2-methoxy-3-methoxymethoxyestra-1,3,5(10)-trien-17-one

• 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: 2-methoxy-3-methoxymethoxyestra-1,3,5(10)-trien-17-one
• 英文别名: (8R,9S,13S,14S)-2-methoxy-3-(methoxymethoxy)-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
• 化学式: C₂₁H₂₈O₄
• 分子量: 344.451
• InChiKey: DRQDSWQOODONSJ-KJOVKWNASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-3-methoxymethoxyestra-1,3,5(10)-trien-17-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 0.5h， 以99%的产率得到2-methoxy-3-methoxymethoxyestra-1,3,5(10)-trien-17β-ol
  参考文献：
  名称：

  Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs. Part III

  摘要：

  The syntheses and antimitotic activity of several novel analogs of 2-methoxyestradiol are described. Structural modifications include ring-D homologation, aromatization of the six-membered ring-D to a chrysine type molecule, and introduction of unsaturation in five-membered ring-D along with substitution of alkyl and ethynyl groups for the 17 beta-hydroxy function. of nine analogs synthesized, five have demonstrated superior antiproliferative activities compared to 2-methoxyestradiol. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.10.016
• 作为产物：
  描述：

  2-甲氧基雌素酮 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到2-methoxy-3-methoxymethoxyestra-1,3,5(10)-trien-17-one
  参考文献：
  名称：

  Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs. Part III

  摘要：

  The syntheses and antimitotic activity of several novel analogs of 2-methoxyestradiol are described. Structural modifications include ring-D homologation, aromatization of the six-membered ring-D to a chrysine type molecule, and introduction of unsaturation in five-membered ring-D along with substitution of alkyl and ethynyl groups for the 17 beta-hydroxy function. of nine analogs synthesized, five have demonstrated superior antiproliferative activities compared to 2-methoxyestradiol. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.10.016

文献信息

• WO2008/137599
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] 2-ALKOXYESTRADIOL ANALOGS AND PHARMACEUTICAL PREPARATIONS<br/>[FR] ANALOGUES DE 2-ALCOXYESTRADIOL ET PRÉPARATIONS PHARMACEUTIQUES
  申请人：EVESTRA INC

  公开号：WO2008137599A2

  公开（公告）日：2008-11-13

  [EN] Novel 2-alkoxyestradiol analogs, pharmaceutical compositions and methods of treatment of proliferative and angiogenesis associated conditions are disclosed.
  [FR] L'invention concerne de nouveaux analogues de 2-alcoxyestradiol, des compositions pharmaceutiques et des procédés de traitement d'affections prolifératives et associées à l'angiogenèse.
• Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs. Part III
  作者：Pemmaraju N. Rao、James W. Cessac、James W. Boyd、Arthur D. Hanson、Jamshed Shah

  DOI：10.1016/j.steroids.2007.10.016

  日期：2008.2

  The syntheses and antimitotic activity of several novel analogs of 2-methoxyestradiol are described. Structural modifications include ring-D homologation, aromatization of the six-membered ring-D to a chrysine type molecule, and introduction of unsaturation in five-membered ring-D along with substitution of alkyl and ethynyl groups for the 17 beta-hydroxy function. of nine analogs synthesized, five have demonstrated superior antiproliferative activities compared to 2-methoxyestradiol. (C) 2007 Elsevier Inc. All rights reserved.