Novel vitamin d analogues

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 401/00 (2006.01) A61K 31/59 (2006.01)

Patent

CA 2162040

The present invention relates to compounds of formula (I) in which formula X is hydrogen or hydroxy; R1 and R2, which may be the same or different, stand for hydrogen or C1-C4 hydrocarbyl; or R1 and R2, taken together with the carbon atom bearing the group X, can form a C3-C8 carbocyclic ring; Q is a single bond or a C1-C4 hydrocarbylene diradical; R1, R2 and/or Q may be optionally substituted with one or more fluorine atoms; and prodrugs of formula (I) in which one or more of the hydroxy groups are masked as groups which can be reconverted to hydroxy groups in vivo. The compounds show antiinflammatory and immunomodulating effects as well as strong activity in inducing differentiation and inhibiting undesirable proliferation of certain cells.

La présente invention se rapporte à des composés de la formule (I) dans laquelle X représente hydrogène ou hydroxy; R<1> et R<2>, qui peuvent être identiques ou différents, représentent hydrogène ou hydrocarbyle C1-C4; ou R<1> et R<2> peuvent former, avec l'atome de carbone portant le groupe X, un noyau carbocyclique C3-C8; Q représente une liaison simple ou un diradical d'hydrocarbylène C1-C4; R<1>, R<2> et/ou Q peuvent éventuellement être substitués par au moins un atome de fluor. Des promédicaments de la formule (I) sont également décrits, dans lesquels un ou plusieurs groupes hydroxy sont masqués comme groupes pouvant être reconvertis in vivo en groupes hydroxy. Ces composés produisent des effets anti-inflammatoires et immunomodulateurs et présentent une forte activité visant à induire la différenciation et à inhiber la prolifération indésirable de certaines cellules.

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