Patent ID: 6657064
Filing Date: 2003-12-02
Classification: A61P,C07D,C07F,C40B

Abstract:
A bicyclic imidazo-5-yl-amine of formula I whereinR1 denotes C(CH3)3; (CH2)6CN; optionally substituted phenyl; C4-C8-cycloalkyl; CH2CH2R (R=4-morpholino); 1,1,3,3-tetramethylbutyl; or CH2Ra, wherein Ra represents hydrogen, branched or unbranched C1-C8-alkyl, optionally substituted phenyl, CO(ORâ€²) (where Râ€²=branched or unbranched C1-C8-alkyl), PO(ORâ€³)2 (where Râ€³=branched or unbranched C1-C4-alkyl) or Si(RxRyRz) (where Rx, Ry and Rz in each case independently of one another are branched or unbranched C1-C8-alkyl, C4-C8-cycloalkyl or phenyl), R2 denotes hydrogen; CORb, wherein Rb represents hydrogen, branched or unbranched C1-C8-alkyl, C3-C8-cycloalkyl, CH2CH2CO(ORâ€²) (where Râ€²=branched or unbranched C1-C8-alkyl), adamantyl, optionally substituted phenyl, optionally substituted 1-naphthyl, 2-naphthyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, thiazolyl or furoyl; CH2Rc, wherein Rc represents hydrogen, branched or unbranched C1-C8-alkyl or optionally substituted phenyl; CH2CH2Rd, wherein Rd represents optionally substituted phenyl; or CONHRe, wherein Re represents phenyl, R3 denotes branched or unbranched C1-C8-alkyl, C3-C8-cycloalkyl, optionally substituted phenyl, optionally substituted 1-naphthyl, 2-naphthyl, quinoline, anthracene, phenanthrene, benzothiophene, benzofurfuryl, optionally substituted pyrrole, 2-pyridyl, 3-pyridyl, 4-pyridyl, optionally substituted furfuryl or optionally substituted thiophene, X denotes S, and Y is N or CR6, R4, R5 and R6 independently of one another denote hydrogen; branched or unbranched C1-C8-alkyl; fluorine; chlorine; bromine; CF3; CN; NO2; NHRf, wherein Rf represents hydrogen, branched or unbranched C1-C8-alkyl or optionally substituted phenyl; SRg, wherein Rg represents hydrogen, branched or unbranched C1-C8-alkyl, phenyl, pyridine, benzyl or fluorenyl; ORh, wherein Rh represents branched or unbranched C1-C8-alkyl, optionally substituted phenyl or CO(ORâ€²) (Râ€²=branched or unbranched C1-C8-alkyl); CO(ORâ€²) or CH2CO(ORâ€²), wherein Râ€² in each case has the abovementioned meaning or in the case of the group CH2CO(ORâ€²) also denotes hydrogen, or an optionally substituted phenyl group, wherein optionally substituted phenyl, optionally substituted 1-naphthyl, optionally substituted pyrrole, optionally substituted furfuryl, optionally substituted thiophene, and optionally substituted alkyl is optionally substituted by one or more substituents selected from the group consisting of a halogen atom, cyano group, nitro group, carboxyl group, hydroxyl group, C1-C4 alkylamido group, C1-C4 alkylamino group, pyrrolidino group, branched or unbranched C1-C6 alkyl group, C1-C4 alkyl group substituted with one or more halogen atoms, C1-C4 alkoxy group, C1-C4 alkoxy group substituted with one or more halogen atoms, and halogen substituted phenoxy group, or a pharmaceutically acceptable salt thereof, excluding compounds in which simultaneously R1 denotes C(CH3)3, R2 denotes hydrogen, R3 denotes unsubstituted phenyl, X denotes S, and Y denotes N or CR6, where R6=hydrogen or CH2â€”CO2-ethyl, or simultaneously R1 denotes C(CH3)3, R2 denotes hydrogen, R3 denotes unsubstituted phenyl, Y denotes NH, and X denotes N or CR5, where R5=CO2ethyl.