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  Bicyclic heterocylces, pharmaceutical compositions containing these compounds, their use and processes for preparing themRelated Patent Categories: Drug, Bio-affecting And Body Treating Compositions, Designated Organic Active Ingredient Containing (doai), Heterocyclic Carbon Compounds Containing A Hetero Ring Having Chalcogen (i.e., O,s,se Or Te) Or Nitrogen As The Only Ring Hetero Atoms Doai, Hetero Ring Contains Seven Members Including Nitrogen, Carbon And Chalcogen, Additional Nitrogen Containing Hetero Ring Attached Directly Or Indirectly To The Seven-membered Hetero Ring By Nonionic BondingThe Patent Description & Claims data below is from USPTO Patent Application 20070185081. Brief Patent Description - Full Patent Description - Patent Application Claims
[0001] The present invention relates to bicyclic heterocycles of general formula the tautomers, the stereoisomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids, which have valuable pharmacological properties, particularly an inhibitory effect on signal transduction mediated by tyrosine kinases, the use thereof for treating diseases, particularly tumoral diseases and benign prostatic hyperplasia (BPH), diseases of the lungs and respiratory tract, and the preparation thereof. [0002] In the above general formula I [0003] R.sup.a denotes a hydrogen atom or a C.sub.1-4-alkyl group, [0004] R.sup.b denotes a phenyl, benzyl or 1-phenylethyl group, wherein the phenyl nucleus in each case is substituted by the groups R.sup.1 to R.sup.3, while [0005] R.sup.1 and R.sup.2, which may be identical or different, in each case denote a hydrogen, fluorine, chlorine, bromine or iodine atom, [0006] a C.sub.1-4-alkyl, hydroxy, C.sub.1-4-alkoxy, C.sub.2-3-alkenyl or C.sub.2-3-alkynyl group, [0007] an aryl, aryloxy, arylmethyl or arylmethoxy group, [0008] a heteroaryl, heteroaryloxy, heteroarylmethyl or heteroarylmethoxy group, [0009] a methyl or methoxy group substituted by 1 to 3 fluorine atoms or [0010] a cyano, nitro or amino group, and [0011] R.sup.3 denotes a hydrogen, fluorine, chlorine or bromine atom, [0012] a methyl or trifluoromethyl group, [0013] R.sup.c denotes a hydrogen atom or a fluorine, chlorine or bromine atom, [0014] a hydroxy or C.sub.1-4-alkyloxy group, [0015] a methoxy group substituted by 1 to 3 fluorine atoms, [0016] an ethyloxy group substituted by 1 to 5 fluorine atoms, [0017] a C.sub.2-4-alkyloxy group which is substituted by a group R.sup.4, while [0018] R.sup.4 denotes a hydroxy, C.sub.1-3-alkyloxy, C.sub.3-6-cycloalkyloxy, C.sub.3-6-cycloalkyl-C.sub.1-3-alkyloxy, amino, C.sub.1-3-alkylamino, di-(C.sub.1-3-alkyl)amino, bis-(2-C.sub.1-3-alkyloxy-ethyl)-amino, bis-(3-C.sub.1-3-alkyloxy-propyl)-amino, pyrrolidin-1-yl, piperidin-1-yl, homopiperidin-1-yl, morpholin-4-yl, homomorpholin-4-yl, piperazin-1-yl, 4-(C.sub.1-3-alkyl)-piperazin-1-yl, homopiperazin-1-yl or 4-(C.sub.1-3-alkyl)-homopiperazin-1-yl group, [0019] a C.sub.3-7-cycloalkyloxy or C.sub.3-7-cycloalkyl-C.sub.1-4-alkyloxy group, [0020] a tetrahydrofuran-3-yloxy, tetrahydropyran-3-yloxy or tetrahydropyran-4-yloxy group, [0021] a tetrahydrofuranyl-C.sub.1-4-alkyloxy or tetrahydropyranyl-C.sub.1-4-alkyloxy group, [0022] a pyrrolidin-3-yloxy, piperidin-3-yloxy or piperidin-4-yloxy group, [0023] a 1-(C.sub.1-3-alkyl)-pyrrolidin-3-yloxy, 1-(C.sub.1-3-alkyl)-piperidin-3-yloxy or 1-(C.sub.1-3-alkyl)-piperidin-4-yloxy group, [0024] a C.sub.1-4-alkoxy group which is substituted by a pyrrolidinyl, piperidinyl or homopiperidinyl group substituted in the 1 position by the group R.sup.5, where [0025] R.sup.5 denotes a hydrogen atom or a C.sub.1-3-alkyl group, [0026] or a C.sub.1-4-alkoxy group which is substituted by a morpholinyl or homomorpholinyl group substituted in the 4 position by the group R.sup.5, where R.sup.5 is as hereinbefore defined, [0027] R.sup.e and R.sup.d, which may be identical or different, in each case denote a hydrogen atom or a C.sub.1-3-alkyl group and [0028] X denotes a methyne group substituted by a cyano group or a nitrogen atom, [0029] while by the aryl groups mentioned in the definition of the above groups is meant in each case a phenyl group which is mono- or disubstituted by R.sup.6, while the substituents may be identical or different and [0030] R.sup.6 denotes a hydrogen atom, a fluorine, chlorine, bromine or iodine atom or a C.sub.1-3-alkyl, hydroxy, C.sub.1-3-alkyloxy, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy or cyano group, [0031] by the heteroaryl groups mentioned in the definition of the above groups is meant a pyridinyl, pyridazinyl, pyrimidinyl or pyrazinyl group, while the above-mentioned heteroaryl groups are mono- or disubstituted in each case by the group R.sup.6, while the substituents may be identical or different and R.sup.6 is as hereinbefore defined, and [0032] unless otherwise stated, the above-mentioned alkyl groups may be straight-chain or branched. [0033] Preferred compounds of the above general formula I are those wherein [0034] R.sup.a denotes a hydrogen atom, [0035] R.sup.b denotes a phenyl group substituted by the groups R.sup.1 to R.sup.3, while [0036] R.sup.1 denotes a hydrogen, fluorine, chlorine or bromine atom, [0037] a methyl, trifluoromethyl or ethynyl group, [0038] a phenyloxy or phenylmethoxy group, while the phenyl moiety of the above-mentioned groups is optionally substituted by a fluorine or chlorine atom, or [0039] a pyridinyloxy or pyridinylmethoxy group, while the pyridinyl moiety of the above-mentioned groups is optionally substituted by a methyl or trifluoromethyl group, [0040] R.sup.2 denotes a hydrogen, fluorine or chlorine atom and [0041] R.sup.3 denotes a hydrogen atom, Continue reading... 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