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 2254806

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 a C1-C3 alkyl radical; or R1 and R2, taken together with the carbon atom bearing the group X, can form a C3-C6 carbocyclic ring; R3 stands for a C1-C3 alkyl radical, an aryl or an aralkyl radical, or for YR4, in which Y stands for the radicals -CO-S-, -CS-O- or -CS-S-, and R4 stands for a C1-C3 alkyl radical or an aryl or an aralkyl radical; Q is (CH2)n, n being 1-4. R1, R2 and Q independently may optionally be substituted with one or more fluorine atoms. The compounds show strong activity in inducing differentiation and inhibiting undesirable proliferation of certain cells as well as immunomodulating and anti-inflammatory effects.

Composés de la formule (I) dans laquelle X est hydrogène ou hydroxy; R?1¿ et R?2¿, qui peuvent être identiques ou différents, représentent hydrogène ou un radical alkyle C¿1?-C¿3?; ou R?1¿ et R?2¿ forment, avec l'atome de carbone portant le groupe X, un noyau carbocyclique C¿3?-C¿6?; R?3¿ représente un radical alkyle C¿1?-C¿3?, un radical aralkyle ou aryle, ou représente YR?4¿, Y représentant les radicaux -CO-S-, -CS-O- ou -CS-S-, et R?4¿ représentant un radical alkyle C¿1?-C¿3? ou un radical aralkyle ou aryle; Q représente (CH¿2?)¿n?, n valant 1-4. R?1¿, R?2¿ et Q peuvent éventuellement être indépendamment substitués par un ou plusieurs atomes de fluor. Ces composés présentent une forte activité en ce qui concerne l'induction de la différenciation et l'inhibition d'une prolifération indésirable de certaines cellules ainsi que des effets immunomodulateurs et anti-inflammatoires.

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