Pyridyl- and/or pyridoyl-(piperid-4-yl) ureas and analogues ther

Details Pyridyl- and/or pyridoyl-(piperid-4-yl) ureas and analogues ther Pyridyl- and/or pyridoyl-(piperid-4-yl) ureas and analogues ther

1986-11-12

1989-02-21

Brust, Joseph Paul

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514252, 544238, 546193, 546194, 546213, 546214, A61K 31445, A61K 3150, C07D21172, C07D21389

Patent

active

048065528

ABSTRACT:
The invention concerns the preparation of compounds of formula ##STR1## and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula ##STR2## in which Q is O, S, --CR.sup.7 .dbd.CR.sup.8 --, --N.dbd.CR.sup.8 -- and --NM.dbd.N--; R.sup.4, R.sup.5 and R.sup.6 ; and R.sup.7 and R.sup.8 when present, each represent hydrogen or a substituent selected from lower alkyl, lower alkenyl, lower alkoxy, NO.sub.2, NH.sub.2, haloloweralkyl, hydroxyloweralkyl, aminoloweralkyl, substituted amino, halogen, loweralkoxycarbonyl, cyano, CONH.sub.2 and hydroxy; and additionally either R.sup.4 and R.sup.5 when adjacent or R.sup.6 and R.sup.8 when adjacent, together with the carbon atoms to which they are attached also represent a fused five or six membered carbocylic or heterocyclic ring optionally carrying one or more substituents as defined above; R is an optionally substituted aryl or heteroaryl radical or a cycloalkyl radical containing 5 to 7 carbon atoms; R.sup.1, R.sup.2, R.sup.3 and R.sup.9 are each hydrogen or a lower alkyl group; n is 0 or 1; X is .dbd.O, .dbd.S, or .dbd.NY; Y is --O-- or a direct bond and Z is -- CO-- or --CH.sub.2 --, with the proviso that when Ar is unsubstituted phenyl and R.sup.9 is hydrogen then v is --O--. The compounds of formula I exhibit psychotropic activity and are useful as antidepressants.

REFERENCES:
patent: 4073790 (1978-02-01), Archibald et al.
patent: 4177279 (1979-12-01), Archibald et al.
patent: 4199590 (1980-04-01), Ward
patent: 4209521 (1980-06-01), Archibald et al.
patent: 4235915 (1980-11-01), Archibald et al.
patent: 4281132 (1981-07-01), Ward
C.A. 78:159433a [1973], (abstract of) Japan Koka: 73-7110.
C.A. 88:22640c [1978], (abstract of) Japan Koka: 77-85174.

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