Patent ID: 6670368
Filing Date: 2003-12-30
Classification: A61P,C07D

Abstract:
A pyrimidine compound of the formula (I): whereinV is O or S; Q1 and Q2 are independently selected from phenyl, naphthyl, a 5- or 6-membered monocyclic heterocyclic moiety (linked via a ring carbon atom and having one to three heteroatoms independently selected from nitrogen, oxygen and sulphur); and a 9- or 10-membered bicyclic heterocyclic moiety (linked via a ring carbon atom and having one or two nitrogen heteroatoms and optionally having a further one or two heteroatoms selected from nitrogen, oxygen and sulphur); and Q1 is substituted on an available carbon atom which is not adjacent to the â€”NH-link with a substituent of the formula (Ia): â€ƒwherein: X is â€”CH2â€”, â€”Oâ€”, â€”NHâ€”, â€”NR1â€” or â€”Sâ€” [wherein Ry is C1-4alkyl, optionally substituted by one substituent selected from halo, amino, cyano, C1-4alkoxy or hydroxy]; Y1 is H, C1-4alkyl or as defined for Z; Y2 is H or C1-4alkyl; Z is RaOâ€”, RbRcNâ€”, RdSâ€”, ReRfNNRgâ€”, a nitrogen linked heteroaryl or a nitrogen linked heterocycle [wherein aid heterocycle is optionally substituted on a ring carbon or a ring nitrogen by C1-4alkyl or C1-4alkanoyl] wherein Ra, Rb, Rc, Rd, Re, Rf and Rg are independently selected from hydrogen, C1-4alkyl, C2-4alkenyl, C3-8cycloalkyl, and wherein said C1-4alkyl and C2-4alkenyl are optionally substituted by one or more phenyl; n is 1, 2 or 3; m is 1, 2 or 3; and Q1 and Q2 may optionally and independently bear on any available carbon atom up to four substituents independently selected from halo, hydroxy, thio, nitro, carboxy, cyano, C2-4alkenyl [optionally substituted by up to three halo substituents, or by one trifluoromethyl substituent], C2-4alkynyl, C1-5alkanoyl, C1-4alkoxycarbonyl, C1-6alkyl, hydroxy-C1-3alkyl, fluoro-C1-4alkyl, amino-C1-3alkyl, C1-4alkylamino-C1-3alkyl, N,N-di-(C1-4alkyl)amino-C1-3alkyl, cyano-C1-4alkyl, C2-4alkanoyloxy-C1-4-alkyl, C1-4alkoxy-C1-3alkyl, carboxy-C1-4alkyl, C1-4alkoxycarbonyl-C1-4alkyl, carbamoyl-C1-4alkyl, Nâ€”C1-4alkylcarbamoyl-C1-4alkyl, N,N-di-(C1-4alkyl)-carbamoyl-C1-4alkyl, pyrrolidin-1-yl-C1-3alkyl, piperidin-1-yl-C1-3alkyl, piperazin-1-yl-C1-3alkyl, morpholino-C1-3alkyl, thiomorpholino-C1-3alkyl, piperazin-1-yl, morpholino, thiomorpholino, C1-4alkoxy, cyano-C1-4alkoxy, carbamoyl-C1-4alkoxy, Nâ€”C1-4alkylcarbamoyl-C1-4alkoxy, N,N-di-(C1-4alkyl)-carbamoyl-C1-4alkoxy, 2-aminoethoxy, 2-C1-4alkylaminoethoxy, 2-N,N-di-(C1-4alkyl)aminoethoxy, C1-4alkoxycarbonyl-C1-4alkoxy, halo-C1-4alkoxy, 2-hydroxyethoxy, C2-4alkanoyloxy-C2-4alkoxy, 2-C1-4alkoxyethoxy, carboxy-C1-4alkoxy, C3-5alkenyloxy, C3-5alkynyloxy, C1-4alkylthio, C1-4alkylsulphinyl, C1-4alkysulphonyl, ureido (H2Nâ€”COâ€”NHâ€”), C1-4alkylNHâ€”COâ€”NHâ€”, N,N-di-(C1-4alkyl)Nâ€”COâ€”NHâ€”, C1-4alkylNHâ€”COâ€”N(C1-4alkyl)-, N,N-di-(C1-4alkyl)Nâ€”COâ€”N(C1-4alkyl)-, carbamoyl, Nâ€”(C1-4alkyl)carbamoyl, N,N-di-(C1-4alkyl)carbamoyl, amino, C1-4alkylamino, N,N-di-(C1-4alkyl)amino, C2-4alkanoylamino, and also independently, or in addition to, the above optional substituents, Q1 and Q2 may optionally and independently bear on any available carbon atom up to two further substituents independently selected from phenyl-C1-4alkyl, phenyl-C1-4alkoxy, phenyl, naphthyl, benzoyl 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-C1-4alkyl and phenyl-C1-4alkoxy substituents may optionally bear one or two substituents independently selected from halo, C1-4alkyl and C1-4alkoxy; and additionally Q2 may optionally bear on any available carbon atom one or more substituents of the formula (Ia) as defined above; or said compound in the form of a pharmaceutically acceptable salt thereof, or in the form of an in vivo hydrolysable ester formed on an available carboxyl or hydroxy group thereof.