1-(4-bromophenyl)-1H-1,2,3-triazole-4-carbonyl chloride | 1422423-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-bromophenyl)-1H-1,2,3-triazole-4-carbonyl chloride
• CAS: 1422423-68-4
• 化学式: C₉H₅BrClN₃O
• 分子量: 286.515
• InChiKey: ZNOUKVNQQOHHRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-Amino-8-methyl-7-(1-methylpiperidin-4-yl)oxychromen-2-one 、 1-(4-bromophenyl)-1H-1,2,3-triazole-4-carbonyl chloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以23 mg的产率得到1-(4-bromophenyl)-N-(8-methyl-7-((1-methylpiperidin-4-yl)oxy)-2-oxo-2H-chromen-3-yl)-1H-1,2,3-triazole-4-carboxamide
  参考文献：
  名称：

  Triazole containing novobiocin and biphenyl amides as Hsp90 C-terminal inhibitors

  摘要：

  设计、合成和评估了含有香豆素和联苯酰胺的1,2,3-三唑侧链，作为强效的Hsp90 C-末端抑制剂，对一系列癌细胞系表现出改进的抗增殖活性。

  DOI：

  10.1039/c4md00102h
• 作为产物：
  描述：

  1-(4-bromophenyl)-1H-1,2,3-triazole-4-carbonitrile 在 氯化亚砜 、 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 10.0h， 生成 1-(4-bromophenyl)-1H-1,2,3-triazole-4-carbonyl chloride
  参考文献：
  名称：

  Discovery of a novel 6,7-disubstituted-4-(2-fluorophenoxy)quinolines bearing 1,2,3-triazole-4-carboxamide moiety as potent c-Met kinase inhibitors

  摘要：

  A series of 6,7-disubstituted-4-(2-fluorophenoxy)quinoline derivatives possessing 1,2,3-triazole-4-carboxamide moiety were designed, synthesized and evaluated for their in vitro cytotoxic activities against four typical cancer cell lines (A549, H460, HT-29, and MKN-45). Most compounds showed moderate-to-excellent antiproliferative activity. Compounds 32, 36, 37, 45, 51, and 52 were further examined for their inhibitory activity against c-Met kinase. The promising compound 37, with a c-Met IC50 value of 2.27 nM, was identified as a multitargeted receptor tyrosine kinase inhibitor. The analysis of their structure-activity relationships indicated that compounds with EWGs, especially chloro group, at 2-position on the phenyl ring (moiety B) have potent antitumor activity. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.04.035

文献信息

• Synthesis and mesomorphic properties of novel [1,2,3]-triazole mesogenic based compounds
  作者：Chahinez Benbayer、Narimane Kheddam、Salima Saïdi-Besbes、Elisabeth Taffin de Givenchy、Frédéric Guittard、Eric Grelet、Abdel Mounaim Safer、Aïcha Derdour

  DOI：10.1016/j.molstruc.2012.09.020

  日期：2013.2

  A series of five-membered heterocyclic 1,2,3-triazole derivatives with different substituents in N1 position was synthesized. The heterocyclic moiety was connected through an ester function to a p-decyloxyphenyl or p-decyloxybiphenyl tails Polarized microscopy studies, X-ray scattering and differential scanning calorimetry (DSC) analysis revealed that the target compounds exhibit enantiotropic liquid crystalline properties. Their mesomorphic behavior is closely related to the nature of the substituent X present in N1 position of the heterocycle. (C) 2012 Elsevier B.V. All rights reserved.