Enantiomerically pure phosphoindoles as hiv inhibitors

C - Chemistry – Metallurgy – 07 – F

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C07F 9/572 (2006.01) A61K 31/675 (2006.01) A61P 31/18 (2006.01)

Patent

CA 2664396

3-phosphoindole compounds substantially in the form of a single enantiomer useful for the treatment of Flaviviridae virus infections, and particularly for HLV infections are provided. Also provided are pharmaceutical compositions comprising the 3-phosphoindole compounds alone or in combination with one or more other antiviral agents, processes for their preparation, and methods of manufacturing a medicament incorporating these compounds. The 3-phosphoindole compounds are of the formula (A) or (B) and the pharmaceutically acceptable salts, solvates, hydrates, or esters thereof. In the formulae X is hydrogen; aryl or heterocyclyl; C2-6 alkenyl, C2-6 alkynyl or alkyl; Y is hydrogen, -R, -O-R, -NH-R, or -NRR; Z is -OR, -NHR, -NRR, carboxamido, arnido, carboxyl, carbonyl, or an amino acid residue; R1 is hydrogen, acyl, -S(O)n-R, carboxyl, carbonyl, or an amino acid residue; each R4', R5', R6' and R7' is independently hydrogen, C2-6 alkenyl, C2-6 alkynyl, aryl, heterocyclyl, halogen, -CN, -CF3, -OR, -NHR, -NRR, or -NO2; n is 0, 1, or 2; and each R is independently hydrogen, alkyl, C2-6 alkenyl, C2-6 alkynyl, aryl, or heterocyclyl.

La présente invention concerne des composés à base de 3-phosphoindole se présentant essentiellement sous la forme d'un énantiomère unique et utilisables pour le traitement des infections virales à Flaviviridae, et plus particulièrement pour le traitement des infections par le VIH. La présente invention concerne également des compositions pharmaceutiques comprenant les composés à base de 3-phosphoindole seuls ou en association avec au moins un autre agent anti-viral, des procédés de préparation de celles-ci et des procédés de fabrication d'un médicament dans lequel sont incorporés ces composés.

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