(Z)-2-((E)-3-(2-chlorophenyl)-1-(4-methoxyphenyl)allylidene)hydrazinecarbothioamide | 1334315-99-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (Z)-2-((E)-3-(2-chlorophenyl)-1-(4-methoxyphenyl)allylidene)hydrazinecarbothioamide
• 英文别名: [(Z)-[(E)-3-(2-chlorophenyl)-1-(4-methoxyphenyl)prop-2-enylidene]amino]thiourea
• CAS: 1334315-99-9
• 化学式: C₁₇H₁₆ClN₃OS
• 分子量: 345.853
• InChiKey: CUHZYMQBPHMOEZ-DELYGBTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(2-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 (Z)-2-((E)-3-(2-chlorophenyl)-1-(4-methoxyphenyl)allylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of chalcone thiosemicarbazide derivatives as novel anticancer agents

  摘要：

  A series of novel chalcone thiosemicarbazide derivatives (4a-4x) have been designed, synthesized, structurally determined, and their biological activities were also evaluated as potential EGFR kinase inhibitors. All the synthesized compounds are first reported. Among the compounds, compound 4r showed the most potent biological activity (IC50 = 0.78 +/- 0.05 mu M for HepG2 and IC50 = 0.35 mu M for EGFR), which is comparable to the positive controls. Docking simulation was also performed to position compound 4r into the EGER active site to determine the probable binding model. Antiproliferative assay results demonstrated that some of these compounds possessed good antiproliferative activity against HepG2. Compound 4r with potent inhibitory activity in tumor growth inhibition may be a potential anticancer agent. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.016

文献信息

• Synthesis, molecular modeling and biological evaluation of chalcone thiosemicarbazide derivatives as novel anticancer agents
  作者：Hong-Jia Zhang、Yong Qian、Di-Di Zhu、Xu-Guang Yang、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2011.07.016

  日期：2011.9

  A series of novel chalcone thiosemicarbazide derivatives (4a-4x) have been designed, synthesized, structurally determined, and their biological activities were also evaluated as potential EGFR kinase inhibitors. All the synthesized compounds are first reported. Among the compounds, compound 4r showed the most potent biological activity (IC50 = 0.78 +/- 0.05 mu M for HepG2 and IC50 = 0.35 mu M for EGFR), which is comparable to the positive controls. Docking simulation was also performed to position compound 4r into the EGER active site to determine the probable binding model. Antiproliferative assay results demonstrated that some of these compounds possessed good antiproliferative activity against HepG2. Compound 4r with potent inhibitory activity in tumor growth inhibition may be a potential anticancer agent. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.