N-(2-(diethylamino)ethyl)-4-(4-phenyl-[1,2,3]-triazol-1-yl)-naphthalimide | 1293973-93-9

• 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-(2-(diethylamino)ethyl)-4-(4-phenyl-[1,2,3]-triazol-1-yl)-naphthalimide
• 英文别名: 2-[2-(Diethylamino)ethyl]-6-(4-phenyltriazol-1-yl)benzo[de]isoquinoline-1,3-dione
• CAS: 1293973-93-9
• 化学式: C₂₆H₂₅N₅O₂
• 分子量: 439.517
• InChiKey: ATZWXHOLPCHRGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-azido-1,8-naphthalic anhydride 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙醇 、 水 、 叔丁醇 为溶剂， 反应 3.0h， 生成 N-(2-(diethylamino)ethyl)-4-(4-phenyl-[1,2,3]-triazol-1-yl)-naphthalimide
  参考文献：
  名称：

  The novel anti-tumor agents of 4-triazol-1,8-naphthalimides: Synthesis, cytotoxicity, DNA intercalation and photocleavage

  摘要：

  A novel series of 4-(4-phenyl-[1,2,3]-triazol-1-yl)-1,8-naphthalimide derivatives had been synthesized easily by employing "click reaction". For anti-tumor activity in vitro, all the compounds were found to be more toxic against MCF-7 than Hela and 7721 cells. 4a, 4b and 4e Showed improved cytotoxic activity against MCF-7 cells over Amonafide, in particular compound 4a, with an IC50 could amount to 10(-7) M. The UV-vis spectra and Circular Dichroism titration indicated that the compounds behaved as effective DNA-intercalating agents. The investigation of their photo-damaging ability illuminated that these compounds could damage DNA effectively into form II and even form III. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.050

文献信息

• The novel anti-tumor agents of 4-triazol-1,8-naphthalimides: Synthesis, cytotoxicity, DNA intercalation and photocleavage
  作者：Xiaolian Li、Yanjie Lin、Qianqian Wang、Yukun Yuan、Hua Zhang、Xuhong Qian

  DOI：10.1016/j.ejmech.2011.01.050

  日期：2011.4

  A novel series of 4-(4-phenyl-[1,2,3]-triazol-1-yl)-1,8-naphthalimide derivatives had been synthesized easily by employing "click reaction". For anti-tumor activity in vitro, all the compounds were found to be more toxic against MCF-7 than Hela and 7721 cells. 4a, 4b and 4e Showed improved cytotoxic activity against MCF-7 cells over Amonafide, in particular compound 4a, with an IC50 could amount to 10(-7) M. The UV-vis spectra and Circular Dichroism titration indicated that the compounds behaved as effective DNA-intercalating agents. The investigation of their photo-damaging ability illuminated that these compounds could damage DNA effectively into form II and even form III. (c) 2011 Elsevier Masson SAS. All rights reserved.