16α-[N,N-(1',5'-pentanediyl)]amino-3β-hydroxypregn-5-ene-20-one | 845718-71-0

• 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: 16α-[N,N-(1',5'-pentanediyl)]amino-3β-hydroxypregn-5-ene-20-one
• 英文别名: 3β-hydroxy-16α-piperidino-pregn-5-en-20-one；3β-Hydroxy-16α-piperidino-pregn-5-en-20-on
• CAS: 845718-71-0
• 化学式: C₂₆H₄₁NO₂
• 分子量: 399.617
• InChiKey: GKVALNJWJXLGAA-SQLUACQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  16α-[N,N-(1',5'-pentanediyl)]amino-3β-hydroxypregn-5-ene-20-one 在 甲醇 、 硼酸三钠 作用下， 生成 16α-piperidino-pregn-5-ene-3β,20β_F-diol
  参考文献：
  名称：

  Steroidal Amines. III. 16α-Amino-Substituted Pregnanes¹

  摘要：

  DOI：

  10.1021/ja01594a050
• 作为产物：
  描述：

  哌啶 、 16-脱氢孕烯醇酮乙酸酯 在 氢氧化钾 作用下， 生成 16α-[N,N-(1',5'-pentanediyl)]amino-3β-hydroxypregn-5-ene-20-one
  参考文献：
  名称：

  Steroidal Amines. III. 16α-Amino-Substituted Pregnanes¹

  摘要：

  DOI：

  10.1021/ja01594a050

文献信息

• Synthesis of 16α-amino-pregnenolone derivatives via ionic liquid-catalyzed aza-Michael addition and their evaluation as C 17,20 -lyase inhibitors
  作者：Eszter Szánti-Pintér、Lilla Maksó、Ágnes Gömöry、Johan Wouters、Bianka Edina Herman、Mihály Szécsi、Gábor Mikle、László Kollár、Rita Skoda-Földes

  DOI：10.1016/j.steroids.2017.05.006

  日期：2017.7

  Aza-Michael addition of 16-dehydropregnenolone was studied in the presence of a basic ionic liquid, [DBU] [OAc] as catalyst and solvent. The reaction was carried out using different primary and secondary amines as N-nucleophiles. The products were obtained in moderate to good yields and were characterized by H-1 and C-13 NMR, MS and IR. The ionic liquid was found to be an efficient and recyclable catalyst that was reused five times. The products were investigated for the inhibition of in vitro C-17,C-20-lyase activity and displayed moderate inhibitory effect.
• SYNTHETIC STEROIDAL CARDIOACTIVE AMINES
  作者：David Gould、Elliot L. Shapiro、E. B. Hershberg

  DOI：10.1021/ja01650a095

  日期：1954.11