(Z)-2-((E)-3-(4-bromophenyl)-1-phenylallylidene)hydrazinecarbothioamide | 1334315-70-6

• 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-(4-bromophenyl)-1-phenylallylidene)hydrazinecarbothioamide
• 英文别名: [(Z)-[(E)-3-(4-bromophenyl)-1-phenylprop-2-enylidene]amino]thiourea
• CAS: 1334315-70-6
• 化学式: C₁₆H₁₄BrN₃S
• 分子量: 360.277
• InChiKey: UAJLSLYNXZTXHH-NCOWYRMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴查尔酮 、 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-(4-bromophenyl)-1-phenylallylidene)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, characterization and antichagasic evaluation of thiosemicarbazones prepared from chalcones and dibenzalacetones
  作者：Aline Alves da Silva、Pedro Ivo da Silva Maia、Carla Duque Lopes、Sergio de Albuquerque、Marcelo Siqueira Valle

  DOI：10.1016/j.molstruc.2021.130014

  日期：2021.5

  causes of death from infectious diseases. In view of the severity of this pathology, this work describes the synthesis of new thiosemicarbazones derived from chalcones and dibenzalacetones as potential drugs for the treatment of this disease. The structures of all compounds were elucidated by infrared (IR) and nuclear magnetic resonance (1H and 13C NMR) spectroscopies. The chalcone derived thiosemicarbazones

  恰加斯病是一种被忽视的疾病，是传染病致死的主要原因之一。考虑到这种病理学的严重性，这项工作描述了衍生自查耳酮和二苯扎丙酮的新型硫代半咔唑的合成方法，这些药物可作为治疗这种疾病的潜在药物。通过红外光谱和核磁共振波谱（1 H和13 C NMR）阐明了所有化合物的结构。查耳酮缩氨基硫脲衍生的10 - 14被针对的原生动物细胞内无鞭毛体形式测试克氏锥虫，不得不使用LLC-MK2细胞其细胞毒性进行评估。化合物10（IC 50 与标准药物苯硝唑（IC 50  = 5.64 µM）相比，MHC = 12.25 µM）具有最佳活性。
• 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.