2-methoxyestra-1,3,5(10),14-tetraen-3,17β-diol | 477951-78-3

• 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-methoxyestra-1,3,5(10),14-tetraen-3,17β-diol
• 英文别名: 2-Methoxyestra-1,3,5(10),14-tetraen-3,17beta-diol；(8R,9S,13S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,16,17-octahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 477951-78-3
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: DLXNJPDDUJAINV-ATNYCFDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxyestra-1,3,5(10),14-tetraen-3,17β-diol 在 Jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.08h， 以100%的产率得到2-methoxy-3-acetoxyestra-1,3,5(10),14-tetraen-17-one
  参考文献：
  名称：

  WO2008/137599

  摘要：

  公开号：
• 作为产物：
  描述：

  17,17-ethylenedioxy-2-methoxyestra-1,3,5(10)-trien-3-ol 3-benzyl ether 在 palladium on activated charcoal 吡啶 、 sodium tetrahydroborate 、 乙酸异丙烯酯 、 potassium tert-butylate 、 ammonium formate 、 phenyltrimethylammonium tribromide 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 丙酮 、 xylene 为溶剂， 反应 24.5h， 生成 2-methoxyestra-1,3,5(10),14-tetraen-3,17β-diol
  参考文献：
  名称：

  Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs

  摘要：

  The syntheses and antimitotic activity of several novel 2-methoxyestradiol analogs are described. Structural modifications investigated include introduction of additional unsaturation in rings B and D; inversion at C-13; and substitution at the C-2, C-15, C-16, and C-7alpha positions. Of 15 analogs synthesized, 2 have demonstrated superior biological activities compared to 2-methoxyestradiol. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00066-1

文献信息

• Novel 2-alkoxyestradiol analogs with antiproliferative and antimitotic activity
  申请人：SOUTHWEST FOUNDATION FOR BIOMEDICAL RESEARCH

  公开号：US20030229061A1

  公开（公告）日：2003-12-11

  The application discloses novel 2-alkoxyestradiol analogs which exhibit anti-proliferative properties, and methods of making and using such compounds to inhibit undesired cell proliferation and tumor growth. Additionally, methods are disclosed of treating diseases associated with undesired angiogenesis and undesired proliferation, and methods of treating infectious disease wherein the infectious agent is particularly susceptible to inhibition by agents that disrupt microtubule organization and function.

  本发明披露了新型2-烷氧基雌二醇类似物，该类似物具有抗增殖特性，并公开了制备和使用这些化合物以抑制不良细胞增殖和肿瘤生长的方法。此外，还披露了治疗与不良血管生成和不良增殖有关的疾病的方法，以及治疗感染疾病的方法，其中感染剂特别易受到破坏微管组织和功能的药物抑制。
• 2-alkoxyestradiol analogs with antiproliferative and antimitotic activity
  申请人：Southwest Foundation for Biomedical Research

  公开号：US06593321B2

  公开（公告）日：2003-07-15

  The application discloses novel 2-alkoxyestradiol analogs which exhibit anti-proliferative properties, and methods of making and using such compounds to inhibit undesired cell proliferation and tumor growth. Additionally, methods are disclosed of treating diseases associated with undesired angiogenesis and undesired proliferation, and methods of treating infectious disease wherein the infectious agent is particularly susceptible to inhibition by agents that disrupt microtubule organization and function.

  本发明揭示了一种新型的2-烷氧基雌二醇类似物，具有抗增殖性质，并且揭示了制备和使用这种化合物以抑制不良细胞增殖和肿瘤生长的方法。此外，还揭示了治疗与不良血管生成和不良增殖相关的疾病的方法，以及治疗感染病的方法，其中感染剂特别容易被破坏微管组织和功能的剂量抑制。
• 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.
• US6593321B2
  申请人：——

  公开号：US6593321B2

  公开（公告）日：2003-07-15
• US6852710B2
  申请人：——

  公开号：US6852710B2

  公开（公告）日：2005-02-08