Bi- or tetra-guanidino-biphenyl compounds as small molecule...

C - Chemistry – Metallurgy – 07 – D

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C07D 209/48 (2006.01) A61K 47/48 (2006.01) C07C 279/08 (2006.01) C07D 213/70 (2006.01) C07D 311/82 (2006.01)

Patent

CA 2570258

The invention relates to compounds of formula: I, or pharmaceutically acceptable a salts thereof, I wherein X1 X2 and X3 are each independently where Y is an alkylene, alkenylene or alkynylene group, each of which may be optionally substituted with one or more substituents selected from alkyl, halo, CF3, OH, alkoxy, NH2, CN, NO2 and COOH; W is absent or is O, S or NH; Rl, R2, R3 and R4 are each independently selected from H, alkyl, aryl and a protecting group Pl; R7, R8 and R9 are each independently selected from H, alkyl, halo, CF3, OH, alkoxy, NH2, CN, NO2 and COOH; q and r are each independently 1, 2, 3 or 4; q' and r' are each independently 0, 1, 2 or 3, where q + q' and r + r' each equal 4; p is 1, 2, 3, 4 or 5, and p' is 0, 1, 2, 3 or 4, where p + p' is 5; n is 0, 1, 2, 3....6; L is (Z)mNR5R6 where Z is a hydrocarbyl group and m is 0 or 1; where R5 and R6 are each independently H, CO(CH2)jQ1 or C=S(NH)(CH2)kQ2 where j and k are each independently 0, 1, 2, 3, 4 or 5, and Q1 and Q2 are each independently selected from COOH, a chromophore or R5, R6 and the nitrogen to which they are attached together form.

L'invention concerne des composés de formule (I) ou des sels pharmaceutiquement acceptables de ceux-ci. Dans cette formule, X¿1?, X¿2? et X¿3? désignent chacun indépendamment (II), Y désigne un alkylène, un groupe alcénylène ou alcynylène, chacun de ces éléments pouvant éventuellement être substitués par au moins un substituant sélectionné parmi: alkyle, halo, CF¿3?, OH, alcoxy, NH¿2?, CN, NO¿2? et COOH; W est absent ou désigne O, S ou NH; R¿l?, R¿2?, R¿3? et R¿4? sont chacun indépendamment sélectionnés parmi: H, alkyle, aryle et un groupe de protection P¿1?; R¿7?, R¿8? et R¿9? sont chacun indépendamment sélectionnés parmi H, alkyle, halo, CF¿3?, OH, alcoxy, NH¿2?, CN, NO¿2? et COOH; q et r désignent chacun indépendamment: 1, 2, 3 ou 4; q' et r' désignent chacun indépendamment 0, 1, 2 ou 3, q + q' et r + r' étant chacun égal à 4; p étant égal à 1, 2, 3, 4 ou 5, et p' étant égal à 0, 1, 2, 3 ou 4, p + p' étant égal à 5; n étant égal à 0, 1, 2, 3...6; L désigne (Z)¿m?NR¿5?R¿6?, Z désignant un groupe hydrocarbyle et m étant égal à 0 ou à 1; R¿5? et R¿6? désignent chacun indépendamment H, CO(CH¿2?)¿j?Q¿1? ou C=S(NH)(CH¿2?)¿k?Q¿2?;j et k désignant chacun indépendamment 0, 1, 2, 3, 4 ou 5, et Q¿1? et Q¿2? étant chacun indépendamment sélectionnés dans: COOH, un chromophore (III) et (IV), ou R¿5?, R¿6? et l'azote auquel ils sont liés forment (V).

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