(11β,17α)-(9CI)-17,23-epoxy-11-(4-trifluoromethylsulfonyloxyphenyl)-19,24-dinorchola-4,9,20-trien-3-one | 913081-61-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (11β,17α)-(9CI)-17,23-epoxy-11-(4-trifluoromethylsulfonyloxyphenyl)-19,24-dinorchola-4,9,20-trien-3-one
• 英文别名: 19,24-dinorchola-4,9,20-trien-3-one,17,23-epoxy-11-(4-trifluoromethanesulfonyloxyphenyl)-,(11β,17α)-(9Cl)；[4-[(8S,11R,13S,14S,17R)-13-methyl-3'-methylidene-3-oxospiro[1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-17,2'-oxolane]-11-yl]phenyl] trifluoromethanesulfonate
• CAS: 913081-61-5
• 化学式: C₂₉H₃₁F₃O₅S
• 分子量: 548.623
• InChiKey: SVTWIYZCPUBDHW-YTFMROOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (11β,17α)-(9CI)-17,23-epoxy-11-(4-trifluoromethylsulfonyloxyphenyl)-19,24-dinorchola-4,9,20-trien-3-one 在 palladium diacetate lithium hydroxide 、 N,N-二异丙基乙胺 、 1,4-双(二苯基膦)丁烷 作用下， 以 1,4-二氧六环 、 水 、 叔丁醇 为溶剂， 生成 19,24-dinorchola-4,9,20-trien-3-one, 1723-epoxy-11-[4-(hydroxy-methyl-phosphinoyl)phenyl]-(11β,17α)-(9Cl)
  参考文献：
  名称：

  New progesterone receptor antagonists: Phosphorus-containing 11β-aryl-substituted steroids

  摘要：

  A new series of phosphorus-containing 11 beta-aryl-substituted steroids have been synthesized in an eight-step sequence involving a palladium-catalyzed coupling reaction to introduce a phosphorus group onto the aromatic ring. The compounds were evaluated for progesterone receptor (PR) antagonist activity in a T47D cell-based assay and for glucocorticoid receptor (GR) antagonist activity in an A549 cell-based assay. The structure-activity relationships of these compounds are discussed. Selected compounds were tested in vivo in a rat complement C3 assay. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.066
• 作为产物：
  描述：

  (5α,11β,17α)-(9CI)-11-[4-(2-tetrahydro-2H-pyranyloxy)phenyl]-17,23-epoxy-5-hydroxy-19,24-dinorchola-9,20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal 在 草酸 、 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.0h， 生成 (11β,17α)-(9CI)-17,23-epoxy-11-(4-trifluoromethylsulfonyloxyphenyl)-19,24-dinorchola-4,9,20-trien-3-one
  参考文献：
  名称：

  New progesterone receptor antagonists: Phosphorus-containing 11β-aryl-substituted steroids

  摘要：

  A new series of phosphorus-containing 11 beta-aryl-substituted steroids have been synthesized in an eight-step sequence involving a palladium-catalyzed coupling reaction to introduce a phosphorus group onto the aromatic ring. The compounds were evaluated for progesterone receptor (PR) antagonist activity in a T47D cell-based assay and for glucocorticoid receptor (GR) antagonist activity in an A549 cell-based assay. The structure-activity relationships of these compounds are discussed. Selected compounds were tested in vivo in a rat complement C3 assay. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.066

文献信息

• 11-PHOSPHOROUS STEROID DERIVATIVES USEFUL AS PROGESTERONE RECEPTOR MODULATORS
  申请人：Fiordeliso J. James

  公开号：US20070232570A1

  公开（公告）日：2007-10-04

  The present invention is directed to novel 11-phosphorous steroid derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by a progesterone or glucocorticoid receptor.

  本发明涉及新颖的11-磷酸类固醇衍生物，含有它们的药物组合物以及它们在治疗受孕激素或糖皮质激素受体调节的疾病和症状中的应用。
• 17-PHOSPHOROUS STEROID DERIVATIVES USEFUL AS PROGESTERONE RECEPTOR MODULATORS
  申请人：Jiang Weiqin

  公开号：US20070207982A1

  公开（公告）日：2007-09-06

  The present invention is directed to novel 17-phosphorous steroid derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by a progesterone or glucocorticoid receptor.

  本发明涉及新颖的17-磷类固醇衍生物，含有它们的药物组合物以及它们在治疗受孕激素或糖皮质激素受体调节的疾病和症状中的用途。
• US7678781B2
  申请人：——

  公开号：US7678781B2

  公开（公告）日：2010-03-16
• US7671045B2
  申请人：——

  公开号：US7671045B2

  公开（公告）日：2010-03-02
• [EN] 11-PHOSPHOROUS STEROID DERIVATIVES USEFUL AS PROGESTERONE RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS STÉROÏDIENS 11-PHOSPHOREUX UTILISÉS COMME MODULATEURS DU RÉCEPTEUR DE LA PROGESTÉRONE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007098381A2

  公开（公告）日：2007-08-30

  [EN] The present invention is directed to novel 11-phosphorous steroid derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by a progesterone or glucocorticoid receptor.
  [FR] L'invention concerne des dérivés stéroïdiens 11-phosphoreux, des compositions pharmaceutiques les contenant, et leur utilisation pour le traitement de troubles et de pathologies modulés par un récepteur de la progestérone ou un récepteur glucocorticoïde.