Patent ID: 6632820
Filing Date: 2003-10-14
Classification: A61P,C07D

Abstract:
A pyrimidine compound of the formula (I) whereinR1 is selected from (1-6C)alkyl [substituted by one or two substituents independently selected from halo, amino, (1-4C)alkylamino, di-[(1-4C)alkyl]amino, hydroxy, cyano, (1-4C)alkoxy, (1-4C)alkoxycarbonyl, carbamoyl, â€”NHCO(1-4C)alkyl, trifluoromethyl, phenylthio, phenoxy, pyridyl, morpholino], benzyl, 2-phenylethyl, (3-5C)alkenyl [optionally substituted by up to three halo substituents, or by one trifluoromethyl substituent, or one phenyl substituent], N-phthalimido-(1-4C)alkyl, (3-5C)alkynyl [optionally substituted by one phenyl substituent] and (3-6C)cycloalkyl-(1-6C)alkyl; wherein any phenyl or benzyl group in R1 is optionally substituted by up to three substituents independently selected from halogeno, hydroxy, nitro, amino, (1-3C)alkylamino, di-[(1-3C)alkyl]amino, cyano, trifluoromethyl, (1-3C)alkyl [optionally substituted by 1 or 2 substituents independently selected from halogeno, cyano, amino, (1-3C)alkylamino, di-[(1-3C)alkyl]amino, hydroxy and trifluoromethyl], (3-5C)alkenyl [optionally substituted by up to three halo substituents, or by one trifluoromethyl substituent], (3-5C)alkynyl, (1-3C)alkoxy, â€”SH, â€”S-(1-3C)alkyl, carboxy, (1-3C)alkoxycarbonyl; Q1 and Q2 are independently selected from phenyl, naphthyl, indanyl and 1,2,3,4-tetrahydronaphthyl; and one or both of Q1 and Q2 bears on any available carbon atom bne substituent of the formula (Ia) and Q2 may optionally bear on any available carbon atom further substituents of the formula (Ia) â€ƒ[provided that when present in Q1 the substituent of formula (Ia) is not adjacent to the â€”NHâ€” link]; wherein X is CH2, O, S, NH or NRx [wherein Rx is (1-4C)alkyl, optionally substituted by one substituent selected from halo, amino, cyano, (1-4C)alkoxy or hydroxy]; Y is H or as defined for Z; Z is OH, SH, NH2, (1-4C)alkoxy, (1-4C)alkylthio, â€”NH(1-4C)alkyl, â€”N[(1-4C)alkyl]2, â€”NH-(3-8C)cycloalkyl, pyrrolidin-1-yl, piperidin-1-yl, piperazin-1-yl [optionally substituted in the 4-position by (1-4C)alkyl or (1-4C)alkanoyl], morpholino or thiomorpholino; nis 1, 2 or 3; m is 1, 2 or 3; and Q1 and Q2 may each optionally and independently bear on any available carbon atom up to four substituents independently selected from halogeno, hydroxy, thio, nitro, carboxy, cyano, (2-4C)alkenyl [optionally substituted by up to three halo substituents, or by one trifluoromethyl substituent], (2-4C)alkynyl, (1-5C)alkanoyl, (1-4C)alkoxycarbonyl, (1-6C)alkyl, hydroxy-(1-6C)alkyl, fluoro-(1-4C)alkyl, amino-(1-3C)alkyl, (1-4C)alkylamino-(1-3C)alkyl, di-[(1-4C)alkyl]amino-(1-3C)alkyl, cyano-(1-4C)alkyl, 2-4C)alkanoyloxy-(1-4C)-alkyl, (1-4C)alkoxy-(1-3C)alkyl, carboxy-(1-4C)alkyl, (1-4C)alkoxycarbonyl-(1-4C)alkyl, carbamoyl-(1-4C)alkyl, N-(1-4C)alkylcarbamoyl-(1-4C)alkyl, N,N-di-[(1-4C)alkyl]-carbamoyl-(1-4C)alkyl, pyrrolidin-1-yl-(1-3C)alkyl, piperidin-1-yl-(1-3C)alkyl, piperazin-1-yl-(1-3C)alkyl, morpholino-(1-3C)alkyl, thiomorpholino-(1-3C)alkyl, piperazin-1-yl, morpholino, thiomorpholino, (1-4C)alkoxy, cyano-(1-4C)alkoxy, carbamoyl-(1-4C)alkoxy, N-(1-4C)alkylcarbamoyl-(1-4C)alkoxy, N,N-di-[(1-4C)alkyl]-carbamoyl-(1-4C)alkoxy, 2-aminoethoxy, 2-(1-4C)alkylaminoethoxy, 2-di-[(1-4C)alkyl]aminoethoxy, (1-4C)alkoxycarbonyl-(1-4C)alkoxy, halogeno-(1-4C)alkoxy, 2-hydroxyethoxy, (2-4C)alkanoyloxy-(2-4C)alkoxy, 2-(1-4C)alkoxyethoxy, carboxy-(1-4C)alkoxy, (3-5C)alkenyloxy, (3-5C)alkynyloxy, (1-4C)alkylthio, (1-4C)alkylsulphinyl, (1-4C)alkylsulphonyl, hydroxy-(2-4C)alkylthio, hydroxy-(2-4C)alkylsulphinyl, hydroxy-(2-4C)alkylsulphonyl, ureido (H2Nâ€”COâ€”NHâ€”), (1-4C)alkylNHâ€”COâ€”NHâ€”, di-[(1-4C)alkyl]Nâ€”COâ€”NHâ€”, (1-4C)alkylNHâ€”COâ€”N[(1-4C)alkyl]-, di-[(1-4C)alkyl]Nâ€”COâ€”N[(1-4C)alkyl]-, carbamoyl, N-[(1-4C)alkyl]carbamoyl, N,N-di-[(1-4C)alkyl]carbamoyl, amino, (1-4C)alkylamino, di-[(1-4C)alkyl]amino, (2-4C)alkanoylamino, and also independently, or in addition to, the above optional substituents, Q1 and/or Q2 may optionally bear on any available carbon atom up to two further substituents independently selected from (3-8C)cycloalkyl, phenyl-(1-4C)alkyl, phenyl-(1-4C)alkoxy, phenylthio, phenyl, naphthyl, benzoyl, phenoxy, benzimidazol-2-yl and a 5- or 6-membered aromatic heterocycle (linked via a ring carbon atom and having one to three heteroatoms independently selected from oxygen, sulphur and nitrogen); wherein said naphthyl, phenyl, benzoyl, 5- or 6-membered aromatic heterocyclic substituents and the phenyl group in said phenyl-(1-4C)alkyl, phenylthio, phenoxy and phenyl-(1-4C)alkoxy substituents may optionally bear up to five substituents independently selected from halogeno, (1-4C)alkyl and (1-4C)alkoxy; or a pharmaceutically-acceptable salt or in-vivo-hydrolysable ester thereof.