Neuroactive steroids of the androstane and pregnane series

Details Neuroactive steroids of the androstane and pregnane series Neuroactive steroids of the androstane and pregnane series

C - Chemistry, Metallurgy

07

J

C07J 1/00 (2006.01) A61K 31/565 (2006.01) A61K 31/58 (2006.01) C07J 17/00 (2006.01) C07J 21/00 (2006.01) C07J 31/00 (2006.01) C07J 33/00 (2006.01) C07J 41/00 (2006.01) C07J 43/00 (2006.01)

Patent

CA 2223996

The invention relates to 3.alpha.-hydroxy, 17-(un)substituted derivatives of the androstane series and 3.alpha.-hydroxy, 21-substituted derivatives of the pregnane series. These derivatives are capable of acting at a recently identified site on the GRC, thereby modulating brain excitability in a manner that will alleviate stress, anxiety, insomnia, mood disorders that are amenable to GRC-active agents (such as depression) and seizure activity. The steroid derivatives of this invention are those having general structural formula (I), wherein R, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are further defined herein and the dotted lines are single or double bonds. The structure includes androstanes (R4 - methyl), 19-norandrostanes, and norpregnanes (R4 - H).

L'invention concerne des dérivés 3-alpha-hydroxy,17-(non)substitués de la série androstane et des dérivés 3-alpha-hydroxy,21-substitués de la série pregnane. Ces dérivés sont capables d'agir sur un site récemment identifié sur le complexe récepteur de l'acide gamma-aminobutyrique (GRC), modulant ainsi l'excitabilité cérébrale d'une manière qui atténue le stress, l'anxiété, l'insomnie, les troubles de l'humeur qui sont sensibles aux agents agissant sur le GRC (comme la dépression) et l'activité épileptique. Les dérivés stéroïdiques de la présente invention sont ceux qui ont la formule générale (I), où R, R1, R2, R3, R4, R5, R6, R7, R8, R9 et R10 sont définis de manière plus détaillée dans la présente description et où les lignes pointillées sont des liaisons simples ou doubles. La structure comprend les androstanes (R4-méthyle), les 19-norandrostanes et les norpregnanes (R4-H).

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