| abstract |
Disubstituted bicyclic heterocycles of the general formula (I): Ra-Het-B-Ar-EEn which B means an ethylene group, optionally substituted with one or two C1-3 alkyl groups, a methylene group of the ethylene group may be replaced, which is linked to the radical Het or Ar, by an oxygen or sulfur atom, by a sulfinyl, sulfonyl, carbonyl or -NR1 group, R1 representing a hydrogen atom or a C1-6 alkyl group, or B also means a group C3-5 straight chain alkylene, in which a methylene group, which is not linked to the Het radical or the Ar radical, is replaced by a -NR1 group, in which R1 is defined as mentioned above, E means a cyano group or RbNH-C (= NH), in which Rb represents a hydrogen atom, a hydroxy group, a C1-3 alkyl group or a separable radical in vivo, Ar means a phenylene or naphthylene group, optionally substituted with a fluorine atom, bromine chlorine, with a trifluo group Rometyl, C1-3 alkyl, or C1-3 alkoxy, means a thienyl, thiazolylene, pyrimidinylene, pyrazinylene or pyridazinylene group optionally substituted in the carbon skeleton with a C1-3 alkyl group, Het means a bicyclic heterocycle of the formula <EMI FILE = "99048371_1" ID = "1" MFI = JPEG> X represents a nitrogen atom or a methine group, possibly substituted with a C1-3 alkyl group, and Y represents an imino group eventually substituted with a C1-5 alkyl group or C3-7 cycloalkyl, or X represents a nitrogen atom and Y represents an imino group substituted with a C1-5 alkyl or C3-7 cycloalkyl group, the alkyl and cycloalkyl substituents being substituted in each case with a carboxy group or with a transformable group in vivo in a carboxy group, and Ra means a phenyl-C 1-3 alkoxy group, an amino group, a C 1-3 alkyl-amino group which is substituted on the -2-nitrogen atom additionally with a phenyl-C 1 alkyl group -3, a group R3 -CO-R4N OR R3 -SO 2 -R4N, in which R3 represents a C1-5 alkyl, phenyl-C1-3 alkyl, C3-7 cycloalkyl, phenyl, naphthyl, pyridyl, quinolyl, isoquinolyl, tetrahydroquinolyl or tetrahydroisoquinolyl group and R4 represents a hydrogen atom, a group C1-5 alkyl or phenyl-C1-3 alkyl, which in each case is substituted in the alkyl part with an in vivo transformable group in a carboxy group, with a carboxy or tetrazolyl group, with an aminocarbonyl or C1-3 alkyl group -amino carbonyl, which in each case are additionally substituted on the nitrogen atom with a carboxy-C1-3 alkyl group, or with a carboxy group, represents a C2-5 alkyl group substituted in the terminal position with a di- (alkyl) group C1-3) -amino, or a C3-7 cycloalkyl group, its tautomers, its stereoisomers and its salts. |