Patent ID: 6051718
Filing Date: 2000-04-18
Classification: A61P,C07D

Abstract:
A compound having the formula ##STR24## a N-oxide form, a pharmaceutically acceptable acid or base addition salt or a stereochemically isomeric form thereof, wherein:R.sup.1 and R.sup.2 each independently are hydrogen; C.sub.1-6 alkyl; difluoromethyl; trifluoromethyl; C.sub.3-6 cycloalkyl; a saturated 5-, 6- or 7-membered heterocycle containing one or two heteroatoms selected from oxygen, sulfur or nitrogen; indanyl; 6,7-dihydro-5H-cyclopentapyridinyl; bicyclo[2.2.1]-2-heptenyl; bicyclo[2.2.1]heptanyl; C.sub.1-6 alkylsulfonyl; arylsulfonyl; or C.sub.1-10 alkyl substituted with one or two substituents each independently selected from aryl, pyridinyl, thienyl, furanyl, indanyl, 6,7-dihydro-5H-cyclopentapyridinyl, C.sub.3-7 cycloalkyl and a saturated 5-, 6- or 7-membered heterocycle containing one or two heteroatoms selected from oxygen, sulfur or nitrogen;R.sup.3 is hydrogen, halo or C.sub.1-6 alkyloxy;R.sup.4 is hydrogen; halo; C.sub.1-6 alkyl; trifluoromethyl; C.sub.3-6 cycloalkyl; carboxyl; C.sub.1-4 alkyloxycarbonyl; C.sub.3-6 cycloalkylaminocarbonyl; aryl; Het.sup.1 ; or C.sub.1-6 alkyl substituted with cyano, amino, hydroxy, C.sub.1-4 alkylcarbonylamino, aryl or Het.sup.1 ; orR.sup.4 is a radical of formula:--O--R.sup.7 (a- 1); or--NH--R.sup.8 (a- 2);wherein R.sup.7 is hydrogen; C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted with hydroxy, carboxyl, C.sub.1-4 alkyloxycarbonyl, amino, mono- or di(C.sub.1-4 alkyl)amino, Het.sup.1 or aryl;R.sup.8 is hydrogen; C.sub.1-6 alkyl; C.sub.1-4 alkylcarbonyl; C.sub.1-6 alkyl substituted with hydroxy, carboxyl, C.sub.1-4 alkyloxycarbonyl, amino, mono- or di(C.sub.1-4 alkyl)amino, Het.sup.1 or aryl;R.sup.5 is hydrogen, halo, hydroxy, C.sub.1-6 alkyl or C.sub.1-6 alkyloxy; orR.sup.4 and R.sup.5 taken together form a bivalent radical of formula:--(CH.sub.2).sub.n -- (b-1);--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 -- (b-2);--CH.sub.2 --CH.sub.2 --N(R.sup.9)--CH.sub.2 --CH.sub.2 -- (b-3); or--CH.sub.2 --CH.dbd.CH--CH.sub.2 -- (b-4);wherein n is 2, 3, 4 or 5;R.sup.9 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylsulfonyl or p-toluenesulfonyl;R.sup.6 is a hydrogen or C.sub.1-4 alkyl; orR.sup.4 and R.sup.6 taken together may form a bivalent radical of formula --(CH.sub.2).sub.m --;wherein m is 1, 2, 3 or 4;--A--B-- is a bivalent radical of formula:--CR.sup.10 .dbd.CR.sup.11 -- (c-1); or--CHR.sup.10 --CHR.sup.11 -- (c-2);wherein each R.sup.10 and R.sup.11 independently is hydrogen or C.sub.1-4 alkyl; andL is hydrogen; C.sub.1-6 alkyl; C.sub.1-6 alkylcarbonyl; C.sub.1-6 alkyloxycarbonyl; C.sub.1-6 alkyl substituted with one or two substituents selected from the group consisting of hydroxy, C.sub.1-4 alkyloxy, C.sub.1-4 alkyloxycarbonyl, mono- and di(C.sub.1-4 alkyl)amino, aryl and Het.sup.2 ; C.sub.3-6 alkenyl; C.sub.3-6 alkenyl substituted with aryl; piperidinyl; piperidinyl substituted with C.sub.1-4 alkyl or arylC.sub.1-4 alkyl; C.sub.1-6 alkylsulfonyl or arylsulfonyl;aryl is phenyl or phenyl substituted with one, two or three substituents selected from halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkyloxy, C.sub.3-6 cycloalkyl, trifluoromethyl, amino, nitro, carboxyl, C.sub.1-4 alkyloxycarbonyl and C.sub.1-4 alkylcarbonylamino;Het.sup.1 is pyridinyl; pyridinyl substituted with C.sub.1-4 alkyl; furanyl; furanyl substituted with C.sub.1-4 alkyl; thienyl; thienyl substituted with C.sub.1-4 alkylcarbonylamino; hydroxypyridinyl, hydroxypyridinyl substituted with C.sub.1-4 alkyl or C.sub.1-4 alkoxy-C.sub.1-4 alkyl; imidazolyl; imidazolyl substituted with C.sub.1-4 alkyl; thiazolyl; thiazolyl substituted with C.sub.1-4 alkyl; oxazolyl; oxazolyl substituted with C.sub.1-4 alkyl; isoquinolinyl; isoquinolinyl substituted with C.sub.1-4 alkyl; quinolinonyl, quinolinonyl substituted with C.sub.1-4 alkyl; morpholinyl; piperidinyl; piperidinyl substituted with C.sub.1-4 alkyl, C.sub.1-4 alkyloxycarbonyl or arylC.sub.1-4 alkyl; piperazinyl; piperazinyl substituted with C.sub.1-4 alkyl, C.sub.1-4 alkyloxycarbonyl or arylC.sub.1-4 alkyl; andHet.sup.2 is morpholinyl; piperidinyl; piperidinyl substituted with C.sub.1-4 alkyl or arylC.sub.1-4 alkyl; piperazinyl; piperazinyl substituted with C.sub.1-4 alkyl or arylC.sub.1-4 alkyl; pyridinyl; pyridinyl substituted with C.sub.1-4 alkyl; furanyl; furanyl substituted with C.sub.1-4 alkyl; thienyl or thienyl substituted with C.sub.1-4 alkyl or C.sub.1-4 alkylcarbonylamino.