Condensed pyrazole derivatives and process for their...

C - Chemistry – Metallurgy – 07 – D

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167/231, 167/238

C07D 231/54 (2006.01) A61K 31/415 (2006.01) C07D 491/052 (2006.01) C07D 491/06 (2006.01) C07D 495/06 (2006.01)

Patent

CA 1310648

A B S T R A C T Condensed pyrazole derivatives and process for their preparation. The invention relates to compounds having the general formula (I) (I) Image wherein Z represents a C2-C6 alkylene chain or a -CH=CH-CH= group or an -E-CHR4-(CH2)p- group, in which p is zero, 1 or 2; E represents an oxygen atom or a ?S(O)q group, wherein q is zero, 1 or 2; and R4 is hydrogen or C1-C3 alkyl; R1 represents C1-C6 alkyl, benzyl, pyridyl or phenyl, the phenyl being unsubstituted or substituted by one or two substituents chosen independently from halogen, trifluoro- methyl, C1-C6 alkyl, C1-C6 alkoxy, nitro, amino, formyl- amino and C2-C8 alkanoylamino; each of R2 and R3 is independently: Abstract a) hydrogen, halogen or C1-C6 alkyl; b) hydroxy, C1-C6 alkoxy or C3-C4 alkenyloxy; or c) nitro, amino, formylamino or C2-C3 alkanoylamino; and W represents: a') a -CO-?H-S(O)n-CH3 group, wherein n is 1 or 2 and R represents hydrogen or C1-C6 alkyl; or b') a -CO-?H-CN group, wherein Q represents hydrogen, carb- oxy, CONH2, C2-C7 alkoxycarbonyl or a Image or a Image group, wherein Ra represents hydrogen or C1-C20 alkyl and Rb represents C1-C20 alkyl or a -(CH2)m-R5 group, wherein m is zero, 1 or 2 and R5 is: a") C5-C8 cycloalkyl; b") pyridyl unsubstituted or substituted by one or two substituents chosen independently from halogen, C1-C6 alkyl and C1-C6 alkoxy; or c") phenyl unsubstituted or substituted by one or two substituents independently chosen from halogen, CF3, C1-C6 alkyl, C1-C6 alkoxy, amino, nitro, formylamino, C2-C8 alkanoylamino, di(C1-C6 alkyl)amino, hydroxy, formyloxy and C2-C8 alkanoyloxy, and the pharmaceu- tically acceptable salts thereof, which possess immunomodu- lating activity and are useful e.g. in the treatment of neo- plastic diseases and acute and chronic infections of both bacterial and viral origin in mammals.

556898

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