.dbd.CH--CHR.sub.24 --,
• --CHR.sub.24 --C.ident.C--CHR.sub.24 --,
• --CHR.sub.24 --CH.dbd.CH--CR.sub.23 R.sub.24 --CHR.sub.24 --,
• --CHR.sub.24 --CR.sub.23 R.sub.24 --CH.dbd.CH--CHR.sub.24 --,
• --CHR.sub.24 --C.ident.C--CR.sub.23 R.sub.24 --CHR.sub.24 --, or
• --CHR.sub.24 --CR.sub.23 R.sub.24 --C.ident.C--CHR.sub.24 --,
• the --CH.dbd.CH-- bond being cis or trans;
• R.sub.23 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, hydroxy, (C.sub.1 -C.sub.18) alkoxy, aryloxy, aryl (C.sub.1 -C.sub.18) alkyloxy, (C.sub.1 -C.sub.18) alkanoyloxy, hydroxy (C.sub.1 -C.sub.6) alkyl, (C.sub.1 -C.sub.18) alkoxy (C.sub.1 -C.sub.6) alkyl, phenyl (C.sub.1 -C.sub.6) alkoxy, aryl (C.sub.1 -C.sub.18) alkyloxy (C.sub.1 -C.sub.6) alkyl, (C.sub.1 -C.sub.18) alkanoyloxy (C.sub.1 -C.sub.6) alkyl, or ##STR134## where Z.sub.1 is lower alkyl, --OH, lower alkoxy, --CF.sub.3, --NO.sub.2, --NH.sub.2, or halogen, and p is as previously defined;
• and
• R.sub.24 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, hydroxy (C.sub.1 -C.sub.6) alkyl, (C.sub.1 -C.sub.18) alkoxy (C.sub.1 -C.sub.6) alkyl, phenyl (C.sub.1 -C.sub.6) alkyloxy, aryl (C.sub.1 -C.sub.18) alkyloxy (C.sub.1 -C.sub.6) alkyl, (C.sub.1 -C.sub.18) alkanoyloxy (C.sub.1 -C.sub.6) alkyl, or ##STR135## where Z.sub.1 is as previously defined, and p is as previously defined;
• R.sub.27 is hydrogen or R.sub.24 and R.sub.27 taken together with the carbon to which they are attached form C.dbd.O or C.dbd.S;
• R.sub.12 is selected from the group consisting of:
• hydrogen,
• alkyl,
• --C (.dbd.O)--(C.sub.1 -C.sub.18) straight chain or branched ) alkyl,
• --C (.dbd.O)--NR.sub.13 R.sub.14,
• --C (.dbd.O)--NR.sub.15 R.sub.16, and
• --S (.dbd.O).sub.2 --R.sub.17 ;
• where R.sub.13 is selected from the group consisting of hydrogen and (C.sub.1 -C.sub.18) alkyl groups;
• where R.sub.14 is selected from the group consisting of hydrogen and (C.sub.1 -C.sub.18) alkyl groups;
• where NR.sub.15 R.sub.16 taken together form a ring structure selected from the group consisting of piperidinyl, morpholinyl, and piperazinyl;
• where R.sub.17 is selected from the group consisting of (C.sub.1 -C.sub.18) alkyl and aryl groups;
• in which aryl is phenyl or ##STR136## where R.sub.5 is hydrogen, lower alkoxy, hydroxy, chlorine, fluorine, bromine, iodine, lower monoalkylamino, lower dialkylamino, nitro, cyano, trifluoromethyl, or trifluoromethoxy;
• all geometric, optical, and stereoisomers thereof;
• or a pharmaceutically acceptable acid addition salt thereof.