2-methoxyestra-1,3,5(10),15-tetraen-3,17β-diol | 477951-76-1

• 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),15-tetraen-3,17β-diol
• 英文别名: (8R,9S,13S,14S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,14,17-octahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 477951-76-1
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: ZNDRLTWVCDWLQH-SSTWWWIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 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),15-tetraen-3,17β-diol 在 吡啶 、 四氧化锇 作用下， 以 吡啶 、 苯 为溶剂， 反应 68.0h， 生成 2-methoxyestra-1,3,5(10)-trien-3,15ξ,16ξ,17β-tetrol 3,17-diacetate
  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
• 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 、 lithium aluminium tetrahydride 、 potassium tert-butylate 、 ammonium formate 、 phenyltrimethylammonium tribromide 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 、 丙酮 、 xylene 为溶剂， 反应 18.5h， 生成 2-methoxyestra-1,3,5(10),15-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。
• 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
• [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
  作者：Pemmaraju N Rao、James W Cessac、Tina L Tinley、Susan L Mooberry

  DOI：10.1016/s0039-128x(02)00066-1

  日期：2002.12

  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.