(1R,3aS,4R,5R,7aS)-4,7a-Diethyl-1-ethynyl-5-(4-methoxy-phenyl)-octahydro-inden-1-ol | 95733-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1R,3aS,4R,5R,7aS)-4,7a-Diethyl-1-ethynyl-5-(4-methoxy-phenyl)-octahydro-inden-1-ol
• 英文别名: 1H-Inden-1-ol, octahydro-4,7a-diethyl-1-ethynyl-5-(4-methoxyphenyl)-, (1-alpha,3a-beta,4-beta,5-beta,7a-alpha)-(+-)-；(1R,3aS,4R,5R,7aS)-4,7a-diethyl-1-ethynyl-5-(4-methoxyphenyl)-3,3a,4,5,6,7-hexahydro-2H-inden-1-ol
• CAS: 95733-51-0
• 化学式: C₂₂H₃₀O₂
• 分子量: 326.479
• InChiKey: IDSVFJFGXLHGBL-FXTUREPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+/-) 2,6β-diethyl-3-(p-methoxyphenyl)-bicyclo<4.3.0>nona-2,9-dien-7β-ol 在 palladium on activated charcoal jones' reagent 、 氢气 、 lithium 、 乙二胺 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 生成 (1R,3aS,4R,5R,7aS)-4,7a-Diethyl-1-ethynyl-5-(4-methoxy-phenyl)-octahydro-inden-1-ol
  参考文献：
  名称：

  Studies in antifertility agents — Part XLI: Secosteroids — X: Syntheses of various stereoisomers of (±) 2,6β-diethyl-7α-ethynyl-3-(?-hydroxyphenyl)-?-bicyclo[4.3.0]nonan-7β-ol

  摘要：

  The syntheses of (+/-) 2 alpha,6 beta -diethyl-7 alpha -ethynyl-3 alpha-(p-hydroxyphenyl)-trans- bicyclo[4.3.0]nonan-7 beta-ol (8), (+/-)2 beta,6 beta-diethyl-7 alpha-ethynyl-3 beta-(p-methoxy-phenyl)-trans-bicyclo[4.3.0]nonan-7 beta-ol 12 and (+/-) 2 alpha,6 beta-diethyl-7 alpha-ethynyl-3 beta-(p-hydroxyphenyl)- trans-bicyclo[4.3.0]nonan-7 beta-ol (18) and their derivatives, which are essentially B-seco-steroids having cis-anti-trans, cis-syn-trans and trans-anti-trans geometries have been carried out. A study of their antiimplantation activities (AI) and receptor binding affinities (RBA) show that trans-anti-trans compounds are biologically most potent, followed by the corresponding cis-anti-trans and cis-syn-trans compounds. The most potent compound 18 is active at 1 mg/kg in rats. Introduction of 7 alpha-ethynyl group increases their AI activity; however, no significant effect on their RBA is observed.

  DOI：

  10.1016/0039-128x(83)90126-5

文献信息

• Studies in antifertility agents — Part XLI: Secosteroids — X: Syntheses of various stereoisomers of (±) 2,6β-diethyl-7α-ethynyl-3-(?-hydroxyphenyl)-?-bicyclo[4.3.0]nonan-7β-ol
  作者：A Jhingran

  DOI：10.1016/0039-128x(83)90126-5

  日期：1983.12

  The syntheses of (+/-) 2 alpha,6 beta -diethyl-7 alpha -ethynyl-3 alpha-(p-hydroxyphenyl)-trans- bicyclo[4.3.0]nonan-7 beta-ol (8), (+/-)2 beta,6 beta-diethyl-7 alpha-ethynyl-3 beta-(p-methoxy-phenyl)-trans-bicyclo[4.3.0]nonan-7 beta-ol 12 and (+/-) 2 alpha,6 beta-diethyl-7 alpha-ethynyl-3 beta-(p-hydroxyphenyl)- trans-bicyclo[4.3.0]nonan-7 beta-ol (18) and their derivatives, which are essentially B-seco-steroids having cis-anti-trans, cis-syn-trans and trans-anti-trans geometries have been carried out. A study of their antiimplantation activities (AI) and receptor binding affinities (RBA) show that trans-anti-trans compounds are biologically most potent, followed by the corresponding cis-anti-trans and cis-syn-trans compounds. The most potent compound 18 is active at 1 mg/kg in rats. Introduction of 7 alpha-ethynyl group increases their AI activity; however, no significant effect on their RBA is observed.