2-(5'-methyl-1H-indol-3'-yl)-1H-anthra[1,2-d]imidazole-6,11-dione | 1622082-12-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(5'-methyl-1H-indol-3'-yl)-1H-anthra[1,2-d]imidazole-6,11-dione
• 英文别名: 2-(5-methyl-1H-indol-3-yl)-3H-naphtho[3,2-e]benzimidazole-6,11-dione
• CAS: 1622082-12-5
• 化学式: C₂₄H₁₅N₃O₂
• 分子量: 377.402
• InChiKey: QVFVGXSEFJNVRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  78.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-甲基-1H-吲哚-3-甲醛 、 1,2-二氨基蒽醌 在 甲酸 、 lead(IV) tetraacetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 以93%的产率得到2-(5'-methyl-1H-indol-3'-yl)-1H-anthra[1,2-d]imidazole-6,11-dione
  参考文献：
  名称：

  Cyanide and fluoride colorimetric sensing by novel imidazo-anthraquinones functionalised with indole and carbazole

  摘要：

  Novel imidazo-anthraquinones functionalised with indole and carbazole have been synthesised and characterised and their evaluation as colorimetric chemosensors was carried out in acetonitrile as well as in acetonitrile/H2O (97:3) in the presence of several anions such as F-, Cl-, Br-, I-, CN-, NO3-, ClO4-, AcO-, BzO(-), NO3-, ClO4-, HSO4-, and H2PO4-. In addition, their behaviour in the presence of H+ and OH- was also studied. Upon addition of CN- and F- to acetonitrile solutions of compounds 1-3, a marked colour change from yellow to orange was observed and the fluorescence emission of 1 and 2 was switched on'. The recognition in organic aqueous solution leads to the selective and sensitive naked-eye detection (mM) of CN- for all receptors, with an easily detectable colour change from yellow to orange. The binding stoichiometry between the receptors and the anions was found to be 2:1. The binding process was also followed by H-1 NMR titrations showing that two different binding modes occurred in the presence of fluoride or cyanide anions, which is in agreement with the spectrophotometric titrations.

  DOI：

  10.1080/10610278.2013.824082