New classical antifolates

Details New classical antifolates New classical antifolates

C - Chemistry, Metallurgy

07

D

C07D 487/04 (2006.01) A61K 31/519 (2006.01) A61P 35/00 (2006.01)

Patent

CA 2674698

The present invention is directed to antifolate compounds having the structure of formula (I). wherein: X is CHR9 or NR9; Y1, Y2, and Y3 independently are O or S; V1 and V2 independently are O, S, or NZ; Z is H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, or alkaryl; R1 and R2 independently are H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, or alkaryl; R3 is H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, hydroxyl, or halo; and R4, R5, R6, R7, Rs, and R9 independently are H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, acyl, -C(O)-alkyl, - C(O)-alkenyl, or -C(O)-alkynyl; as well as pharmaceutically acceptable esters, amides, salts, solvates, and prodrugs thereof. The compounds are useful in pharmaceutical compositions and in methods of treating multiple conditions, including abnormal cell proliferation, inflammatory diseases, asthma, and arthritis.

L'invention concerne des composés antifolate ayant la structure de formule (I) où : X est CHR9 ou NR9; Y1, Y2, et Y3 sont indépendamment O ou S; V1 et V2 sont indépendamment O, S, ou NZ; Z est H, un groupe alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué, ou alkaryle; R1 et R2 sont indépendamment H, un groupe alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué, ou alkaryle; R3 est H, un groupe alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué, alcoxy facultativement substitué, hydroxyle, ou halogéno; et R4, R5, R6, R7, Rs, et R9 sont indépendamment H, un groupe alkyle facultativement substitué, alcényle facultativement substitué, alcynyle facultativement substitué, acyle, -C(O)-alkyle, - C(O)-alcényle, ou -C(O)-alcynyle; ainsi que des esters, amides, sels, solvates pharmaceutiquement acceptables et promédicaments de ceux-ci. Les composés sont utiles dans des compositions pharmaceutiques et dans des procédés de traitement de maladies multiples, y compris la prolifération cellulaire anormale, des maladies inflammatoires, l'asthme et l'arthrite.

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