Patent ID: 6169091
Filing Date: 2001-01-02
Classification: A61P,C07D

Abstract:
A compound of formula (A): ##STR19## or a pharmaceutically acceptable salt thereof, wherein X is N; Y is a group W(CH.sub.2), (CH.sub.2)W, or W, in which W is O, S(O).sub.m, or NR.sup.a wherein m is 0,1, or 2 and R.sup.a is hydrogen or a C.sub.1-8 alkyl group; ##STR20## each R.sup.1 independently represents a 5- or 6-membered heterocyclic ring containing 1 to 4 heteroatoms selected from N, O or S(O).sub.m, wherein m is as defined above, with the proviso that the ring does not contain two adjacent O or S(O).sub.m atoms, optionally substituted by one or more groups independently selected from hydroxy, halogen, trifluoromethyl, trifluoromethoxy, nitro, amino, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkyl carbonyl, formyl, carboxy, C.sub.1-4 alkoxy carbonyl, carboxamide, C.sub.1-4 alkylamino carbonyl, (C.sub.1-4 alkyl)amino, di-(C.sub.1-4 alkyl)amino; or each R.sup.1 is independently selected from the group consisting of amino, hydrogen, halogen, hydroxy, nitro, formyl, carboxy, trifluoromethyl, trifluoromethoxy, carbamoyl, ureido, C.sub.1-8 alkyl, C.sub.1-8 alkoxy, C.sub.3-8 cycloalkoxyl, C.sub.4-8 alkylcycloalkoxy, C.sub.1-8 alkoxycarbonyl, N-C.sub.1-4 alkylcarbamoyl, N,N-di-(C.sub.1-4 alkyl)carbamoyl, hydroxyamino, C.sub.1-4 alkoxyamino, C.sub.2-4 alkanoyloxyamino, C.sub.1-4 alkylamino, di(C.sub.1-4 alkyl)amino, pyrrolidin-1-yl, piperidino, morpholino, thiomorpholino, thiomorpholino-1,1-dioxide, piperazin-1-yl, 4-C.sub.1-4 alkylpiperazin-1-yl, C.sub.1-8 alkylthio, arylthio, C.sub.1-4 alkylsulphinyl, arylsulphinyl, C.sub.1-4 alkylsulphonyl, arylsulphonyl, halogeno-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkyl, C.sub.2-4 alkanoyloxy-C.sub.1-4 alkyl, C.sub.1-4 alkoxy-C.sub.1-4 alkyl, carboxy-C.sub.1-4 alkyl, C.sub.1-4 alkoxycarbonyl-C.sub.1-4 -alkyl, amino-C.sub.1-4 alkyl, C.sub.1-4 alkylamino-C.sub.1-4 alkyl, di-(C.sub.1-4 alkyl)amino-C.sub.1-4 alkyl, (di-C.sub.1-4 alkyl)amino-C.sub.1-4 alkylene-(C.sub.1-4 alkyl)amino, C.sub.1-4 alkylamino-C.sub.1-4 alkylene-(C.sub.1-4 alkyl)amino, hydroxy-C.sub.1-4 alkylene-(C.sub.1-4 alkyl)amino, piperidino-C.sub.1-4 alkyl, morpholino-C.sub.1-4 alkyl, thiomorpholino-C.sub.1-4 alkyl, thiomorpholino-1,1-dioxide-C.sub.1-4 alkyl, piperazin-1-yl-C.sub.1-4 alkyl, C.sub.1-4 alkylthio-C.sub.1-4 alkyl, phenoxy-C.sub.1-4 alkyl, anilino-C.sub.1-4 alkyl, phenylthio-C.sub.1-4 alkyl, cyano-C.sub.1-4 alkyl, halogeno-C.sub.2-4 alkoxy, hydroxy-C.sub.2-4 alkoxy, C.sub.2-4 alkanoyloxy-C.sub.2-4 alkoxy, C.sub.1-4 alkoxy-C.sub.2-4 alkoxy, carbamoyl-C.sub.1-4 alkoxy, amino-C.sub.2-4 alkoxy, C.sub.1-4 alkylamino-C.sub.2-4 alkoxy, di-(C.sub.1-4 alkyl)amino-C.sub.2-4 alkoxy, phenyl-C.sub.1-4 alkoxy, phenoxy-C.sub.2-4 alkoxy, anilino-C.sub.2-4 alkoxy, phenylthio-C.sub.2-4 alkoxy, piperidino-C.sub.2-4 alkoxy, morpholino-C.sub.2-4 alkoxy, thiomorpholino-C.sub.2-4 alkoxy, thiomorpholino-1,1-dioxide-C.sub.2-4 alkoxy, piperazin-1-yl-C.sub.2-4 alkoxy, halogeno-C.sub.2-4 alkylamino, hydroxy-C.sub.2-4 alkylamino, C.sub.2-4 alkanoyloxy-C.sub.2-4 alkylamino, C.sub.1-4 alkoxy-C.sub.2-4 alkylamino, phenyl-C.sub.1-4 alkylamino, phenoxy-C.sub.2-4 alkylamino, anilino-C.sub.2-4 alkylamino, phenylthio-C.sub.2-4 alkylamino, C.sub.2-4 alkanoylamino, C.sub.1-4 alkoxycarbonylamino, C.sub.1-4 alkylsulphonylamino, benzamido, benzenesulphonamido, 3-phenylureido, 2-oxopyrrolidin-1-yl, 2,5-dioxopyrrolidin-1-yl, halogeno-C.sub.2-4 alkanoylamino, hydroxy-C.sub.2-4 alkanoylamino, C.sub.1-4 alkoxy-C.sub.2-4 alkanoylamino, and carboxy-C.sub.2-4 alkanoylamino, and wherein said benzamido or benzenesulphonamido substituent or any anilino, phenoxy or phenyl group on a R.sup.1 substituent may optionally bear one or two halogeno, C.sub.1-4 alkyl or C.sub.1-4 alkoxy substituents; and 1 is 0 to 3; or when 1 is 2 or 3, two adjacent R.sup.1 groups together form an optionally substituted methylenedioxy or ethylenedioxy group; R.sup.2 is selected from the group consisting of; hydrogen, halogen, trifluoromethyl, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; R.sup.3 is selected from the group consisting of benzyl, phenyl, pyridyl, pyridylmethyl, pyridyloxy, pyridylmethoxy, thienylmethoxy, dioxolanylmethoxy, cyclohexylmethoxy, phenoxy, phenylthio, benzyloxy, halo-, dihalo- and trihalobenzyloxy, C.sub.1-4 alkoxybenzyloxy, phenyloxalyl or phenylsulphonyl; each R.sup.5 is independently selected from the group consisting of; hydrogen, hydroxy, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylamino, di-[C.sub.1-4 alkyl]amino, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkylcarbamoyl, di[C.sub.1-4 alkyl] carbamoyl, carbamyl, C.sub.1-4 alkoxycarbonyl, cyano, nitro and trifluoromethyl, and n is 1,2 or 3.