N-n-butyl-4-(2-pyridylmethyl)amino-1,8-naphthalimide | 628704-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-n-butyl-4-(2-pyridylmethyl)amino-1,8-naphthalimide
• CAS: 628704-86-9
• 化学式: C₂₂H₂₁N₃O₂
• 分子量: 359.428
• InChiKey: VOSIXTDXMLVNDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  62.3
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-n-butyl-4-(2-pyridylmethyl)amino-1,8-naphthalimide 、 2-氯甲基吡啶盐酸盐 在 十六烷基三甲基氯化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以42%的产率得到N-N-butyl-4-di(2-pyridylmethyl)amino-1,8-naphthalimide
  参考文献：
  名称：

  A colorimetric probe for copper(II) ion based on 4-amino-1,8-naphthalimide

  摘要：

  A novel fluorescent probe with naphthalimide as fluorophore and di(2-picolyl) amino unit as receptor for Cu(II) was designed and synthesized. In water/acetonitrile solution, the presence of Cu2+ ions induced significant blue shift on the maximum absorption band as well as complete fluorescence quenching due to the formation of a 1: 1 metal-ligand complex. It exhibited high selectivity toward Cu(II) and no interference from other metal ions was observed. The structure of the complex was characterized by single crystal X-ray diffraction experiments. The results of this research demonstrate successfully that excellent sensing properties can be achieved by a small organic compound with very simple structure. This is also the first single crystal structure which reveals directly the coordination pattern of fluorescent probe bearing di-2-picoly-amine unit with Cu(II). (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.039
• 作为产物：
  描述：

  2-氨甲基吡啶 、 4-bromo-N-butylnaphthalimide 以 甲乙醚 为溶剂， 反应 24.0h， 以78%的产率得到N-n-butyl-4-(2-pyridylmethyl)amino-1,8-naphthalimide
  参考文献：
  名称：

  A colorimetric probe for copper(II) ion based on 4-amino-1,8-naphthalimide

  摘要：

  A novel fluorescent probe with naphthalimide as fluorophore and di(2-picolyl) amino unit as receptor for Cu(II) was designed and synthesized. In water/acetonitrile solution, the presence of Cu2+ ions induced significant blue shift on the maximum absorption band as well as complete fluorescence quenching due to the formation of a 1: 1 metal-ligand complex. It exhibited high selectivity toward Cu(II) and no interference from other metal ions was observed. The structure of the complex was characterized by single crystal X-ray diffraction experiments. The results of this research demonstrate successfully that excellent sensing properties can be achieved by a small organic compound with very simple structure. This is also the first single crystal structure which reveals directly the coordination pattern of fluorescent probe bearing di-2-picoly-amine unit with Cu(II). (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.039