| 1255533-31-3

• 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
• CAS: 1255533-31-3
• 化学式: C₅₀H₆₉N₃O₆
• 分子量: 808.114
• InChiKey: WEFQHTCABUKEGE-GANXXAGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.55
• 重原子数：
  59.0
• 可旋转键数：
  10.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  133.75
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 、 1,2-diaminoethane dihydrochloride 反应 48.0h， 以60%的产率得到
  参考文献：
  名称：

  Synthesis of pregnenolone–danazol–ethylendiamine conjugate: relationship between descriptors log P, π, R m, and V m and its antibacterial activity in S. aureus and V. cholerae

  摘要：

  In this study, the pregnenolone-danazol-ethylendiamine conjugate (3) was synthesized and its antibacterial activity on Staphylococcus aureus and Vibrio cholerae was evaluated. In order to delineate the structural chemistry of 3 as antibacterial agent, the physicochemical descriptors log P, pi, R (m), and V (m) were evaluated. In this sense, the first step was achieved by reacting pregnenolone-danazol (1) with ethylendiamine and formaldehyde to form pregnenolone-danazol-ethylendiamine (3). The structure of 3 was confirmed by spectroscopy and spectrometry data. The H-1 NMR spectrum of 3 showed signals at 0.64-1.01 and 0.99-1.00 ppm corresponding to methyls presents in the steroids nucleus. In addition, several signals at 2.62-2.74 ppm for methylene bound to ester group and at 2.68-2.74 ppm for methylenes bound to amine group were found. Finally, a signal at 8.03 ppm for the proton involved in the ring of isoxazole was found. On the other hand, the results of biological activity indicate that bacterial growth of the microorganisms studied was inhibited by 3 in a manner dose-dependent. In addition, the results showed an increase in both, R (m) and V (m) and a decrease of log P and pi values in the compound 3 in comparison with 1. These data indicate that steric impediment and degree of lipophilicity could affect the antibacterial activity of the pregnenolone-danazol-ethylendiamine conjugate.

  DOI：

  10.1007/s00044-010-9408-0