Patent ID: 6187786
Filing Date: 2001-02-13
Classification: A61P,C07D

Abstract:
A compound of formula (I) ##STR23##a pharmaceutically acceptable acid addition salt or a stereochemically isomeric form thereof, whereinthe dotted line represents an optional bond;X is oxygen or sulfur;--A-- is a bivalent radical of formula--CH.dbd.CH-- (a-1), --CH.sub.2 --S-- (a-6), --CH.sub.2 --CH.sub.2 -- (a-2), --CH.sub.2 --CH.sub.2 --S-- (a-7), --CH.sub.2 --CH.sub.2 --CH.sub.2 -- (a-3), --CH.dbd.N-- (a-8), --CH.sub.2 --O-- (a-4), --N.dbd.N-- (a-9), or --CH.sub.2 --CH.sub.2 --O-- (a-5), --CO--NH-- (a-10);wherein optionally one hydrogen atom may be replaced by C.sub.1-4 alkyl or Ar.sup.1 ;R.sup.1 and R.sup.2 each independently are hydrogen, hydroxy, halo, cyano, C.sub.1-6 alkyl, trihalomethyl, trihalomethoxy, C.sub.2-6 alkenyl, C.sup.1-6 alkyloxy, hydroxy C.sub.1-6 alkyloxy, C.sub.1-6 alkyloxyC.sub.1-6 alkyloxy, C.sub.1-6 alkyloxycarbonyl, aminoC.sub.1-6 alkyloxy, mono- or di(C.sub.1-6 alkyl)aminoC.sub.1-6 alkyloxy, Ar.sup.2, Ar.sup.2 --C.sub.1-6 alkyl, Ar.sup.2 -oxy, Ar.sup.2 --C.sub.1-6 alkyloxy; orwhen on adjacent positions R.sup.1 and R.sup.2 taken together may form a bivalent radical of formula--O--CH.sub.2 --O-- (b-1), --O--CH.sub.2 --CH.sub.2 --O-- (b-2), --O--CH.dbd.CH-- (b-3), --O--CH.sub.2 --CH.sub.2 -- (b-4), --O--CH.sub.2 --CH.sub.2 --CH.sub.2 -- (b-5), or --CH.dbd.CH--CH.dbd.CH-- (b-6);R.sup.3 and R.sup.4 each independently are hydrogen, halo, cyano, C.sub.1-6 alkyl, C.sub.1-6 alkyloxy, Ar.sup.3 -oxy, C.sub.1-6 alkylthio, di(C.sub.1-6 alkyl)amino, trihalomethyl, trihalomethoxy, or when on adjacent positions R.sup.3 and R.sup.4 taken together may form a bivalent radical of formula--O--CH.sub.2 --O-- (c-1), --O--CH.sub.2 --CH.sub.2 --O-- (c-2), or --CH.dbd.CH--CH.dbd.CH-- (c-3);R.sup.5 is a radical of formula ##STR24##wherein R.sup.13 is hydrogen, halo, Ar.sup.4, C.sub.1-6 alkyl, hydroxyC.sub.1-6 alkyl, C.sub.1-6 alkyloxyC.sub.1-6 alkyl, C.sub.1-6 alkyloxy, C.sub.1-6 alkylthio, amino, C.sub.1-6 alkyloxycarbonyl, C.sub.1-6 alkylS(O)C.sub.1-6 alkyl or C.sub.1-6 alkylS(O).sub.2 C.sub.1-6 alkyl; R.sup.14 is hydrogen, C.sub.1-6 alkyl or di(C.sub.1-4 alkyl)aminosulfonyl;R.sup.6 is hydrogen, hydroxy, halo, C.sub.1-6 alkyl, cyano, haloC.sub.1-6 alkyl, hydroxyC-.sub.1-6 alkyl, cyanoC.sub.1-6 alkyl, aminoC.sub.1-6 alkyl, C.sub.1-6 alkyloxyC.sub.1-6 alkyl, C.sub.1-6 alkylthioC.sub.1-6 alkyl, aminocarbonyl-C.sub.1-6 alkyl, C.sub.1-6 alkyloxycarbonylC.sub.1-6 alkyl, C.sub.1-6 alkylcarbonylC.sub.1-6 alkyl, C.sub.1-6 alkyloxycarbonyl, mono- or di(C.sub.1-6 alkyl)aminoC.sub.1-6 alkyl, Ar.sup.5, Ar.sup.5 --C.sub.1-6 alkyloxyC.sub.1-6 alkyl; or a radical of formula--O--R.sup.7 (e-1), --S--R.sup.7 (e-2), or --N--R.sup.8 R.sup.9 (e-3);whereinR.sup.7 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl, Ar.sup.6, Ar.sup.6 --C.sub.1-6 alkyl, C.sub.1-6 alkyloxycarbonylC.sub.1-6 alkyl, or a radical of formula --Alk--OR.sup.10 or --Alk--NR.sup.11 R.sup.12 ;R.sup.8 is hydrogen, C.sub.1-6 alkyl, Ar.sup.7 or Ar.sup.7 --C.sub.1-6 alkyl;R.sup.9 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkyloxycarbonyl, C.sub.1-6 alkylaminocarbonyl, Ar.sup.8, Ar.sup.8 -C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl-C.sub.1-6 alkyl, Ar.sup.8 -carbonyl, Ar.sup.8 --C.sub.1-6 alkylcarbonyl, aminocarbonylcarbonyl, C.sub.1-6 alkyloxyC.sub.1-6 alkylcarbonyl, hydroxy, C.sub.1-6 alkyloxy, aminocarbonyl, di(C.sub.1-6 alkyl)aminoC.sub.1-6 alkylcarbonyl, amino, C.sub.1-6 alkylamino, C.sub.1-6 alkylcarbonylamino, or a radical or formula --Alk--OR.sup.10 or --Alk--NR.sup.11 R.sup.12 ;wherein Alk is C.sub.1-6 alkanediyl;R.sup.10 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl, hydroxyC.sub.1-6 alkyl, Ar.sup.9 or Ar.sup.9 --C.sub.1-6 alkyl;R.sup.11 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl, Ar.sup.10 or Ar.sup.10 --C.sub.1-6 alkyl;R.sup.12 is hydrogen, C.sub.1-6 alkyl, Ar.sup.11 or Ar.sup.11 -C.sub.1-6 alkyl; andAr.sup.1 to Ar.sup.11 are each independently selected from phenyl; or phenyl substituted with halo, C.sub.1-6 alkyl, C.sub.1-6 alkyloxy or trifluoromethyl.