Ethanone, 1-[3-(bromomethyl)-6,7-dichloro-1,4-dioxido-2-quinoxalinyl]- | 640276-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Ethanone, 1-[3-(bromomethyl)-6,7-dichloro-1,4-dioxido-2-quinoxalinyl]-
• 英文别名: 1-[3-(bromomethyl)-6,7-dichloro-4-oxido-1-oxoquinoxalin-1-ium-2-yl]ethanone
• CAS: 640276-74-0
• 化学式: C₁₁H₇BrCl₂N₂O₃
• 分子量: 365.998
• InChiKey: IOSGBIYPYDCKCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)piperazine dihydrochloride 、 Ethanone, 1-[3-(bromomethyl)-6,7-dichloro-1,4-dioxido-2-quinoxalinyl]- 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以8%的产率得到Ethanone, 1-[6,7-dichloro-3-[[4-(4-chlorophenyl)-1-piperazinyl]methyl]-1,4-dioxido-2-quinoxalinyl]-
  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
• 作为产物：
  描述：

  5,6-dichlorobenzofuroxan 在 N-溴代丁二酰亚胺(NBS) 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 氯仿 为溶剂， 反应 48.0h， 生成 Ethanone, 1-[3-(bromomethyl)-6,7-dichloro-1,4-dioxido-2-quinoxalinyl]-
  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