2-{2-[bis(2-methoxycarbonylethyl)-amino]-ethyl}-6-{2-[bis(2-methoxycarbonylethyl)-amino]-ethylamino}-benzo[de]isoquinoline-1,3-dione | 1256844-01-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-{2-[bis(2-methoxycarbonylethyl)-amino]-ethyl}-6-{2-[bis(2-methoxycarbonylethyl)-amino]-ethylamino}-benzo[de]isoquinoline-1,3-dione
• 英文别名: Methyl 3-[2-[[2-[2-[bis(3-methoxy-3-oxopropyl)amino]ethyl]-1,3-dioxobenzo[de]isoquinolin-6-yl]amino]ethyl-(3-methoxy-3-oxopropyl)amino]propanoate；methyl 3-[2-[[2-[2-[bis(3-methoxy-3-oxopropyl)amino]ethyl]-1,3-dioxobenzo[de]isoquinolin-6-yl]amino]ethyl-(3-methoxy-3-oxopropyl)amino]propanoate
• CAS: 1256844-01-5
• 化学式: C₃₂H₄₂N₄O₁₀
• 分子量: 642.706
• InChiKey: KTAMALFDATVEQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  46
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 、 乙二胺 、 丙烯酸甲酯（MA） 以 甲醇 为溶剂， 反应 90.0h， 以32%的产率得到2-{2-[bis(2-methoxycarbonylethyl)-amino]-ethyl}-6-{2-[bis(2-methoxycarbonylethyl)-amino]-ethylamino}-benzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  The design, synthesis and photophysical properties of two novel 1,8-naphthalimide fluorescent pH sensors based on PET and ICT

  摘要：

  The changes in the photophysical properties of two novel yellow green emitting pH chemosensors namely a 1 8-naphthalimide dye and its condensed heterocyclic derivative as a function of pH were investigated in water/ethanol The 1 8-naphthalimide dye displayed on-off pH sensing properties owing to photoinduced electron transfer while its condensed heterocyclic derivative revealed off-on-off pH sensor activity derived from simultaneous photoinduced electron transfer and internal charge transfer In alkaline media the fluorescence of the 1 8-naphthailimide dye was quenched owing to photoinduced electron transfer being disabled in acidic media The pK(a) of the 1 8-naphthailimide dye was 549 which defines the dye as a highly efficient off on switch For the heterocyclic 1 8-naphthalimide derivative two fluorescence quenching processes at different pH were observed one with a pK(a) value of 608 and a second with a pK(a) value of 395 These results indicate that the heterocyclic derivative would be able to act as an efficient off on off fluorescent pH switch (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.dyepig.2010.08.004

文献信息

• The design, synthesis and photophysical properties of two novel 1,8-naphthalimide fluorescent pH sensors based on PET and ICT
  作者：Nikolai I. Georgiev、Vladimir B. Bojinov、Peter S. Nikolov

  DOI：10.1016/j.dyepig.2010.08.004

  日期：2011.3

  The changes in the photophysical properties of two novel yellow green emitting pH chemosensors namely a 1 8-naphthalimide dye and its condensed heterocyclic derivative as a function of pH were investigated in water/ethanol The 1 8-naphthalimide dye displayed on-off pH sensing properties owing to photoinduced electron transfer while its condensed heterocyclic derivative revealed off-on-off pH sensor activity derived from simultaneous photoinduced electron transfer and internal charge transfer In alkaline media the fluorescence of the 1 8-naphthailimide dye was quenched owing to photoinduced electron transfer being disabled in acidic media The pK(a) of the 1 8-naphthailimide dye was 549 which defines the dye as a highly efficient off on switch For the heterocyclic 1 8-naphthalimide derivative two fluorescence quenching processes at different pH were observed one with a pK(a) value of 608 and a second with a pK(a) value of 395 These results indicate that the heterocyclic derivative would be able to act as an efficient off on off fluorescent pH switch (C) 2010 Elsevier Ltd All rights reserved