3,3-ethylenedioxy-11β-[4-(N,N-dimethylamino)phenyl]spiro[estr-9-en-17β,2'-oxirane] | 93678-27-4

• 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: 3,3-ethylenedioxy-11β-[4-(N,N-dimethylamino)phenyl]spiro[estr-9-en-17β,2'-oxirane]
• CAS: 93678-27-4
• 化学式: C₂₉H₃₉NO₄
• 分子量: 465.633
• InChiKey: VESNCJNTRQJRTI-HMEOIPCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  34.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  54.46
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,3-ethylenedioxy-11β-[4-(N,N-dimethylamino)phenyl]spiro[estr-9-en-17β,2'-oxirane] 在 氢氧化钾 、 溶剂黄146 、 lithium diisopropylamide mono(tetrahydrofuran) 作用下， 反应 16.0h， 生成 17β-hydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregna-4,9-diene-21-carboxylic acid γ-lactone
  参考文献：
  名称：

  New 11β-aryl-substituted steroids exhibit both progestational and antiprogestational activity

  摘要：

  The syntheses of three 11 beta-aryl-19-norpregna-4,9-dien-3-one derivatives with 17-spirolactone and 17 beta-hydroxy-17 alpha-cyanoethyl substitutions are described. The progesterone agonist/antagonist activities of the new compounds are investigated using a recently developed tissue culture system,that relies on the progesterone agonist up-regulation of the prostate-specific antigen (PSA) gene in female breast tumor cell lines. Two of the newly synthesized compounds exhibit mixed agonistic/antagonistic progestational activity. (Steroids 63:523-530, 1998) (C) 1998 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(98)00060-9
• 作为产物：
  描述：

  (5alpha,10alpha)-5,10-环氧-雌甾-9(11)-烯-3,17-二酮环3-(1,2-乙二基缩醛) 在 sodium hydride 、 二甲基亚砜 、 copper(l) chloride 作用下， 反应 7.08h， 生成 3,3-ethylenedioxy-11β-[4-(N,N-dimethylamino)phenyl]spiro[estr-9-en-17β,2'-oxirane]
  参考文献：
  名称：

  New 11β-aryl-substituted steroids exhibit both progestational and antiprogestational activity

  摘要：

  The syntheses of three 11 beta-aryl-19-norpregna-4,9-dien-3-one derivatives with 17-spirolactone and 17 beta-hydroxy-17 alpha-cyanoethyl substitutions are described. The progesterone agonist/antagonist activities of the new compounds are investigated using a recently developed tissue culture system,that relies on the progesterone agonist up-regulation of the prostate-specific antigen (PSA) gene in female breast tumor cell lines. Two of the newly synthesized compounds exhibit mixed agonistic/antagonistic progestational activity. (Steroids 63:523-530, 1998) (C) 1998 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(98)00060-9

文献信息

• COOK, C. EDGAR;TALLENT, C. RAY;REEL, JERRY R.;WANI, MANSUKB C.
  作者：COOK, C. EDGAR、TALLENT, C. RAY、REEL, JERRY R.、WANI, MANSUKB C.

  DOI：——

  日期：——
• COOK, C. EDGAR;TALLENT, C. RAY;REEL, JERRY R.;WANI, MANSUKH C.
  作者：COOK, C. EDGAR、TALLENT, C. RAY、REEL, JERRY R.、WANI, MANSUKH C.

  DOI：——

  日期：——