4-[2-(4-methoxyphenyl)-4,5-diphenylimidazole-1-yl]-benzoic acid | 1159395-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[2-(4-methoxyphenyl)-4,5-diphenylimidazole-1-yl]-benzoic acid
• 英文别名: 4-(2-(2-hydroxyphenyl)-4,5-diphenyl-1H-imidazol-1-yl)benzoic acid；4-[2-(2-Hydroxyphenyl)-4,5-diphenylimidazol-1-yl]benzoic acid
• CAS: 1159395-31-9
• 化学式: C₂₈H₂₀N₂O₃
• 分子量: 432.478
• InChiKey: CETFAUYSZAHIFI-UHFFFAOYSA-N

物化性质

• 熔点：
  235 °C
• 沸点：
  673.9±65.0 °C(predicted)
• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[2-(4-methoxyphenyl)-4,5-diphenylimidazole-1-yl]-benzoic acid 、 (E)-2-(2-(4-((2-hydroxyethyl)(methyl)amino)styryl)-6-methyl-4H-pyran-4-ylidene)malononitrile 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以43%的产率得到(E)-2-((4-(2-(4-(dicyanomethylene)-6-methyl-4H-pyran-2-yl)vinyl)phenyl)(methyl)amino)ethyl 4-(2-(2-hydroxyphenyl)-4,5-diphenyl-1H-imidazol-1-yl)benzoate
  参考文献：
  名称：

  A White-Light-Emitting Molecule: Frustrated Energy Transfer between Constituent Emitting Centers

  摘要：

  White-light-emitting single molecules are promising materials for use in a new generation of displays and light sources because they offer the possibility of simple fabrication with perfect color reproducibility and stability. To realize white-light emission at the molecular scale, thereby eliminating the detrimental concentration- or environment-dependent energy transfer problem in conventional fluorescent or phosphorescent systems, energy transfer between a larger band-gap donor and a smaller band-gap acceptor must be fundamentally blocked. Here, we present the first example of a concentration-independent ultimate white-light-emitting molecule based on excited-state intramolecular proton transfer materials. Our molecule is composed of covalently linked blue- and orange-light-emitting moieties between which energy transfer is entirely frustrated, leading to the production of reproducible, stable white photo- and electroluminescence.

  DOI：

  10.1021/ja902533f
• 作为产物：
  描述：

  4-[(2-hydroxybenzylidene)amino]benzoic acid 、 联苯甲酰 在 ammonium acetate 作用下， 反应 0.38h， 以84%的产率得到4-[2-(4-methoxyphenyl)-4,5-diphenylimidazole-1-yl]-benzoic acid
  参考文献：
  名称：

  微波辅助，无溶剂的平行合成方法，阐明了一些具有生物学意义的新型四芳基咪唑的反应机理

  摘要：

  Abstract The microwave assisted, solvent free, parallel syntheses of title compounds is described in this protocol. Twelve new tetraaryl imidazoles, which are incorporated with the chemotherapeutic pharmacophores, have been synthesized by adopting one pot multicomponent reaction. Attempt has been made to investigate the mechanism behind the formation of tetraaryl imidazoles by product identification method. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, antitubercular, and short‐term anticancer activity. Compound 13 was found to be the candidate compound to investigate further for its potential anticancer activity. J. Heterocyclic Chem., 46, 278 (2009).

  DOI：

  10.1002/jhet.68