3,3-ethylenedioxy-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethynyl phosphonic acid diethyl ester | 948907-54-8

• 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-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethynyl phosphonic acid diethyl ester
• CAS: 948907-54-8
• 化学式: C₃₄H₄₈NO₇P
• 分子量: 613.731
• InChiKey: HOEDEVXWKUENLZ-PJXNIOQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  43.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  97.69
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3,3-ethylenedioxy-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethynyl phosphonic acid diethyl ester 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以18%的产率得到19-norpregna-4,9-dien-20-yne-21-phosphonic acid diethyl ester, 11-[4-(N,N-dimethylamino)phenyl]-17-hydroxy-3-oxo-
  参考文献：
  名称：

  Novel phosphorus-containing 17β-side chain mifepristone analogues as progesterone receptor antagonists

  摘要：

  A novel series of steroidal compounds were designed and synthesized with various phosphorus-containing groups on the 17 beta-side chain as progesterone receptor antagonists. The structure -activity relationships of these compounds are discussed. Selected compounds were tested in an rat progesterone-sensitive assay. Some of these compounds are more potent than mifepristone, with a better selectivity profile in differentiating progesterone receptor from glucocorticoid receptor.(C) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.07.003
• 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 copper(l) chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 34.0h， 生成 3,3-ethylenedioxy-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethynyl phosphonic acid diethyl ester
  参考文献：
  名称：

  Novel phosphorus-containing 17β-side chain mifepristone analogues as progesterone receptor antagonists

  摘要：

  A novel series of steroidal compounds were designed and synthesized with various phosphorus-containing groups on the 17 beta-side chain as progesterone receptor antagonists. The structure -activity relationships of these compounds are discussed. Selected compounds were tested in an rat progesterone-sensitive assay. Some of these compounds are more potent than mifepristone, with a better selectivity profile in differentiating progesterone receptor from glucocorticoid receptor.(C) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.07.003