2-[3-[4-[Bis[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]butyl-[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione | 1015692-01-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[3-[4-[Bis[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]butyl-[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione
• 英文别名: 2-[3-[4-[bis[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]butyl-[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione
• CAS: 1015692-01-9
• 化学式: C₆₄H₅₂N₁₀O₁₆
• 分子量: 1217.17
• InChiKey: CUPAKPVULNRGGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  90
• 可旋转键数：
  21
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  339
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N,N-二甲基乙醇胺 、 2-[3-[4-[Bis[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]butyl-[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione 在 potassium carbonate 作用下， 反应 2.0h， 以98%的产率得到2,2',2'',2'''-((butane-1,4-diylbis(azanetriyl))tetrakis(propane-3,1-diyl))tetrakis(6-(2-(dimethylamino)ethoxy)-1H-benzo[de]isoquinoline-1,3(2H)-dione)
  参考文献：
  名称：

  Ultrasonic synthesis and spectral characterization of a new blue fluorescent dendrimer as highly selective chemosensor for Fe3+ cations

  摘要：

  A poly(propyleneamine) dendrimer, comprising four 4-(N,N-dimethylaminoethyloxy)-1,8-naphthalimide units in the dendrimer periphery has been synthesized for the first time. The new blue fluorescent dendrimer has been obtained by nucleophilic substitution of the nitro groups at C-4 position of 1,8-naphthalimide units by N,N-dimethylaminoethyloxy moiety under ultrasonic conditions. Its photophysical characteristics have been investigated in organic solvents of different polarity. The influence of different metal cations on the dendrimer fluorescence has been also investigated viewing its sensor potential. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.02.010
• 作为产物：
  描述：

  4-硝基-1,8-萘醛酸酐 、 N,N,N,N-四(3-氨基丙基)-1,4-丁二胺 以 甲醇 为溶剂， 生成 2-[3-[4-[Bis[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]butyl-[3-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)propyl]amino]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  3-溴-4-二甲基氨基-1,8-萘二甲酰亚胺的合成，光物理性质及其作为抗菌光动力疗法的评价

  摘要：

  通过对第一代聚丙烯胺树状聚合物的外围修饰，两个新的光敏树状聚合物包含4-二甲基氨基-1,8-萘二甲酰亚胺（3）和3-溴-4-二甲基氨基-1,8-萘二甲酰亚胺（4）），已获得。在两种有机溶剂中研究了这些树枝状聚合物的光物理和光谱特性。我们发现它们吸收可见光谱区域的光并发出黄绿色荧光。在溶液中和沉积在棉织物上之后，已经研究了树枝状大分子对病原微生物的抗菌活性。首次将1,8-萘二甲酰亚胺衍生物作为抗菌光动力疗法中的活性成分进行了测试。为了阐明树枝状聚合物的作用，将所得结果与发色团体系中含有相同取代基的两种单体1,8-萘二甲酰亚胺（1和2）的结果进行了比较。还评估了树状聚合物的细胞毒性和抗病毒活性。

  DOI：

  10.1016/j.jphotochem.2020.112730

文献信息

• First generation poly(propyleneimine) dendrimers functionalised with 1,8-naphthalimide units as fluorescence sensors for metal cations and protons
  作者：Ivo Grabchev、Stephane Dumas、Jean-Marc Chovelon、Ana Nedelcheva

  DOI：10.1016/j.tet.2007.12.040

  日期：2008.2

  The synthesis of two new green fluorescent poly(propyleneimine) dendrimers from first generation has been described. The new materials are comprised of a 1,8-naphthalimide fluorophore having a substituent at C-4 position. The substituent in the first case is a N,N-dimethylaminoethylamino group while in the second one it is N-methylpiperazine. The spectroscopic and photophysical characteristics of the

  已描述了第一代合成的两种新型绿色荧光聚（亚丙基亚胺）树状聚合物。新材料由在C-4位置具有取代基的1,8-萘二甲酰亚胺荧光团组成。第一种情况下的取代基是N，N-二甲基氨基乙基氨基，而第二种情况下的取代基是N-甲基哌嗪。提出了在不同极性的有机溶剂中测定的新型树枝状聚合物的光谱和光物理特性。在金属阳离子（Zn 2 +，Co 2 +，Ni 2 +，Pb 2 +，Mn 2 +，Cu2+，Fe 3+和Ag +）和质子。讨论了光致电子转移对其传感特性的影响。
• Ultrasonic synthesis and spectral characterization of a new blue fluorescent dendrimer as highly selective chemosensor for Fe3+ cations
  作者：Desislava Staneva、Paula Bosch、Ivo Grabchev

  DOI：10.1016/j.molstruc.2012.02.010

  日期：2012.5

  A poly(propyleneamine) dendrimer, comprising four 4-(N,N-dimethylaminoethyloxy)-1,8-naphthalimide units in the dendrimer periphery has been synthesized for the first time. The new blue fluorescent dendrimer has been obtained by nucleophilic substitution of the nitro groups at C-4 position of 1,8-naphthalimide units by N,N-dimethylaminoethyloxy moiety under ultrasonic conditions. Its photophysical characteristics have been investigated in organic solvents of different polarity. The influence of different metal cations on the dendrimer fluorescence has been also investigated viewing its sensor potential. (C) 2012 Elsevier B.V. All rights reserved.
• Synthesis and photophysical characterisation of 3-bromo-4-dimethylamino-1,8-naphthalimides and their evaluation as agents for antibacterial photodynamic therapy
  作者：Desislava Staneva、Evgenia Vasileva-Tonkova、Petar Grozdanov、Neli Vilhelmova-Ilieva、Ivanka Nikolova、Ivo Grabchev

  DOI：10.1016/j.jphotochem.2020.112730

  日期：2020.10

  microorganisms has been investigated in solution and after deposition on a cotton fabric. For the first time, 1,8-naphthalimide derivatives have been tested as active components in antibacterial photodynamic therapy. To clarify the dendrimer effect, the results obtained were compared with those from two monomeric 1,8-naphthalimides (1 and 2) containing the same substitutes in the chromophore system. Cytotoxicity

  通过对第一代聚丙烯胺树状聚合物的外围修饰，两个新的光敏树状聚合物包含4-二甲基氨基-1,8-萘二甲酰亚胺（3）和3-溴-4-二甲基氨基-1,8-萘二甲酰亚胺（4）），已获得。在两种有机溶剂中研究了这些树枝状聚合物的光物理和光谱特性。我们发现它们吸收可见光谱区域的光并发出黄绿色荧光。在溶液中和沉积在棉织物上之后，已经研究了树枝状大分子对病原微生物的抗菌活性。首次将1,8-萘二甲酰亚胺衍生物作为抗菌光动力疗法中的活性成分进行了测试。为了阐明树枝状聚合物的作用，将所得结果与发色团体系中含有相同取代基的两种单体1,8-萘二甲酰亚胺（1和2）的结果进行了比较。还评估了树状聚合物的细胞毒性和抗病毒活性。