17α-[2-acetyl-2-(ethoxycarbonyl)-1,3-dihydro-2H-inden-5-yl]estradiol | 1184119-81-0

• 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: 17α-[2-acetyl-2-(ethoxycarbonyl)-1,3-dihydro-2H-inden-5-yl]estradiol
• 英文别名: 17α-[2-acetyl-2-(ethoxycarbonyl)-1,3-dihydro-2H-inden-5-yl]-estradiol；ethyl 2-acetyl-5-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-1,3-dihydroindene-2-carboxylate
• CAS: 1184119-81-0
• 化学式: C₃₂H₃₈O₅
• 分子量: 502.651
• InChiKey: MHEQZALMUWNYOD-RECUOTGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-acetyl-2-(prop-2-ynyl)pent-4-ynoate 、 炔雌醇 在 Wilkinson's catalyst 作用下， 以 甲苯 、 乙腈 为溶剂， 以41%的产率得到17α-[2-acetyl-2-(ethoxycarbonyl)-1,3-dihydro-2H-inden-5-yl]estradiol
  参考文献：
  名称：

  Synthesis and Evaluation of 17α-Arylestradiols as Ligands for Estrogen Receptor α and β

  摘要：

  To identify novel estrogen receptor ligands a series of substituted 17 alpha-arylestradiols were synthesized using the catalytic [2 + 2 + 2]cyclotrimerization of 17 alpha-ethynylestradiol with various 1,7-diynes in the presence of Wilkinson's catalysts [Rh(PPH3)(3)Cl]. The compounds were subjected to competitive binding assays, cell-based luciferase reporter assays, and proliferation assays. These experiments confirmed their estrogenic character and revealed some interesting properties like mixed partial/full agonism for ER alpha/ ER beta and different selectivity as a result of differing potencies for either ER.

  DOI：

  10.1021/jm901898a

文献信息

• Ligands of Estrogen Receptors alpha and beta, Method of Their Preparation, and Pharmaceuticals Comprising Them
  申请人：Novak Petr

  公开号：US20110118225A1

  公开（公告）日：2011-05-19

  The invention relates to novel ligands of the estrogen receptors α and β of general formula II, which are useful as an active substance of pharmaceuticals, for example pharmaceutical compositions useful for hormone replacement therapy, as well as for the treatment of tumors and inflammatory diseases. The invention also relates to a novel preparation method of these ligands comprising cyclotrimerization of ethynylestradiol with the appropriate diyne in an organic solvent. Further, the invention relates to pharmaceuticals comprising the novel compounds according to the invention.

  该发明涉及一种新型雌激素α和β受体的配体，其通式为II，可用作药物的活性成分，例如用于激素替代疗法的药物组合物，以及用于肿瘤和炎症性疾病的治疗。该发明还涉及一种新的制备这些配体的方法，包括在有机溶剂中用适当的二炔基与乙炔雌二醇进行环三聚反应。此外，该发明还涉及包含该发明中新化合物的药物。
• LIGANDS OF ESTROGEN RECEPTORS AND , METHOD OF THEIR PREPARATION AND PHARMACEUTICALS COMPRISING THEM
  申请人：Ustav molekularni genetiky AV CR, v.v.i.

  公开号：EP2274316B1

  公开（公告）日：2013-02-13
• US8334280B2
  申请人：——

  公开号：US8334280B2

  公开（公告）日：2012-12-18