N-(4-nitrophenyl)naphthalimide | 72916-49-5

• 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-(4-nitrophenyl)naphthalimide
• 英文别名: N-p-Nitrophenyl-1,8-naphthalindicarboximid；2-(4-nitro-phenyl)-benzo[de]isoquinoline-1,3-dione；2-{4-nitrophenyl}-1H-benzo[de]isoquinoline-1,3(2H)-dione；2-(4-nitrophenyl)benzo[de]isoquinoline-1,3-dione
• CAS: 72916-49-5
• 化学式: C₁₈H₁₀N₂O₄
• 分子量: 318.288
• InChiKey: HHVCRIIEJHKMCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-硝基-苯甲酰基叠氮化物 以71%的产率得到
  参考文献：
  名称：

  FAHMY A. F. M.; ALY N. F.; ELKOMY M., INDIAN J. CHEM., 1979, B 17, NO 4, 399-400

  摘要：

  DOI：

文献信息

• Copper-Promoted <i>N</i>-Arylations of Cyclic Imides within Six-Membered Rings:  A Facile Route to Arylene-Based Organic Materials
  作者：Erin T. Chernick、Michael J. Ahrens、Karl A. Scheidt、Michael R. Wasielewski

  DOI：10.1021/jo0481351

  日期：2005.2.1

  oxygen atmosphere with gentle heating. Until now, the synthesis of N-arylated cyclic imides having six-membered rings was restricted largely to strongly heating anilines in the presence of anhydrides. This reaction is applicable to the synthesis of new organic materials based on arylene imide and bis(imide) dyes, such as perylene-3,4:9,10-bis(dicarboximide)s.

  显示在六元环内的环状酰亚胺在胺碱和氧气气氛下，在温和加热下，使用由乙酸铜（II）介导的各种芳基硼酸酯进行有效的N-芳基化。迄今为止，具有六元环的N-芳基化环状酰亚胺的合成主要限于在酸酐存在下强力加热苯胺。该反应适用于合成基于亚芳基酰亚胺和双（酰亚胺）染料的新有机材料，例如per 3,4：9,10-双（二甲酰亚胺）。
• Synthesis, molecular modeling study, preliminary antibacterial, and antitumor evaluation of N-substituted naphthalimides and their structural analogues
  作者：Adel S. El-Azab、Amer M. Alanazi、Naglaa I. Abdel-Aziz、Ibrahim A. Al-Suwaidan、Magda A. A. El-Sayed、Magda A. El-Sherbeny、Alaa A.-M. Abdel-Aziz

  DOI：10.1007/s00044-012-0230-8

  日期：2013.5

  Carboxylic acid imides 1-26 have been synthesized and screened for their antibacterial against gram-positive and gram-negative organisms and their antitumor activity against 60 tumor cell lines taken from nine different organs. Compounds 12, 14, and 16 were the most active and broad-spectrum antibacterial member in this study. Compound 9 showed the most cytotoxicity with a significant inhibition for renal cancer cells. 2D-QSAR study provides details on the fine relationship linking structure and activity and offers clues for structural modifications that can improve the activity. Docking study of the compounds 12, 14, and 16 into the active site of the topoisomerase II DNA gyrase enzymes revealed a similar binding mode to bound inhibitor Clorobiocin.
• Ganin, E. V.; Makarov, V. F.; Nikitin, V. I., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 11, p. 2209 - 2215
  作者：Ganin, E. V.、Makarov, V. F.、Nikitin, V. I.

  DOI：——

  日期：——
• GANIN, EH. V.;MAKAROV, V. F.;NIKITIN, V. I., ZH. ORGAN. XIMII, 1985, 21, N 11, 2415-2423
  作者：GANIN, EH. V.、MAKAROV, V. F.、NIKITIN, V. I.

  DOI：——

  日期：——