BENZIMIDAZOLE AND AZABENZIMI-DAZOLE DERIVATIVES, THEIR METHODS OF PREPARATION, SYNTHESIS INTERMEDIATES AND PHARMACEUTICAL COMPOSITIONS IN WHICH THEY ARE PRESENT AND WHICH ARE USEFUL ESPECIALLY FOR THE TREATMENT OF CARDIOVASCULAR DISEASES AND DUODENAL ULCERS

摘要

IN THE C A N A D I A N PATENT AND TRADEMARK OFFICE PATENT APPLICATION entitled: Novel benzimidazole and azabenzimidazole deri vatives, their methods of preparation, synthesis intermediates and pharmaceutical compositions in which they are present and which are useful especially for the treatment of cardiovascular diseases and duodenal ulcers in the names of: Nicole BRU-MAGNIEZ Timur G?NG?R Jean LACRAMPE Michèle LAUNAY Jean-Marie TEULON Assignee: Laboratoires UPSA The present invention relates to the products of the formula FORMULA (I) and their tautomeric forms, in which formula: - Y is located in the 4-, 5-, 6- or 7-position of the benzimidazole or azabenzimidazole ring and is an imidazole, benzimidazole, triazole or imidazothiazole derivative which is unsubstituted or substituted by groups such as halogen, COR5, OR5, SR5, COOR5 (R5 being a hydrogen atom or a lower alkyl radical) or a lower alkyl radical which is unsubstituted or substituted by halogen, OR5, SR5, COOR5, NHR5, NHCOR5 or COR5 groups, R5 being as defined above; - Z can be a phenyl or pyridyl ring directly bonded to the benzimidazole or azabenzimidazole or indirectly bonded via a nitrogen atom which is unsubstituted or substituted by a lower alkyl radical, in particular aniline or aminopyridine, the phenyl or pyridyl ring being unsubstituted or substituted in particular by one or more lower alkyl radicals, one or more halogen atoms, one or more OR5, SR5, SOR5, NHCOR5 or NHR5 groups (R5 being as defined above) or a 5-membered to 10-membered heterocycle containing 1 to 3 heteroelements selected from nitrogen, oxygen and sulfur, or Z can also be an OH, SH, SR6 or SOR6 group, R6 being a lower alkyl, a C2-C8 alkenyl, in particular an allyl, or a C2-C8 alkynyl, in particular a propargyl; - R1 and R2 independently of one another are the hydrogen atom, a halogen atom, a CF3, NO2, NHR4, NHCOR4, OR4 or SR4 group (R4 being a hydrogen atom or a lower alkyl radical) or a lower alkyl and can be located in the 4-, 5-, 6- or 7-position of the benzimidazole or azabenzimidazole; - R3 is the hydrogen atom and can be a lower alkyl radical or a benzyl group if Z is an OH, SH, SR6 or SOR6 group; and - A, B, T and W can be a carbon atom or a heteroelement such as nitrogen, and to the drugs in which they are present.