2-(1H-benzimidazol-2-yl)-5-[[3-[[4-(1H-benzimidazol-2-yl)-3-hydroxyphenyl]iminomethyl]phenyl]methylideneamino]phenol | 1384532-54-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(1H-benzimidazol-2-yl)-5-[[3-[[4-(1H-benzimidazol-2-yl)-3-hydroxyphenyl]iminomethyl]phenyl]methylideneamino]phenol
• CAS: 1384532-54-0
• 化学式: C₃₄H₂₄N₆O₂
• 分子量: 548.604
• InChiKey: LNFXPDAOPWMTBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  间苯二甲醛 、 3-氨基-6-(1,3-二氢苯并咪唑-2-亚基)环己-2,4-二烯-1-酮 在 zinc(II) perchlorate 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以81%的产率得到2-(1H-benzimidazol-2-yl)-5-[[3-[[4-(1H-benzimidazol-2-yl)-3-hydroxyphenyl]iminomethyl]phenyl]methylideneamino]phenol
  参考文献：
  名称：

  Benzimidazole-based receptor for Zn2+ recognition in a biological system: a chemosensor operated by retarding the excited state proton transfer

  摘要：

  A new benzimidazole-based receptor was developed with potential functional groups for excited state proton transfer (ESPT) through keto-enol tautomerism. The enol form of the receptor selectively recognizes Zn2+, allowing it to be used as a ratiometric fluorescence sensor in DMSO/CH3CN (1:9, v/v). The binding event triggers a blue-shifted band through the modulation of charge transfer transitions. The sensor is applicable for recognizing Zn2+ in the cytoplasm of Saccharomyces cerevisiae. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.097