Heteroaryl 3-oxo-propanenitrile derivatives and process for...

Details Heteroaryl 3-oxo-propanenitrile derivatives and process for... Heteroaryl 3-oxo-propanenitrile derivatives and process for...

C - Chemistry, Metallurgy

07

D

167/208, 260/280

C07D 491/052 (2006.01) A61K 31/415 (2006.01) C07D 491/04 (2006.01) C07D 495/04 (2006.01)

Patent

CA 1310647

A B S T R A C T Heteroaryl 3-oxo-propanenitrile derivatives The invention relates to compounds having the general formu- la (I) (I) Image wherein X represents an oxygen atom or a -S(O)n-group, wherein n is zero, 1 or 2; 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, formylamino and C2-C8 alkanoylamino; each of R2 and R3 is independently: a) hydrogen, halogen or C1-C6 alkyl; b) hydroxy, C1-C6 alkoxy or C3-C4 alkenyloxy; or c) nitro, amino, formylamino or C2-C8 alkanoylamino; R4 represents hydrogen or C1-C6 alkyl, and Q represents hydrogen, carboxy, 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 sub- stituents 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 pharmaceutically acceptable salts thereof, which possess immunomodulating activity and are useful e.g. in the treatment of neoplastic diseases and acute and chronic infections of both bacterial and viral origin in mammals.

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