(E)-ethyl 8-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)-7-hydroxycoumarin-3-carboxylate | 1449370-58-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (E)-ethyl 8-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)-7-hydroxycoumarin-3-carboxylate
• CAS: 1449370-58-4
• 化学式: C₂₁H₁₇N₃O₅
• 分子量: 391.383
• InChiKey: RYICTNONAFKMQG-LSHDLFTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  117.78
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 8-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)-7-hydroxycoumarin-3-carboxylate 、 zinc(II) chloride 以 水 为溶剂， 生成
  参考文献：
  名称：

  Novel selective fluorescent probes for sensing Zn2+ ions based on a coumarin Schiff-base

  摘要：

  Two Zn2+ ion fluorescent probes based on a coumarin Schiff-base were designed and synthesized, which have highly selective sensing of Zn2+ ions over other metal ions in aqueous solution based on a C=N isomerization mechanism. Both the X-ray crystal structure of the zinc complex and the Job's plots showed a 1:1 probe-Zn2+ ion identification with high selectivity and sensitivity. The Cp1 probe was also used to image intracellular Zn2+ ions in MCF-7 cells with a good performance. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.015
• 作为产物：
  描述：

  7-羟基香豆素-3-羧酸乙酯 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.5h， 生成 (E)-ethyl 8-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)-7-hydroxycoumarin-3-carboxylate
  参考文献：
  名称：

  Novel selective fluorescent probes for sensing Zn2+ ions based on a coumarin Schiff-base

  摘要：

  Two Zn2+ ion fluorescent probes based on a coumarin Schiff-base were designed and synthesized, which have highly selective sensing of Zn2+ ions over other metal ions in aqueous solution based on a C=N isomerization mechanism. Both the X-ray crystal structure of the zinc complex and the Job's plots showed a 1:1 probe-Zn2+ ion identification with high selectivity and sensitivity. The Cp1 probe was also used to image intracellular Zn2+ ions in MCF-7 cells with a good performance. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.015