N-butyl-4,5-di(p-methoxy-phenylethynyl)-1,8-naphthalimide | 1109165-73-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: N-butyl-4,5-di(p-methoxy-phenylethynyl)-1,8-naphthalimide
• CAS: 1109165-73-2
• 化学式: C₃₄H₂₇NO₄
• 分子量: 513.593
• InChiKey: GQHXOBKQDBJCAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  39.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-butyl-4,5-di(p-methoxy-phenylethynyl)-1,8-naphthalimide 以 氯仿 为溶剂， 反应 0.17h， 以30%的产率得到17-Butyl-6-methoxy-3-(4-methoxyphenyl)-17-azahexacyclo[13.6.2.02,11.04,9.012,22.019,23]tricosa-1(21),2(11),3,5,7,9,12(22),13,15(23),19-decaene-16,18-dione
  参考文献：
  名称：

  Novel naphthalimide derivatives with near-infrared emission: synthesis via photochemical cycloaromatization, fluorescence in solvents and living cell

  摘要：

  In this Letter, a pair of novel naphthalimide derivatives with long-wavelength emission (>600 nm) and larger Stokes shift (>140 nm) have been developed through the photochemical cycloaromatization, in which intramolecular radical-induced 1,3-aromatic hydrogen transfer might be occurred. Cell uptake experiments showed that dye 2 could be used as a potential NIR fluorescence imaging agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.022
• 作为产物：
  描述：

  4-bromo-5-iodo-N-butyl-1,8-naphthalic imide 、 4-乙炔基苯甲醚 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 三乙胺 为溶剂， 反应 6.0h， 以80%的产率得到N-butyl-4,5-di(p-methoxy-phenylethynyl)-1,8-naphthalimide
  参考文献：
  名称：

  Novel naphthalimide derivatives with near-infrared emission: synthesis via photochemical cycloaromatization, fluorescence in solvents and living cell

  摘要：

  In this Letter, a pair of novel naphthalimide derivatives with long-wavelength emission (>600 nm) and larger Stokes shift (>140 nm) have been developed through the photochemical cycloaromatization, in which intramolecular radical-induced 1,3-aromatic hydrogen transfer might be occurred. Cell uptake experiments showed that dye 2 could be used as a potential NIR fluorescence imaging agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.022