Imidazole derivatives and processes for the preparation thereof

C - Chemistry – Metallurgy – 07 – D

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C07D 401/14 (2006.01) A61K 31/44 (2006.01)

Patent

CA 2189534

Novel imidazole derivatives of formula (I) inhibit effectively the action of angiotensin II and have a superior antihypertensive activity, wherein A is a straight, branched or cyclic C1-C6 alkyl group, or OR1 wherein R1 is a hydrogen, or a straight, baranched or cyclic C1-C6 alkyl radical; B is a halogen, CF3 or CF2CF3; X is N or N-oxide; Y is -CH2-,-CH(OR1)- wherein, R1 is the same as defined above or, -C(=O;-: n is 0 or an integer of 1 to 4; Z is a halogen, -OH, -OR1, -NR1R2, -N(=O)R3R4 -C(=O)R1, -C(=O)OR1, -CH(OR1)2 or -C(=O)NR1R2, wherein R1 is the same as defined above, R2 is, independently of R1, a hydrogen, or a straight, branched or cyclic C1-C6 alkyl radical, and R3 and R4 are independently a straight, branched or cyclic C1-C6 alkyl radical; and D is a hydrogen, or a straight, branched or cyclic C1-C6 alkyl radical.

De nouveaux dérivés d'imidazole de la formule (I) inhibent efficacement l'action de l'angiotensine II et présentent une activité antihypertensive supérieure. Dans cette formule, A représente un groupe alkyle C¿1?-C¿6? linéaire, ramifié ou cyclique, ou OR¿1?, dans lequel R¿1? représente hydrogène ou un radical alkyle C¿1?-C¿6? linéaire, ramifié ou cyclique; B représente halogène, CF¿3? ou CF¿2?CF¿3?; X représente N ou N-oxyde; Y représente -CH¿2?-, -CH(OR¿1?)-, dans lequel R¿1? a la notation ci-dessus, ou -C(=O)-; n vaut 0 ou un nombre entier compris entre 1 et 4 inclus; Z représente halogène, -OH, -OR¿1?, -NR¿1?R¿2?, -N(=O)R¿3?R¿4?, -C(=O)R¿1?, -C(=O)OR¿1?, -CH(OR¿1?)¿2? ou -C(=O)NR¿1?R¿2?, R¿1? ayant la notation ci-dessus, R¿2? représentant, indépendamment de R¿1?, hydrogène ou un radical alkyle C¿1?-C¿6? linéaire, ramifié ou cyclique, et R¿3? et R¿4? représentent indépendamment un radical alkyle C¿1?-C¿6? linéaire, ramifié ou cyclique; et D représente hydrogène, ou un radical alkyle C¿1?-C¿6? linéaire, ramifié ou cyclique.

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