6-chloro-N-(4-nitro-phenyl)-N'-phenyl-[1,3,5]triazine-2,4-diamine | 382167-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-chloro-N-(4-nitro-phenyl)-N'-phenyl-[1,3,5]triazine-2,4-diamine
• 英文别名: 6-chloro-N2-(4-nitrophenyl)-N4-phenyl-1,3,5-triazine-2,4-diamine；6-chloro-N-(4-nitrophenyl)-N'-phenyl-1,3,5-triazine-2,4-diamine；6-chloro-2-N-(4-nitrophenyl)-4-N-phenyl-1,3,5-triazine-2,4-diamine
• CAS: 382167-25-1
• 化学式: C₁₅H₁₁ClN₆O₂
• 分子量: 342.744
• InChiKey: CIDXIPSDHYLSMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-chloro-N-(4-nitro-phenyl)-N'-phenyl-[1,3,5]triazine-2,4-diamine 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 生成 N-(7-chloroquinolin-4-yl)-4-(4-((4-nitrophenyl)amino)-6-(phenylamino)-1,3,5-triazin-2-yl)piperazine-1-carbothioamide
  参考文献：
  名称：

  Development of 4-aminoquinoline-1,3,5-triazine conjugates as potent antibacterial agent through facile synthetic route

  摘要：

  A series of novel hybrid 4-aminoquinoline-1,3,5-triazine derivatives were developed and subsequently tested against representative Gram-positive and Gram-negative microorganisms for determination of their antibacterial activity. Screening results indicate that, title molecule exhibit moderate to potent activity in comparison to standard. These hybrid derivatives were synthesized through a facile synthetic routes and structure of reaction intermediates as well as target molecules were recognised with the aid of various spectroscopic techniques viz., FTIR, NMR, mass and elemental analysis.

  DOI：

  10.1007/s00044-013-0521-8
• 作为产物：
  描述：

  苯胺 以 丙酮 为溶剂， 反应 2.0h， 生成 6-chloro-N-(4-nitro-phenyl)-N'-phenyl-[1,3,5]triazine-2,4-diamine
  参考文献：
  名称：

  Synthesis and In Vitro Antibacterial Screening of some New 2,4,6-Trisubstituted-1,3,5-Triazine Derivatives

  摘要：

  为了评估三嗪衍生物的抗菌活性，合成并表征了一系列2,4,6-三取代-1,3,5-三嗪化合物，包括FTIR、1H-NMR、13C-NMR、质谱和元素分析。通过肉汤微量稀释法测定了显示出良好抑制圈的化合物的最小抑制浓度（MIC）。具有吗啉基取代基的衍生物（4a和4i）对革兰氏阳性菌显示出良好的体外活性，而具有二乙氨基侧链的两个化合物显示出中等（4e）至广谱（4j）活性，可与链霉素相媲美。后者的潜在活性可能归因于苯环对位上电子给体基团的取代。

  DOI：

  10.2174/157018012799129936

文献信息

• An efficient, “green” approach to aryl amination of cyanuric chloride using acetic acid as solvent
  作者：Kirill A. Kolmakov

  DOI：10.1002/jhet.5570450236

  日期：2008.3

  Acetic acid is an inexpensive and environmentally friendly solvent for facile, clean and high-yielding aryl amination of cyanuric chloride with aromatic amines, including nitroanilines. Aryl amination in acetic acid medium and isolation protocol are greatly simplified as compared to previously reported procedures. Under proper conditions, it is possible to attach the same or different aniline residues

  乙酸是一种廉价，环保的溶剂，可用于氰尿酰氯与包括硝基苯胺在内的芳香胺的简便，清洁和高收率的芳基胺化。与以前报道的方法相比，大大简化了乙酸介质中的芳基胺化反应和分离步骤。在适当条件下，可以以受控方式连接相同或不同的苯胺残基，从而分别以优异的产率获得对称和不对称的1,3,5-三嗪衍生物。
• Synthesis and In Vitro Antibacterial Screening of some New 2,4,6-Trisubstituted-1,3,5-Triazine Derivatives
  作者：Ravi Bhushan Singh、Nirupam Das、Srabanti Jana、Aparoop Das

  DOI：10.2174/157018012799129936

  日期：2012.3.1

  With an objective to evaluate the antibacterial activity of triazine derivatives, a series of 2,4,6-trisubstituted- 1,3,5-triazine were synthesized and characterized by FTIR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental analysis. The minimum inhibitory concentration (MIC) of the compounds that displayed favourable zone of inhibition was determined by broth microdilution method. Derivatives with morpholinyl substituent (4a and 4i) demonstrated good in vitro activities against Gram-positive organisms, whereas two of the compound bearing a diethylamino side chain exhibited moderate (4e) to broad spectrum (4j) activity comparable to streptomycin. The promising activity of the latter maybe attributed to the substitution of electron releasing group at para position of phenyl rings.

  为了评估三嗪衍生物的抗菌活性，合成并表征了一系列2,4,6-三取代-1,3,5-三嗪化合物，包括FTIR、1H-NMR、13C-NMR、质谱和元素分析。通过肉汤微量稀释法测定了显示出良好抑制圈的化合物的最小抑制浓度（MIC）。具有吗啉基取代基的衍生物（4a和4i）对革兰氏阳性菌显示出良好的体外活性，而具有二乙氨基侧链的两个化合物显示出中等（4e）至广谱（4j）活性，可与链霉素相媲美。后者的潜在活性可能归因于苯环对位上电子给体基团的取代。
• Development of 4-aminoquinoline-1,3,5-triazine conjugates as potent antibacterial agent through facile synthetic route
  作者：Hans Raj Bhat、Pankaj Kumar Pandey、Surajit Kumar Ghosh、Udaya Pratap Singh

  DOI：10.1007/s00044-013-0521-8

  日期：2013.10

  A series of novel hybrid 4-aminoquinoline-1,3,5-triazine derivatives were developed and subsequently tested against representative Gram-positive and Gram-negative microorganisms for determination of their antibacterial activity. Screening results indicate that, title molecule exhibit moderate to potent activity in comparison to standard. These hybrid derivatives were synthesized through a facile synthetic routes and structure of reaction intermediates as well as target molecules were recognised with the aid of various spectroscopic techniques viz., FTIR, NMR, mass and elemental analysis.