1-(1,2-Disubstituted piperidinyl)-4-substituted piperidine derivatives

US6169097A · kind A · utility

Assignee

• Janssen Pharmaceutica NA · BE

Inventors

• Frans Eduard Janssens · Bonheiden, BE
• François Maria Sommen · Wortel, BE
• Dominique Louis Nestor Ghislain Surleraux · Braine-le-Comte, BE
• Yves Emiel Maria Van Roosbroeck · Heist-op-den-Berg, BE

Key dates

• Filing date: Jun 22, 1998
• Grant date: Jan 2, 2001
• Expiry date: Jun 22, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D491/10
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention concerns compounds of formula ##STR1## the N-oxide forms, the pharmaceutically acceptable addition salts and stereochemically isomeric forms thereof, wherein n is 0, 1 or 2; m is 1 or 2, provided that if m is 2, then n is 1; p is 0, 1 or 2; .dbd.Q is .dbd.O or .dbd.NR.sup.3 ; X is a covalent bond or a bivalent radical of formula --O--, --S--, --NR.sup.3 --; R.sup.1 is Ar.sup.1 ; Ar.sup.1 C.sub.1-6 alkyl or di(Ar.sup.1)C.sub.1-6 alkyl, wherein each C.sub.1-6 alkyl group is optionally substituted with hydroxy, C.sub.1-4 alkyloxy, oxo or a ketalized oxo substituent of formula --O--CH.sub.2 --CH.sub.2 --O-- or --O--CH.sub.2 --CH.sub.2 --CH.sub.2 --O--; R.sup.2 is Ar.sup.2 ; Ar.sup.2 C.sub.1-6 alkyl; Het or HetC.sub.1-6 alkyl; R.sup.3 is hydrogen or C.sub.1-6 alkyl; R.sup.4 is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 aklyloxyC.sub.1-4 alkyl; hydroxyC.sub.1-4 alkyl; carboxyl; C.sub.1-4 aklyloxycarbonyl or Ar.sup.3 ; R.sup.5 is hydrogen; hydroxy; Ar.sup.3 ; Ar.sup.3 C.sub.1-6 alkyloxy; di(Ar.sup.3)C.sub.1-6 alkyloxy; Ar.sup.3 C.sub.1-6 alkylthio; di(Ar.sup.3)C.sub.1-6 alkylthio; Ar.sup.3 C.sub.1-6 alkylsulfoxy; di(Ar.sup.3)C.sub.1-6 alkylsulfoxy; Ar.sup.3 C.sub.1-6 alkyl…