2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-2,1-diyl))bis(1H-benzo[de]isoquinoline-1,3(2H)-dione)

• 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: 2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-2,1-diyl))bis(1H-benzo[de]isoquinoline-1,3(2H)-dione)
• 英文别名: 2-[2-[2-[2-(1,3-Dioxobenzo[de]isoquinolin-2-yl)ethylamino]ethylamino]ethyl]benzo[de]isoquinoline-1,3-dione
• 化学式: C₃₀H₂₆N₄O₄
• 分子量: 506.561
• InChiKey: UDCPZLTXBGJAEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  原甲酸三乙酯 、 2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-2,1-diyl))bis(1H-benzo[de]isoquinoline-1,3(2H)-dione) 在 ammonium hexafluorophosphate 作用下， 反应 48.0h， 以80%的产率得到
  参考文献：
  名称：

  含有四个萘酰亚胺单元的铸币金属的双-N-杂环卡宾配合物：结构-发射特性关系研究

  摘要：

  萘酰亚胺衍生物提供高度通用的自组装系统和具有迷人发射特性的聚合形式，使其成为生物成像和传感等许多应用的潜在候选者。尽管萘酰亚胺衍生物的各种聚集物已被充分记录，但对其结构和光物理特性之间的相关性知之甚少。这里描述了一系列四聚萘二甲酰亚胺分子的制备，其中萘二甲酰亚胺单元通过造币金属的双-N-杂环卡宾配合物连接。已经使用光谱方法、X 射线晶体学和计算方法在溶液和固态中对这些四聚体进行了深入的结构研究。实验和计算数据表明，分子内发色团 π 相互作用的大小会随着金属离子半径的增加或从固体状态变为溶液状态而增加。这些四聚萘二甲酰亚胺化合物在固相和溶液相中显示出分子内准分子发射。然而，这些准分子发射的量子产率效率显示出类似于分子内 π 相互作用的趋势，无论是从溶液到固态还是金属离子半径的增加。令人惊讶的是，由于相邻萘二甲酰亚胺单元上的胺取代基之间的分子内氢键，银 (I) 化合物的胺衍生物类似物在溶液中的发射量子产率效率异常增加至

  DOI：

  10.1021/acs.inorgchem.1c01302
• 作为产物：
  描述：

  1,8-萘二甲酸酐 、 三乙烯四胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以70%的产率得到2,2'-((ethane-1,2-diylbis(azanediyl))bis(ethane-2,1-diyl))bis(1H-benzo[de]isoquinoline-1,3(2H)-dione)
  参考文献：
  名称：

  Development of a Cr(iii) ion selective fluorescence probe using organic nanoparticles and its real time applicability

  摘要：

  使用高度选择性荧光有机纳米颗粒N1识别Cr(iii)离子，并使用DFT几何优化进行验证。

  DOI：

  10.1039/c5nj01843a

文献信息

• Synthesis and evaluation of unsymmetrical bis(arylcarboxamides) designed as topoisomerase-Targeted anticancer drugs
  作者：Julie A Spicer、Swarna A Gamage、Graeme J Finlay、William A Denny

  DOI：10.1016/s0968-0896(01)00249-8

  日期：2002.1

  Symmetrical dimers of lipophilic intercalating chromophores linked by cation-containing chains have recently been shown to have broad-spectrum in vivo anticancer activity. We report the preparation and evaluation of a series of both symmetric and unsymmetric dimers of a variety of intercalating chromophores of varied DNA binding strength, including naphthalimides, acridines, phenazines, oxanthrenes and 2-phenylquinolines. The unsymmetrical dimers were prepared by sequential coupling of the chromophores to linkers with selectively protected primary terminal amines to ensure high yields and unequivocal product. Protection of the internal (secondary) amines as BOC derivatives was used to ensure complete structural specificity, and was also an aid to the purification of these very polar compounds. The growth inhibitory abilities (as IC50 values) of the compounds in a range of cell lines showed that the nature of the linker chain was important, and independent of the nature of the chromophore, with compounds containing the dicationic linker [-(CH2)(2)NH(CH2)(2)NH(CH2)(2)-] being on average 30-fold more potent than the corresponding compounds containing the monocationic linker [-(CH2)(3)NMe(CH2)(3)-]. However, the chromophores also play a role in determining biological activity, with the cytotoxicities of symmetric and unsymmetric dicationic dimers correlating with the overall DNA binding abilities of the chromophores. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Exploring unsymmetrical dyads as efficient inhibitors against the insect β-N-acetyl-d-hexosaminidase OfHex2
  作者：Qi Chen、Peng Guo、Lin Xu、Tian Liu、Xuhong Qian、Qing Yang

