6,7-dichloro-3-methyl-2-{[4-(4-nitrophenyl)piperazin-1-yl]carbonyl}quinoxaline 1,4-dioxide

• 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: 6,7-dichloro-3-methyl-2-{[4-(4-nitrophenyl)piperazin-1-yl]carbonyl}quinoxaline 1,4-dioxide
• 英文别名: (6,7-Dichloro-3-methyl-1,4-dioxido-quinoxaline-1,4-diium-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone；(6,7-dichloro-3-methyl-4-oxido-1-oxoquinoxalin-1-ium-2-yl)-[4-(4-nitrophenyl)piperazin-1-yl]methanone
• 化学式: C₂₀H₁₇Cl₂N₅O₅
• 分子量: 478.291
• InChiKey: AKXBIEDIZHYCPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5,6-dichlorobenzofuroxan 、 1-[4-(4-Nitrophenyl)piperazin-1-yl]butane-1,3-dione 在 吗啉 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以16%的产率得到6,7-dichloro-3-methyl-2-{[4-(4-nitrophenyl)piperazin-1-yl]carbonyl}quinoxaline 1,4-dioxide
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of new quinoxaline-2-carboxamide 1,4-di-N-Oxide derivatives

  摘要：

  As a continuation of our research and with the aim of obtaining new antituberculosis agents which can improve the current chemotherapeutic antituberculosis treatments, new series of quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis strain H(37)Rv, using the radiometric BACTEC 460-TB methodology. Active compounds were also screened by serial dilution to assess toxicity to a VERO cell line. The results indicate that some compounds exhibited a good antituberculosis activity and the arylearboxamide analogues 3, 8, and 9 were the most active compounds (EC90/MICI). Also, the cytotoxic effects indicate that these compounds have a good Selectivity Index (SI). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00119-6

文献信息

• Synthesis and antimycobacterial activity of new quinoxaline-2-carboxamide 1,4-di-N-Oxide derivatives
  作者：Belén Zarranz、Andrés Jaso、Ignacio Aldana、Antonio Monge

  DOI：10.1016/s0968-0896(03)00119-6

  日期：2003.5

  As a continuation of our research and with the aim of obtaining new antituberculosis agents which can improve the current chemotherapeutic antituberculosis treatments, new series of quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis strain H(37)Rv, using the radiometric BACTEC 460-TB methodology. Active compounds were also screened by serial dilution to assess toxicity to a VERO cell line. The results indicate that some compounds exhibited a good antituberculosis activity and the arylearboxamide analogues 3, 8, and 9 were the most active compounds (EC90/MICI). Also, the cytotoxic effects indicate that these compounds have a good Selectivity Index (SI). (C) 2003 Elsevier Science Ltd. All rights reserved.