17α-ethynyl-3E-[O-(2-pyrrolidinoethyl)]oximino-4-androsten-17β-ol

• 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-ethynyl-3E-[O-(2-pyrrolidinoethyl)]oximino-4-androsten-17β-ol
• 英文别名: DPJ-685；(3E,8R,9S,10R,13S,14S,17R)-17-ethynyl-10,13-dimethyl-3-(2-pyrrolidin-1-ylethoxyimino)-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-ol
• 化学式: C₂₇H₄₀N₂O₂
• 分子量: 424.627
• InChiKey: MSACPCHIHVLAKU-TVBBEURISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  45.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  炔孕酮 在 吡啶 、 盐酸羟胺 、 水 、 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 48.0h， 生成 17α-ethynyl-3E-[O-(2-pyrrolidinoethyl)]oximino-4-androsten-17β-ol
  参考文献：
  名称：

  Synthesis and antineoplastic activity of 2-alkylaminoethyl derivatives of various steroidal oximes

  摘要：

  Various steroidal oxime ether I derivatives in androstene and estrane series have been synthesized and evaluated for the antineoplastic activity at National Cancer Institute, Bethesda, Maryland, USA. O-Alkylation of the oximes by various alkylaminoethyl halides gave the oxime ether derivatives. The 17alpha-ethynylandrostene derivatives 29 (DPJ-684), 30 (DPJ-685), 31 (DPJ-686) and estrane derivatives 35 (DPJ-531) and 36 (DPJ-532) were among the small percentage of compounds, which have been screened by NCI for in vivo hollow fiber assay by virtue of their activity against one or more human tumour cell lines in 60 cell line in vitro prescreen. The preliminary in vivo reports of hollow fiber assays have been referred to the Biological Evaluation Committee for Cancer Drugs for considering these, compounds for further detailed in vivo testing. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.09.002

文献信息

• Synthesis and antineoplastic activity of 2-alkylaminoethyl derivatives of various steroidal oximes
  作者：Dharam Paul Jindal、Raja Chattopadhaya、Sheetal Guleria、Ranju Gupta

  DOI：10.1016/j.ejmech.2003.09.002

  日期：2003.11

  Various steroidal oxime ether I derivatives in androstene and estrane series have been synthesized and evaluated for the antineoplastic activity at National Cancer Institute, Bethesda, Maryland, USA. O-Alkylation of the oximes by various alkylaminoethyl halides gave the oxime ether derivatives. The 17alpha-ethynylandrostene derivatives 29 (DPJ-684), 30 (DPJ-685), 31 (DPJ-686) and estrane derivatives 35 (DPJ-531) and 36 (DPJ-532) were among the small percentage of compounds, which have been screened by NCI for in vivo hollow fiber assay by virtue of their activity against one or more human tumour cell lines in 60 cell line in vitro prescreen. The preliminary in vivo reports of hollow fiber assays have been referred to the Biological Evaluation Committee for Cancer Drugs for considering these, compounds for further detailed in vivo testing. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.