8-nitro-1,2,4-trichloro-3H-phenoxazin-3-one | 32624-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 8-nitro-1,2,4-trichloro-3H-phenoxazin-3-one
• 英文别名: 1,2,4-trichloro-8-nitro-phenoxazin-3-one；1.2.4-Trichlor-8-nitro-3-oxo-3H-phenoxazin；1,2,4-Trichlor-8-nitro-phenoxazin-3-on；8-Nitro-1,2,4-trichlor-3H-phenoxazen-3-on；1,2,4-Trichloro-8-nitrophenoxazin-3-one
• CAS: 32624-06-9
• 化学式: C₁₂H₃Cl₃N₂O₄
• 分子量: 345.526
• InChiKey: JJWBORSJJGVQCB-UHFFFAOYSA-N

物化性质

• 沸点：
  418.8±45.0 °C(Predicted)
• 密度：
  1.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四氯苯醌 、 2-氨基-4-硝基苯酚 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 8-nitro-1,2,4-trichloro-3H-phenoxazin-3-one
  参考文献：
  名称：

  [1,4]苯并恶嗪[2,3- b ]吩嗪和[1,4]苯并噻嗪[2,3- b ]吩噻嗪的合成

  摘要：

  已经合成了许多取代的6,13-​​二卤代三苯并二恶嗪（a）通过将卤代对苯甲醌与芳胺缩合，然后将生成的双芳基氨基苯醌与苯甲酰氯在硝基苯中环化，以及（b）通过将卤代对苯甲醌与苯甲酰氯缩合而合成。在无水乙酸钠存在下，在酒精介质中邻氨基苯酚。已经通过将邻氨基苯硫醇锌锌与卤代对苯醌醌缩合制备了一些三苯并二噻嗪。

  DOI：

  10.1039/j39710001875

文献信息

• Condensation product of the oxazine series
  申请人：GEN ANILINE WORKS INC

  公开号：US02020651A1

  公开（公告）日：1935-11-12
• Synthesis and evaluation of halogenated nitrophenoxazinones as nitroreductase substrates for the detection of pathogenic bacteria
  作者：Alexandre F. Bedernjak、Paul W. Groundwater、Mark Gray、Arthur L. James、Sylvain Orenga、John D. Perry、Rosaleen J. Anderson

  DOI：10.1016/j.tet.2013.07.047

  日期：2013.9

  The synthesis and microbiological evaluation of 7-, 8- and 9-nitro-1,2,4-trihalogenophenoxazin-3-one substrates with potential in the detection of nitroreductase-expressing pathogenic microorganisms are described. The 7- and 9-nitrotrihalogenophenoxazinone substrates were reduced by most Gram-negative microorganisms and were inhibitory to the growth of certain Gram-positive bacteria; however, the majority of Gram-positive strains that were not inhibited by these agents, along with the two yeast strains evaluated, did not reduce the substrates. These observations suggest there are differences in the active site structures and substrate requirements of the nitroreductase enzymes from different strains; such differences may be exploited in the future for differentiation between pathogenic microorganisms. The absence of reduction of the 8-nitrotrihalogenophenoxazinone substrates is rationalized according to their electronic properties and correlates well with previous findings. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.
• DE620346
  申请人：——

  公开号：——

  公开（公告）日：——