methyl (R)-4-((5R,8S,9S,10R,13R,14S,17R)-3,6-bis(2-((4-bromophenyl)carbamothioyl)hydrazineylidene)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate | 1282612-22-9

• 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: methyl (R)-4-((5R,8S,9S,10R,13R,14S,17R)-3,6-bis(2-((4-bromophenyl)carbamothioyl)hydrazineylidene)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
• CAS: 1282612-22-9
• 化学式: C₃₉H₅₀Br₂N₆O₂S₂
• 分子量: 858.805
• InChiKey: PTUZEOYXLNIHEX-MBKKDGIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.05
• 重原子数：
  51.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  99.14
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  猪去氧胆酸 在 盐酸 、 aluminum oxide 、 磷酸 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.03h， 生成 methyl (R)-4-((5R,8S,9S,10R,13R,14S,17R)-3,6-bis(2-((4-bromophenyl)carbamothioyl)hydrazineylidene)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
  参考文献：
  名称：

  Synthesis of new hyodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave

  摘要：

  An efficient and simple method for synthesis of new hyodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave has been developed. Its main advantages are short reaction times, good conversions and the environmentally friendly nature of the process. The preliminary results indicate that some of these compounds possess inhibitory effects against E. coli. (C) 2010 Zhi Gang Zhao. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.10.020

文献信息

• Microwave-assisted synthesis and in vitro antibacterial activity of novel steroidal thiosemicarbazone derivatives
  作者：Zhigang Zhao、Zhichuan Shi、Min Liu、Xingli Liu

  DOI：10.1016/j.bmcl.2012.09.083

  日期：2012.12

  Herein, we reported the synthesis of 16 novel steroidal thiosemicarbazone derivatives via the condensation of steroidal ketones and substituted thiosemicarbazides under solvent-free conditions using microwave irradiation. The yields obtained are in the range of 84–96% using microwave method and 46–62% using conventional method. All the synthesized compounds (7a–p) have been characterized by 1H NMR

  在本文中，我们报道了在无溶剂条件下使用微波辐射通过甾族酮和取代的硫代氨基脲的缩合反应合成16种新型甾族硫代氨基脲衍生物。使用微波方法获得的产率在84–96％的范围内，而使用常规方法获得的产率在46–62％的范围内。所有合成的化合物（7a – p）均已通过1 H NMR，ESI-MS，IR和元素分析进行​​了表征。对所有系列化合物（7a–p）的抗细菌活性进行了评估，并将结果与​​标准药物阿莫西林进行了比较。该系列中的一些化合物，例如7c，7o和7p与阿莫西林等效于铜绿假单胞菌。化合物7h对金黄色葡萄球菌和枯草芽孢杆菌的抑制作用也优于阿莫西林。