Substituted chiral fused [1,2]imidazo[4,5-c] ring compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 471/14 (2006.01) A61K 31/437 (2006.01) C07D 471/22 (2006.01)

Patent

CA 2594674

Substituted fused [1,2]imidazo[4,5-c] ring compounds (e.g., imidazo[4,5- c]quinolines, 6,7,8,9-tetrahydroimidazo[4,5-c]quinolines, imidazo[4,5- c]naphthyridines, and 6,7,8,9-tetrahydroimidazo[4,5-c]naphthyridines) with a - CH(-R1)- group in the fused ring at the 1-position of the imidazo ring, wherein Rl includes a functional group, for example, an amide, sulfonamide, urea, carbamate, ester, ketone, ether, a thio analog of the forgoing, sulfone, oxime, or hydroxylamine, pharmaceutical compositions containing the compounds, intermediates, methods of making the compounds, and methods of use of these compounds as immunomodulators, for inducing cytokine biosynthesis in animals and in the treatment of diseases including viral and neoplastic diseases, are disclosed.

L'invention concerne des composés [1,2]imidazo[4,5-c] substitués à noyau fusionné (par exemple, des imidazo[4,5-c]quinolines, des 6,7,8,9-tétrahydroimidazo[4,5-c]quinolines, des imidazo[4,5-c]naphthyridines et des 6,7,8,9-tétrahydroimidazo[4,5-c]naphthyridines) comprenant un groupe -CH(-R1)- dans le noyau fusionné au niveau de la position 1 du noyau imidazo, dans lequel Rl comprend un groupe fonctionnel, par exemple, un amide, un sulfonamide, une urée, un carbamate, un ester, un cétone, un éther, un analogue thio des éléments susmentionnés, un sulfone, un oxime ou un hydroxylamine. L'invention concerne également des compositions pharmaceutiques contenant lesdits composés, des intermédiaires, des procédés de préparation des composés, des procédés d'utilisation comme immunomodulateurs permettant d'induire la biosynthèse de la cytokine chez les animaux et de traiter des maladies notamment des maladies virales et néoplasiques.

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