3,17β-dihydroxy-9,11-seco-estra-1,3,5(10)-trien-11-oic acid 17-acetate, 3-methyl ether | 53940-73-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3,17β-dihydroxy-9,11-seco-estra-1,3,5(10)-trien-11-oic acid 17-acetate, 3-methyl ether
• 英文别名: 17β-acetoxy-3-methoxy-9,11-seco-1,3,5(10)-estratrien-11-oic acid；2-[(1S,2S,5S)-2-acetyloxy-5-[(2R)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]-1-methylcyclopentyl]acetic acid
• CAS: 53940-73-1
• 化学式: C₂₁H₂₈O₅
• 分子量: 360.45
• InChiKey: YXKCTMFRFDBDAO-SAJDGTNDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,17β-dihydroxy-9,11-seco-estra-1,3,5(10)-trien-11-oic acid 17-acetate, 3-methyl ether 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以80%的产率得到17β-hydroxy-3-methoxy-9,11-secoestra-1,3,5(10)-trien-11-oic acid
  参考文献：
  名称：

  Friedel-Crafts反应条件下9,11-Seco-Estrane的分子内环化

  摘要：

  摘要 描述了 17β-乙酰氧基-3-甲氧基-9,11-seco-1,3,5(10)-雌三烯-11-油酸在不同 Friedel-Crafts 反应条件下的分子内环化。

  DOI：

  10.1080/00397910801914277

文献信息

• Amide derivatives of 9,11-seco-estra-1,3,5(10)-trien-11-oic acid as modified orally active estrogen agonists with moderate antagonistic activity
  作者：Arvind Singh Negi、Devdutt Chaturvedi、Atul Gupta、S. Ray、Anila Dwivedy、M.M. Singh

  DOI：10.1016/j.bmcl.2004.10.031

  日期：2005.1

  Synthesis of amide derivatives of 9,11-seco-estra-1,3,5(10)-trien-11-oic acid containing alkyl and aromatic amine residues has been carried out with an aim to prepare orally active estrogen antagonists. Modification of the estradiol molecule in the form of C-seco-amide derivatives has led to their high oral absorption. Compounds 7 an n-propyl amide, 8 an n-butyl amide, and 16 a p-anisidyl amide of C-seco-estrane showed significant estrogen antagonistic activity (>20%), while, the majority of compounds possessed high estrogen agonistic activity on oral administration at 10 mg/kg dose in rats. (C) 2004 Elsevier Ltd. All rights reserved.
• Chlorodecarboxylation of 17β-acetoxy-3-methoxy-9-oxo-9, 11-secoestra-1,3,5(10)-trien-11-oic acid with lead tetraacetate and trityl chloride1
  作者：Kasturi Lal、Suprabhat Ray

  DOI：10.1016/0039-128x(82)90054-x

  日期：1982.5
• SINGH, ASHVANI K.;KASTURI, LAL;PRAKASH, O. M.;AGARWAL, A. K.;RAY, SUPRABH+, INDIAN J. CHEM., B26,(1987) N 9, 839-842
  作者：SINGH, ASHVANI K.、KASTURI, LAL、PRAKASH, O. M.、AGARWAL, A. K.、RAY, SUPRABH+

  DOI：——

  日期：——