1-(4-bromophenyl)-2-(4-fluorophenyl)-4,5-diphenyl-1H-imidazole | 1627168-52-8

• 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)-2-(4-fluorophenyl)-4,5-diphenyl-1H-imidazole
• 英文别名: 1-(4-Bromophenyl)-2-(4-fluorophenyl)-4,5-diphenylimidazole
• CAS: 1627168-52-8
• 化学式: C₂₇H₁₈BrFN₂
• 分子量: 469.356
• InChiKey: GLYVBLIYRTZCNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-2-(4-fluorophenyl)-4,5-diphenyl-1H-imidazole 、 苯并噻吩 在 palladium diacetate 、 potassium carbonate 、 tricyclohexylphosphine tetrafluoroborate 、 三甲基乙酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 生成 1-(4-(benzo[b]thiophen-2-yl)phenyl)-2-(4-fluorophenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Synthesis of imidazole derivatives and the spectral characterization of the binding properties towards human serum albumin

  摘要：

  Small molecular drugs that can combine with target proteins specifically, and then block relative signal pathway, finally obtain the purpose of treatment. For this reason, the synthesis of novel imidazole derivatives was described and this study explored the details of imidazole derivatives binding to human serum albumin (HSA). The data of steady-state and time-resolved fluorescence showed that the conjugation of imidazole derivatives with HSA yielded quenching by a static mechanism. Meanwhile, the number of binding sites, the binding constants, and the thermodynamic parameters were also measured; the raw data indicated that imidazole derivatives could spontaneously bind with HSA through hydrophobic interactions and hydrogen bonds which agreed well with the results from the molecular modeling study. Competitive binding experiments confirmed the location of binding. Furthermore, alteration of the secondary structure of HSA in the presence of the imidazole derivatives was tested. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.09.023
• 作为产物：
  描述：

  对氟苯甲醛 、 联苯甲酰 、 4-溴苯胺 在 ammonium acetate 、 三氟乙酸 作用下， 反应 1.5h， 以85%的产率得到1-(4-bromophenyl)-2-(4-fluorophenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  One-Pot Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles in Ionic Liquid

  摘要：

  The four‐component condensation of benzil, aromatic aldehyde, primary amine, and ammonium acetate catalyzed by TFA in ionic liquid [Bpy]BF4 at 80°C provided 1,2,4,5‐tetrasubstituted imidazoles in moderate to high yields.

  DOI：

  10.1002/jhet.1751