2-(1-phenyl-3-p-tolylallylidene)hydrazinecarboximidamide | 902275-47-2

• 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: 2-(1-phenyl-3-p-tolylallylidene)hydrazinecarboximidamide
• 英文别名: 2-[[3-(4-Methylphenyl)-1-phenylprop-2-enylidene]amino]guanidine
• CAS: 902275-47-2
• 化学式: C₁₇H₁₈N₄
• 分子量: 278.357
• InChiKey: XZHIIDSBDZACFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-甲基苯基)-1-苯基-丙-2-烯-1-酮 、 肼甲酰亚胺酰胺一氯化氢 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 2-(1-phenyl-3-p-tolylallylidene)hydrazinecarboximidamide
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of guanidine derivatives as novel antitubulin agents

  摘要：

  A series of novel chalcone guanidine derivatives (4a-4q) have been designed and synthesized, and their biological activity were also evaluated as potential antiproliferative and antitubulin polymerization inhibitors. Compound 4q showed the most potent biological activity (IC50 = 0.09 +/- 0.01 mu M for MCF-7 and IC50 = 8.4 +/- 0.6 mu M for tubulin), which is comparable to the positive controls. Docking simulation was performed to position compound 4q into the colchicine binding site to determine the probable binding model, which suggested probable inhibition mechanism. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.10.008

文献信息

• Synthesis, molecular modeling and biological evaluation of guanidine derivatives as novel antitubulin agents
  作者：Yong Qian、Hong-Jia Zhang、Peng-Cheng Lv、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.10.008

  日期：2010.12

  A series of novel chalcone guanidine derivatives (4a-4q) have been designed and synthesized, and their biological activity were also evaluated as potential antiproliferative and antitubulin polymerization inhibitors. Compound 4q showed the most potent biological activity (IC50 = 0.09 +/- 0.01 mu M for MCF-7 and IC50 = 8.4 +/- 0.6 mu M for tubulin), which is comparable to the positive controls. Docking simulation was performed to position compound 4q into the colchicine binding site to determine the probable binding model, which suggested probable inhibition mechanism. Published by Elsevier Ltd.