  DOI：10.1016/j.biochi.2013.10.008

  日期：2014.2

  The GH20 beta-N-acetyl-D-hexosaminidase OfHex2 from the insect Ostrinia furnacalis (Guenee) is a target potential for eco-friendly pesticide development. Although carbohydrate-based inhibitors against beta-Nacetyl-D-hexosaminidases are widely studied, highly efficient, non-carbohydrate inhibitors are more attractive due to low cost and readily synthetic manner. Based on molecular modeling analysis of the catalytic domain of OfHex2, a series of novel naphthalimide-scaffold conjugated with a small aromatic moiety by an alkylamine spacer linker were designed and evaluated as efficiently competitive inhibitors against OfHex2. The most potent one containing naphthalimide and phenyl groups spanning by an N-alkylamine linker has a K-i value of 0.37 mu M, which is 6 fold lower than that of M-31850, the most potent non-carbohydrate inhibitor ever reported. The straightforward synthetic manners as well as the presumed binding model in this paper could be advantageous for further structural optimization for developing inhibitors against GH20 beta-N-acetyl-D-hexosaminidases. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Development of a Cr(<scp>iii</scp>) ion selective fluorescence probe using organic nanoparticles and its real time applicability
  作者：Anu Saini、Aman K. K. Bhasin、Narinder Singh、Navneet Kaur

  DOI：10.1039/c5nj01843a

  日期：——

  Recognition of Cr(iii) ion using highly selective fluorescent organic nanoparticles N1 and its validation using DFT geometry optimization.

  使用高度选择性荧光有机纳米颗粒N1识别Cr(iii)离子，并使用DFT几何优化进行验证。
• Bis-N-Heterocyclic Carbene Complexes of Coinage Metals Containing Four Naphthalimide Units: A Structure–Emission Properties Relationship Study
  作者：Zohreh Hendi、Sirous Jamali、Seyed Mohamad J. Chabok、Ali Jamjah、Hamidreza Samouei、Zahra Jamshidi

  DOI：10.1021/acs.inorgchem.1c01302

  日期：2021.9.6

  their structure and photophysical properties. Here the preparation of a series of tetrameric naphthalimide molecules in which naphthalimide units are linked by bis-N-heterocyclic carbene complexes of coinage metals is described. An in-depth structural investigation into these tetramers has been carried out in solution and the solid state using spectroscopic methods, X-ray crystallography, and computational

  萘酰亚胺衍生物提供高度通用的自组装系统和具有迷人发射特性的聚合形式，使其成为生物成像和传感等许多应用的潜在候选者。尽管萘酰亚胺衍生物的各种聚集物已被充分记录，但对其结构和光物理特性之间的相关性知之甚少。这里描述了一系列四聚萘二甲酰亚胺分子的制备，其中萘二甲酰亚胺单元通过造币金属的双-N-杂环卡宾配合物连接。已经使用光谱方法、X 射线晶体学和计算方法在溶液和固态中对这些四聚体进行了深入的结构研究。实验和计算数据表明，分子内发色团 π 相互作用的大小会随着金属离子半径的增加或从固体状态变为溶液状态而增加。这些四聚萘二甲酰亚胺化合物在固相和溶液相中显示出分子内准分子发射。然而，这些准分子发射的量子产率效率显示出类似于分子内 π 相互作用的趋势，无论是从溶液到固态还是金属离子半径的增加。令人惊讶的是，由于相邻萘二甲酰亚胺单元上的胺取代基之间的分子内氢键，银 (I) 化合物的胺衍生物类似物在溶液中的发射量子产率效率异常增加至