Antipicornaviral pyridazinamines

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 413/14 (2006.01) A61K 31/50 (2006.01) A61K 31/55 (2006.01) C07D 413/12 (2006.01) C07D 417/14 (2006.01) C07D 451/02 (2006.01) C07D 471/08 (2006.01)

Patent

CA 2031889

ABSTRACT ANTIPICORNAVIRAL PYRIDAZINAMINES Piperidinyl, pyrrolidinyl, azepinyl and piperazinyl pyridazines of formula Image (I) wherein one or two carbon atoms of Image moiety may be substituted with C1-4alkyl, C1-4alkyloxy or two carbon atoms of the CH2 groups of said moiety may be bridged with a C2-4alkyloxy radical; X represents CH or N; R1 represents hydrogen, C1-4alkyl, halo, hydroxy, trifluoromethyl, cyano, C1-4alkyloxy, C1-4alkylthio, C1-4alkylsulfinyl, C1-4alkyl- sulfonyl, C1-4alkyloxycarbonyl, C1-4alkylcarbonyl or aryl; R2 and R3 each independently represent hydrogen or C1-4alkyl; Alk represents C1-4alkanediyl; R4 and R5 each independently represent hydrogen, C1-4alkyl or halo; and Het represents Image (a), Image (b), Image (c), Image (d), Image (e), Image (f), Image (g), Image (h); the addition salts and stereochemically isomeric forms thereof, said compounds having antipicornaviral activity. Pharmaceutical compositions containing these compounds as active ingredient, and a method of preparing said compounds and pharmaceutical compositions.

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