N-benzenesulphonyl-l-proline derivatives as bradykinin b2...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/12 (2006.01) A61K 31/47 (2006.01) A61K 31/495 (2006.01) A61K 31/55 (2006.01) C07D 401/14 (2006.01)

Patent

CA 2261743

Compounds selected from the group which consists of the compounds of formula (I), wherein each of X1 and X2, which are the same or different, is halogen or a C1-3 alkoxy group, R1 is H, CF3 or a C1-3 alkyl group, R2 is a hydrogen atom or an OH group, A is group (a), (b) or (c), B is a single bond, -CO-, -CO-CH2- , -CO-CH2-O-, -CO-CH=CH or -SO2-, m is 2 or 3, n is 0, 1, 2 or 3, R3 is a hydrogen atom or a methyl group, and W is CH or N, the amidine group C(=NR2)NH2 being in the 2, 3 or 4 position on the aromatic ring, and addition salts thereof, are disclosed. A method for preparing said compounds, and the therapeutical use thereof, particularly for treating diseases in which bradykinin is involved, are also disclosed.

La présente invention concerne des composés choisis parmi l'ensemble constitué par (i) les composés de formule (I) dans laquelle: X¿1? et X¿2? représentent chacun indépendamment un halogène ou un groupe alkoxy en C¿1?-C¿3?, R¿1? représente H, CF¿3? ou un groupe alkyle en C¿1?-C¿3?, R¿2? représente un atome d'hydrogène ou un groupe OH, A représente un groupe (a), (b) ou (c); B représente une liaison simple, -CO-, -CO-CH¿2?-, -CO-CH¿2?-O-, -CO-CH=CH ou -SO¿2?-, m représente 2 ou 3, n représente 0, 1, 2 ou 3, R¿3? représente un atome d'hydrogène ou un groupe méthyle, W représente CH ou N, le groupe amidine C(=NR¿2?)NH¿2? étant en position 2, 3 ou 4 sur le noyau aromatique, et (ii) leurs sels d'addition. Elle concerne également leur procédé de préparation et leur utilisation en thérapeutique, notamment vis-à-vis des pathologies mettant en cause la bradykinine.

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