3-methylene steroid derivatives

C - Chemistry – Metallurgy – 07 – J

Patent

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Details

C07J 71/00 (2006.01) A61K 31/57 (2006.01) A61K 31/58 (2006.01) A61P 19/02 (2006.01) A61P 37/00 (2006.01) C07J 1/00 (2006.01)

Patent

CA 2391096

The invention concerns a 3-methylene steroid derivative having general formula (1) wherein R1 is H or together with R3 forms a .beta.-epoxide or R1 is absent if there is a 5-10 or 4-5 double bond; R2 is (C1-C5)alkyl or CF3; R3 is .beta.H, .beta.CH3 or together with R1 forms a .beta.-epoxide or R3 is absent if there is a 5-10 double bond; R4 is H, lower alkyl; Y is [H, H], [OH, H], =O, [OH, lower alkyl], [OH, (C2-C5)alkenyl], [OH, (C2-C5)alkynyl] or (C1- C6)alkylidene, whereby said alkyl, alkenyl, alkynyl and alkylidene is optionally halogenated; =NOR5, whereby R5 is H, lower alkyl; dotted lines represent an optional double bond, or prodrugs thereof for the treatment of arthritic diseases and/or autoimmune diseases.

L'invention concerne un dérivé de stéroïdes de 3-méthylène représenté par la formule (1) dans laquelle R?1¿ représente H ou, avec R?3¿, constitue un .beta. époxyde ou R?1¿ est absent dans le cas de la présence d'une liaison double 5-10 ou 4-5; R?2¿ représente alkyle C¿1?-C¿5? ou CF¿3?; R?3¿ représente .beta.H, .beta.CH¿3? ou, avec R?1¿, constitue un .beta.-époxyde ou R?3¿ est absent dans le cas de la présence d'une liaison double 5-10; R?4¿ représente H, alkyle inférieur; Y représente [H, H], [OH, H], =O, [OH, alkyle inférieur], [OH, alkényle C¿2?-C¿5?], [OH, alkynyle C¿2?-C¿5?] ou alkylidène C¿1?-C¿6?, lesdits alkyles, alkényles, alkynyles et alkylidènes étant éventuellement halogénés; =NOR?5¿ dans laquelle R?5¿ représente H, alkyle inférieur; les lignes pointillées représentent une double liaison éventuelle, ou leurs promédicaments afin de traiter des maladies arthritiques et/ou des maladies autoimmunes.

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