Patent ID: 6300330
Filing Date: 2001-10-09
Classification: A61K,A61P,C07D

Abstract:
A compound of formula (I)A--B--X.sup.1 --T.sup.1 (R.sup.2)--L.sup.1 --T.sup.2 (R.sup.3)--X.sup.2 --Q (I)wherein:A is 5- or 6-membered monocyclic aromatic ring containing 1, 2 or 3 ring heteroatoms selected from nitrogen;B is a phenylene ring optionally substituted by one or two substituents selected from halo, trifluoromethyl, trifluoromethoxy, cyano, nitro, C.sub.1-4 alkyl, C.sub.2-4 alkenyl and C.sub.2-4 alkynyl,from the substituent --(CH.sub.2).sub.n Y.sup.1 wherein n is 0-4 and Y.sup.1 is selected from hydroxy, amino, carboxy, C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, C.sub.1-4 alkylamino, di-C.sub.1-4 alkylamino, pyrrolidin-1-yl, piperidino, morpholino, thiomorpholino, 1-oxothiomorpholino, 1,1-dioxothiomorpholino, piperazin-1-yl, 4-C.sub.1-4 alkylpiperazin-1-yl, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, C.sub.2-4 alkanoylamino, benzamido, C.sub.1-4 alkylsulphonamido and phenylsulphonamido,from the substituent --(CH.sub.2).sub.n Y.sup.2 wherein n is 0-4 and Y.sup.2 is selected from carboxy, carbamoyl, C.sub.1-4 alkoxycarbonyl, N--C.sub.1-4 alkylcarbamoyl, N,N-di-C.sub.1-4 alkylcarbamoyl, pyrrolidin-1-ylcarbonyl, piperidinocarbonyl, morpholinocarbonyl, thiomorpholinocarbonyl, 1-oxothiomorpholinocarbonyl, 1,1-dioxothiomorpholinocarbonyl, piperazin-1-ylcarbonyl, 4-C.sub.1-4 alkylpiperazin-1-ylcarbonyl, C.sub.1-4 alkylsulphonamidocarbonyl, phenylsulphonamidocarbonyl and bennylsulphonamidocarbonyl,from a substituent of the formula --X.sup.3 --L.sup.2 --Y.sup.2 wherein X.sup.3 is a group of the formula CON(R.sup.5), CON(L.sup.2 --Y.sup.2), C(R.sup.5).sub.2 O, O, N(R.sup.5) or N(L.sup.2 --Y.sup.2), L.sup.2 is C.sub.1-4 alkylene, Y.sup.2 has any of the meanings defined immediately hereinbefore and each R.sup.5 is independently hydrogen or C.sub.1-4 alkyl, andfrom a substituent of the formula --X.sup.3 --L.sup.3 --Y.sup.1 wherein X.sup.3 is a group of the formula CON(R.sup.5), CON(L.sup.3 --Y.sup.1), C(R.sup.5).sub.2 O, O, N(R.sup.5) or N(L.sup.3 --Y.sup.1), L.sup.3 is C.sub.2-4 alkylene, Y.sup.1 has any of the meanings defined immediately hereinbefore and each R.sup.5 is independently hydrogen or C.sub.1-4 alkyl,and wherein any heterocyclic group in a substituent of B optionally bears 1 or 2 substituents selected from carboxy, carbamoyl, C.sub.1-4 alkyl, C.sub.1-4 alkoxycarbonyl, N--C.sub.1-4 alkylcarbamoyl and N,N-di-C.sub.1-4 alkylcarbamoyl,and wherein any phenyl group in a substituent of B optionally bears 1 or 2 substituents selected from halo, trifluoromethyl, cyano, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy and C.sub.2-4 alkynyloxy;T.sup.1 and T.sup.2 are N, L.sup.1 is ethylene, and R.sup.2 and R.sup.3 are joined to form an ethylene such that R.sup.2 and R.sup.3, together with T.sup.1 and T.sup.2 and L.sup.1, form a piperazine ring;X.sup.1 is SO, SO.sub.2, C(R.sup.4).sub.2 or CO, wherein each R.sup.4 is independently hydrogen or C.sub.1-4 alkyl;X.sup.2 S(O).sub.y wherein y is one or two, C(R.sup.5).sub.2 or CO; and each R.sup.5 is hydrogen or C.sub.1-4 alkyl;Q is phenyl, naphthyl, phenylC.sub.1-4 alkyl, phenylC.sub.2-4 alkenyl, phenylC.sub.2-4 alkynyl or a heterocyclic moiety containing up to 4 heteroatoms selected from nitrogen, oxygen and sulphurand Q is optionally substituted by one, two or three substituents selected from halo, trifluromethyl, trifluoromethoxy, cyano, hydroxy, amino, nitro, trifluoromethylsulphonyl, carboxy, carbamoyl, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, C.sub.1-4 alkylamino, di-C.sub.1-4 alkylamino, C.sub.1-4 alkoxycarbonyl, N--C.sub.1-4 alkylcarbamoyl, N,N-di-C.sub.1-4 alkylcarbamoyl, C.sub.2-4 alkanoyl, C.sub.2-4 alkanoylamino, hydroxyC.sub.1-4 alkyl, C.sub.1-4 alkoxyC.sub.1-4 alkyl, carboxyC.sub.1-4 alkyl, C.sub.1-4 alkoxycarbonylC.sub.1-4 alkyl, carbamoylC.sub.1-4 alkyl, N--C.sub.1-4 alkylcarbamoylC.sub.1-4 alkyl, N,N-di-C.sub.1-4 alkylcarbamoylC.sub.1-4 alkyl, phenyl, heteroaryl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, benzyl, benzoyl, heteroaryloxy, heteroarylthio, heteroarylsulphinyl and heteroarylsulphonyl,and wherein said heteroaryl substituent or the heteroaryl group in a heteroaryl-containing substituent is a 5- or 6-membered monocyclic heteroaryl ring containing up to 3 heteroatoms selected from nitrogen, oxygen and sulphur,and wherein said phenyl, heteroaryl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl, heteroaryloxy, heteroarylthio, heteroarylsulphinyl, heteroarylsulphonyl, benzyl or benzoyl substituent optionally bears 1, 2 or 3 substituents selected from halo, trifluoromethyl, cyano, hydroxy, amino, nitro, carboxy, carbamoyl, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylamino, di-C.sub.1-4 alkylamino, C.sub.1-4 alkoxycarbonyl, N--C.sub.1-4 alkylcarbamoyl, N,N-di-C.sub.1-4 alkylcarbamoyl and C.sub.2-4 alkanoylamino;or pharmaceutically acceptable salt thereof.