Hiv inhibiting 5-substituted pyrimidines

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 239/48 (2006.01) A61K 31/505 (2006.01) A61P 31/18 (2006.01) C07D 239/50 (2006.01)

Patent

CA 2575472

HIV replication inhibitors of formula (I) a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein A is -CH2-CH2- , -CH=CH- , -C.ident.C- ; R1 is hydrogen, aryl, formyl, C1-6alkylcarbonyl, C1-6alkyl, C1-6alkyloxycarbonyl, R2 hydroxy, halo, C1-6alkyl, carboxyl, cyano, -C(=O)R6, nitro, amino, mono- or di(C1- 6alkyl)amino, polyhalomethyl; X1 is -NR1-, -O-, -S-, -S(=O)p-; R3 is H, C1- 6alkyl, halo ; R4 is H, C1-6alkyl, halo ; R5 is nitro, amino, mono- and diC1- 4alkylamino, aryl, halo, -CHO, -CO-R6, -COOR7, -NH-C(=O)H, -NH-C(=O)R6, -CH=N- O-R8; R6 is C1-4alkyl, amino, mono- or di(C1-4alkyl)amino or polyhaloC1- 4alkyl; R7 is hydrogen, C1-6alkyl, arylC1-6alkyl; R8 is hydrogen, C1-6alkyl, aryl; p is 1 or 2; aryl is optionally substituted phenyl; pharmaceutical compositions containing these compounds as active ingredient and processes for preparing said compounds and compositions.

L'invention porte sur des inhibiteurs de réplication du VIH de formule (I), un <i>N</i>-oxyde, un sel d'addition pharmaceutiquement acceptable, une amine quaternaire ou sa forme stéréochimiquement isomère, dans laquelle A représente -CH2-CH2-, -CH=CH-, -C=C-; R1 représente hydrogène, aryle, formyle, alkylcarbonyle C1-6, alkyle C1-6, alkylcarbonyle C1-6, R2 représente hydroxy, halo, alkyle C1-6, carboxyle, cyano, -C(=O)R6, nitro, amino, mono- ou di(C1-6alkyl)amino, polyhalométhyle; X1 représente -NR1-, -O-, -S-, -S(=O)p-; R3 représente H, alkyle C1-6, halo; R4 représente H, alkyle C1-6, halo; R5 représente nitro, amino, mono- et diC1-4alkylamino, aryle, halo, -CHO, -CO-R6, -COOR7, -NH-C(=O)H, -NH-C(=O)R6, -CH=N-O-R8; R6 représente alkyle C1-4, amino, mono- ou di(C1-4alkyl)amino ou polyhaloC1-4alkyle; R7 représente hydrogène, alkyle C1-6, arylC1-6alkyle; R8 représente hydrogène, alkyle C1-6, aryle; p représente 1 ou 2; aryle est éventuellement substitué phényle; compositions pharmaceutiques renfermant ces composés comme ingrédient actif et procédés de préparation desdits composés et desdites compositions.

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