1-{3-[4-(4-Nitro-phenyl)-piperazin-1-ylmethyl]-1,4-dioxy-quinoxalin-2-yl}-ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-{3-[4-(4-Nitro-phenyl)-piperazin-1-ylmethyl]-1,4-dioxy-quinoxalin-2-yl}-ethanone
• 英文别名: Ethanone, 1-[3-[[4-(4-nitrophenyl)-1-piperazinyl]methyl]-1,4-dioxido-2-quinoxalinyl]-；1-[3-[[4-(4-nitrophenyl)piperazin-1-yl]methyl]-4-oxido-1-oxoquinoxalin-1-ium-2-yl]ethanone
• 化学式: C₂₁H₂₁N₅O₅
• 分子量: 423.428
• InChiKey: ILWJRBFTVDVSPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯并呋咱 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 氯仿 为溶剂， 反应 72.0h， 生成 1-{3-[4-(4-Nitro-phenyl)-piperazin-1-ylmethyl]-1,4-dioxy-quinoxalin-2-yl}-ethanone
  参考文献：
  名称：

  Synthesis of new 2-acetyl and 2-benzoyl quinoxaline 1,4-di-N-oxide derivatives as anti-Mycobacterium tuberculosis agents

  摘要：

  A series of 2-acetyl and 2-benzoyl-6(7)-substituted quinoxaline 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. The results show that 2-acetyl-3-methylquinoxaline 1,4-di-N-oxide derivatives with chlorine, methyl or methoxy group in position 7 of the benzene moiety (compounds 2, 4 and 6, respectively) and unsubstituted (3) have good antitubercular activity, exhibiting EC90/MIC values between 0.80 and 4.29. In conclusion, the potency, selectivity and low cytotoxicity of these compounds make them valid leads for synthesizing new compounds that possess better activity. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00137-5

文献信息

• Synthesis of new 2-acetyl and 2-benzoyl quinoxaline 1,4-di-N-oxide derivatives as anti-Mycobacterium tuberculosis agents
  作者：Andrés Jaso、Belén Zarranz、Ignacio Aldana、Antonio Monge

  DOI：10.1016/s0223-5234(03)00137-5

  日期：2003.9

  A series of 2-acetyl and 2-benzoyl-6(7)-substituted quinoxaline 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. The results show that 2-acetyl-3-methylquinoxaline 1,4-di-N-oxide derivatives with chlorine, methyl or methoxy group in position 7 of the benzene moiety (compounds 2, 4 and 6, respectively) and unsubstituted (3) have good antitubercular activity, exhibiting EC90/MIC values between 0.80 and 4.29. In conclusion, the potency, selectivity and low cytotoxicity of these compounds make them valid leads for synthesizing new compounds that possess better activity. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.