Halogenated triptolide derivatives as immunomodulators and...

C - Chemistry – Metallurgy – 07 – J

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C07J 73/00 (2006.01) A61K 31/34 (2006.01) A61K 31/58 (2006.01) A61P 37/06 (2006.01) C07D 493/22 (2006.01) C07J 71/00 (2006.01)

Patent

CA 2515842

Compounds having the structure (I): are useful for inducing cell death (apoptosis) and in immunosuppression. In structure I, CR1R2 is selected from CHOH, C=O, CHF, CF2 and C(CF3)OH; CR6 and CR13 are selected from CH, COH and CF; CR7R8, CR9R10 and CR11R12 are selected from CH2, CHOH, C=O, CHF and CF2; and CR3R4R5 is selected from CH3, CH2OH, C=O, COOH, CH2F, CHF2 and CF3; such that: at least one of R1-R13 comprises fluorine; no more than two of CR3R4R5, CR6, CR7R8, CR9R10, CR11R12, and CR13 comprises fluorine or oxygen; and, when CR1R2 is CHOH, CR3R4R5 is not CH2F.

L'invention concerne des composés ayant la structure (I) utiles pour induire la mort cellulaire (apoptose) et en immunodépression. Dans la structure I, CR?1¿R?2¿ est choisi entre CHOH, C=O, CHF, CF¿2? et C(CF¿3?)OH; CR?6¿ et CR?13¿ sont sélectionnés entre CH, COH et CF; CR?7¿R?8¿, CR?9¿R?10¿ et CR?11¿R?12¿ sont sélectionnés entre CH¿2?, CHOH, C=O, CHF et CF¿2?; et CR?3¿R?4¿R?5¿ est sélectionné entre CH¿3?, CH¿2?OH, C=O, COOH, CH¿2?F, CHF¿2? et CF¿3?; de sorte que, au moins un des R?1¿-R?13¿ comprend du fluor; pas plus de deux des CR?3¿R?4¿R?5¿, CR?6¿, CR?7¿R?8¿, CR?9¿R?10¿, CR?11¿R?12¿ et CR?13¿ contient du fluor ou de l'oxygène; et lorsque CR?1¿R?2¿ représente CHOH, CR?3¿R?4¿R?5¿ ne représente pas CH¿2?F.

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