Anti-virally active pyridazinamines

C - Chemistry – Metallurgy – 07 – D

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C07D 401/14 (2006.01) C07D 237/20 (2006.01) C07D 237/22 (2006.01) C07D 237/24 (2006.01) C07D 401/04 (2006.01) C07D 401/12 (2006.01) C07D 403/00 (2006.01) C07D 403/04 (2006.01) C07D 403/12 (2006.01) C07D 409/14 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1238321

ABSTRACT OF THE DICLOSURE There are provided anti-virally active pyridazinamines of the structural formula: Image (I), the pharmaceutically acceptable acid-addition salts and/or possible stereochemically isomeric forms and/or possible tautomeric forms thereof, wherein R1 is a member selected from the group consisting of hydrogen, halo, 1H-imidazol-1-yl, lower alkyloxy, aryloxy, aryllower alkyloxy, lower alkylthio, arylthio, hydroxy, mercapto, amino, lower alkyl- sulfinyl, lower alkylsulfonyl, cyano, lower alkyloxycarbonyl, lower alkylcarbonyl, and lower alkyl; R2 and R3 are, each independently, members selected from the group consisting of hydrogen and lower alkyl, or R2 and R3 combined may form a bivalent radical of formula -CH=CH-CH=CH-; A is a bivalent radical of formula: -CH=N-CH=CH- (a), Image (b), Image (c), or Image (d); wherein one of the hydrogen atoms within the radical CmH2n, Cm-1H2(m-1) or CnH2n may be replaced by lower alkyl or aryl; m and n are, each independently, integers of from 1 to 4 inclusive, the sum of m and n being 3, 4 or 5; R4 is a member selected from the group consisting of hydrogen; lower alkyl; aryl; thiazolyl; pyrimidinyl; quinolinyl; lower alkylcarbonyl; lower alkyloxycarbonyl: aryllower alkyl: diaryllower alkyl; phenyl being substituted with arylcarbonyl; pyridinyl, being optionally substituted with cyano or lower alkyl: cyclohexyl and cyclohexenyl both being optionally substituted with up to two substituents independently selected from the group consisting of cyano and aryl; R5 is hydrogen; lower alkyl; aryl; hydroxy; lower alkyloxy; aryloxy; lower alkyloxy being substituted with morpholine, pyrrolidine or piperidine; amino; (lower alkyloxycarbonyl)amino; arylamino; (aryl)(lower alkyl)amino; (aryllower alkyl)amino; (aryllower alkenyl)amino; (aryllower alkenyl)(lower alkyl)amino; arylcarbonyloxy; R6 is hydrogen; aryl; lower alkyl; (lower alkylcarbonyl amino)lower alkyl, aryllower alkyl; arylcarbonyllower alkyl; aminocarbonyl; arylcarbonyl; arylaminocarbonyl; (aryllower alkyl)carbonyl, lower alkyloxycarbonyl; indolyl; pyridinyl; R7 and R8 are, each independently, members selected from the group consisting of hydrogen, lower alkyl, aryl, aryllower alkyl and pyridinyl; wherein aryl is phenyl, being optionally substituted with up to 3 substituents, each independently selected from the group consisting of halo, lower alkyl, trifluoromethyl, nitro, amino, lower alkyloxy, hydroxy and lower alkyloxycarbonyl; thienyl; and naphthalenyl.

477330

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