Patent ID: 6169097
Filing Date: 2001-01-02
Classification: A61P,C07D

Abstract:
A compound of formula ##STR72## a N-oxide form, a pharmaceutically acceptable addition salt or a stereochemically isomeric form thereof, wherein n is 1; m is 1; p is 1; .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 alkyloxyC.sub.1-4 alkyl; hydroxyC.sub.1-4 alkyl; carboxyl; C.sub.1-4 alkyloxycarbonyl 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 alkylsulfonyl; di(Ar.sup.3)C.sub.1-6 alkylsulfonyl; --NR.sup.7 R.sup.8 ; C.sub.1-6 alkyl substituted with --NR.sup.7 R.sup.8 ; or a radical of formula ##STR73## wherein R.sup.7 is hydrogen; C.sub.1-6 alkyl; pyridinyl or Ar.sup.3 ; R.sup.8 is hydrogen; C.sub.1-6 alkyl; Ar.sup.3 C.sub.1-6 alkyl; di(Ar.sup.3)C.sub.1-6 alkyl; imidazolyl substituted with Ar.sup.3, C.sub.1-6 alkyl or Ar.sup.3 C.sub.1-6 alkyl; benzoxazolyl or benzothiazolyl; R.sup.9 is hydrogen; hydroxy; C.sub.1-6 alkyl; C.sub.1-6 alkyloxy; Ar.sup.3 ; Ar.sup.3 C.sub.1-6 alkyl; di(Ar.sup.3)C.sub.1-6 alkyl; amino; mono- or di(C.sub.1-6 alkyl)amino; imidazolyl; imidazolyl substituted with Ar.sup.3, C.sub.1-6 alkyl or Ar.sup.3 C.sub.1-6 alkyl; pyrrolidinyl; piperidinyl; homopiperidinyl; morpholinyl or thiomorpholinyl; R.sup.10 is hydrogen or C.sub.1-6 alkylcarbonyl; R.sup.11 is hydrogen; halo or mono-, di- or tri(halo)methyl; Y is Y.sup.1 or Y.sup.2, wherein Y.sup.1 is a covalent bond; C.sub.1-6 alkanediyl; --NR.sup.7 -- or --C.sub.1-6 alkanediyl-NR.sup.7 --; or Y.sup.2 is --O--, provided that R.sup.9 is other than hydroxy or C.sub.1-6 alkyloxy; R.sup.4 and R.sup.5 may also be taken together to form a bivalent radical of formula --O--CH.sub.2 --CH.sub.2 --O-- or --C(.dbd.O)--NR.sup.3 --CH.sub.2 --NR.sup.7 --; R.sup.6 is hydroxy; C.sub.1-6 alkyloxy; C.sub.1-6 alkyl or Ar.sup.3 C.sub.1-6 alkyl; Ar.sup.1 is phenyl; phenyl substituted with 1, 2 or 3 substituents each independently selected from halo, C.sub.1-4 alkyl, haloC.sub.1-4 alkyl, cyano, aminocarbonyl, C.sub.1-4 alkyloxy or haloC.sub.1-4 alkyloxy; Ar.sup.2 is naphtalenyl; phenyl; phenyl substituted with 1, 2 or 3 substituents each independently selected from hydroxy, halo, cyano, nitro, amino, mono- or di(C.sub.1-4 alkyl)amino, C.sub.1-4 alkyl, haloC.sub.1-4 alkyl, C.sub.1-4 alkyloxy, haloC.sub.1-4 alkyloxy, carboxyl, C.sub.1-4 alkyloxycarbonyl, aminocarbonyl and mono- or di(C.sub.1-4 alkyl)aminocarbonyl; Ar.sup.3 is phenyl or phenyl substituted with 1, 2 or 3 substituents selected from halo, hydroxy, amino, nitro, aminocarbonyl, C.sub.1-6 alkyl, haloC.sub.1-6 alkyl or C.sub.1-6 alkyloxy; and Het is a monocyclic heterocycle selected from pyrrolyl, pyrazolyl, imidazolyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl and pyridazinyl; or a bicyclic heterocycle selected from quinolinyl, quinoxalinyl, indolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, benzofuranyl and benzothienyl; each monocyclic and bicyclic heterocycle may optionally be substituted on a carbon atom by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl or mono-, di- or tri(halo)methyl.