Inhibitors of nucleoside metabolism

Details Inhibitors of nucleoside metabolism Inhibitors of nucleoside metabolism

C - Chemistry, Metallurgy

07

H

C07H 19/04 (2006.01) A61K 31/7064 (2006.01) A61P 33/02 (2006.01) A61P 37/02 (2006.01) C07H 19/00 (2006.01) C07H 19/06 (2006.01) C07H 19/14 (2006.01)

Patent

CA 2305760

The present invention provides compounds having formula (I) wherein A is CH or N; B is chosen from OH, NH2, NHR, H or halogen; D is chosen from OH, NH2, NHR, H, halogen or SCH3; R is an optionally substituted alkyl, aralkyl or aryl group; and X and Y are independently selected from H, OH or halogen except that when one of X and Y is hydroxy or halogen, the other is hydrogen; and Z is OH or, when X is hydroxy, Z is selected from hydrogen, halogen, hydroxy, SQ or OQ, Q is an optionally substituted alkyl, aralkyl or aryl group; or a tautomer thereof; of a pharmaceutically acceptable salt thereof; or an ester thereof; or a prodrug thereof; and compounds having formula (Ia) wherein A, X, Y, Z and R are defined for compounds of formula (I) where first shown above; E is chosen from CO2H or a corresponding salt fonn, CO2R, CN, CONH2, CONHR or CONR2; and G is chosen from NH2, NHCOR, NHCONHR or NHCSNHR; or a tautomer thereof, or a pharmaceutically acceptable salt thereof, or an ester thereof, of a prodrug thereof. The present invention also provides the use of the above compounds as pharmaceuticals, pharmaceutical compositions containing the compounds and processes for preparing the compounds.

L'invention porte: sur des composés de formule (I) dans laquelle: A est CH ou N; B est choisi parmi OH, NH2, NHR, H ou halogène; D est choisi parmi OH, NH2, NHR, H, halogène ou SCH3; R est alkyle, aralkyle ou aryle facultativement substitués; et X et Y sont choisis indépendamment parmi OH, H ou halogène sous réserve que si l'un d'eux est halogène, l'autre soit H; et Z est OH ou si X est hydroxy, Z est OH ou, si X est hydroxy, z est choisi parmi H, halogène, hydroxy, SQ ou OQ (Q étant alkyle, aralkyle ou aryle facultativement substitués); ou sur un de leurs tautomères, ou sels pharmacocompatibles, ou esters, ou bioprécurseurs. L'invention porte également sur des composés de formule (Ia) dans laquelle: A, X, Y, Z et R sont définis comme ci-dessus; E est choisi parmi CO2H ou une forme de sel correspondante, CO2R, CN, CONH2, CONHR, ou CONR2; et G est choisi parmi NH2, NHCOR, NHCONHR ou NHCSNHR, ou sur un de leurs tautomères, ou sels pharmacocompatibles, ou esters, ou bioprécurseurs. L'invention porte en outre sur l'utilisation desdits composés sous forme de produits et préparations pharmaceutiques les contenant, et sur leurs procédés de préparation.

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