1-biphenylimidazole derivatives, their preparation and their...

C - Chemistry – Metallurgy – 07 – D

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C07D 403/10 (2006.01) A61K 31/41 (2006.01) A61K 31/44 (2006.01) A61K 31/695 (2006.01) C07D 233/90 (2006.01) C07D 401/00 (2006.01) C07D 405/00 (2006.01) C07D 405/12 (2006.01) C07D 405/14 (2006.01) C07D 409/00 (2006.01) C07D 413/00 (2006.01) C07D 417/00 (2006.01) C07F 7/10 (2006.01) C07F 7/18 (2006.01)

Patent

CA 2061607

Compounds of formula (I): (see fig. I) wherein R1 is alkyl or alkenyl; R2 and R3 are hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, or aryl fused to cycloalkyl; R4 is hydrogen, alkyl, alkanoyl, alkenoyl, arylcarbonyl, alkoxycarbonyl, totrahydropyranyl, tetrahydrothiopyranyl, tetrahydrothienyl tetrahydrofuryl, a group of formula -SiR a R b R c, in which R a, R b and R c are alkyl or aryl, alkoxymethyl, (alkoxyalkoxy)methyl, haloalkoxymethyl, aralkyl, aryl or alkanoyloxymethoxycarhonyl; R5 is carboxy or a group of formula -CONR8R9, wherein R8 and R9 are hydrogen atoms or alkyl, or R8 and R9 together form alkylene; R6 is hydrogen, alkyl, alkoxy or halogen; R7 is carboxy or tetrazol-5-yl; and pharmaceutically acceptable salts and esters thereof have hypotensive activity and can be used for the treatment and prophylaxis of hypertension. They may be prepared, inter alia, by reacting a biphenylmethyl compound with an imidazole compound.

Les composés de la formule (I) : (v. fig.1) où R1 est un groupement alkyle ou alkenyle; R2 et R3 sont de l'hydrogène, des groupements alkyles, alkenyles, cycloalkyles, aralkyles, aryles ou aryles fusionnés avec un cycloalkyl; R4 est de l'hydrogène, un groupement alkyle, alkanoyle, alkenoyle, arylcarbonyle, alkoxycarbonyle, tétrahydropyranyle, tétrahyrothiopyranyle, tétrahydrothienyle, tétrathydrofuryle, un groupement dont la formule est SiRaRbRc où Ra, Rb, et Rc sont des groupements alkyles ou aryles, alkoxyméthyle, (alkoxyalkoxy)méthyle, haloalkoxyméthyle, aralkyle, aryle ou alkanoyloxyméthoxycarbonyle; R5 est un groupement carboxy ou un groupement dont la formule est CONR8R9 où R8 et R9 sont des atomes d'hydrogène ou des groupements alkyles, ou R8 et R9 forment ensemble un groupement alkylène; R6 est de l'hydrogène, un groupement alkyle, alkoxy ou un halogène; R7 est un groupement carboxy ou tétrazol-5-yle; et leurs sels et esters pharmaceutiquement acceptables ont une activité d'hypotenseur et peuvent être utilisés pour le traitement et la prévention de l'hypertension. Ils sont préparés, entre autres, en réactant un composé biphénylméthylé avec un composé imidazolé.

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