3-Bromomethyl-6-chloro-1H-quinoxalin-2-one

• 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: 3-Bromomethyl-6-chloro-1H-quinoxalin-2-one
• 英文别名: 3-(bromomethyl)-6-chloro-1H-quinoxalin-2-one
• 化学式: C₉H₆BrClN₂O
• 分子量: 273.516
• InChiKey: QUUYDVQZKQJGHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴丙酮酸乙酯 、 4-氯-1,2-苯二胺 以 乙醇 为溶剂， 反应 1.0h， 以34%的产率得到3-Bromomethyl-6-chloro-1H-quinoxalin-2-one
  参考文献：
  名称：

  Synthesis and evaluation for biological activity of 3-alkyl and 3-halogenoalkyl-quinoxalin-2-ones variously substituted. Part 4

  摘要：

  A new series of 3-isopropyl-, 3-trifluoromethyl- and 3-bromomethylquinoxaline-2-ones variously substituted on the benzo-moiety were synthesized and submitted to a preliminary in vitro evaluation for antibacterial, antifungal and anti-HIV activities. Furthermore, all compounds were also tested for cytotoxicity. Results of the screening showed that compound 10 exhibits moderate antimicrobial activity against Staphylococcus aureus (MIC=33 muM), and that 25 and 26 showed interesting cytotoxicity versus mock-infected MT-4 cells. All the other compounds were inactive. (C) 2002 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01153-3

文献信息

• Synthesis and evaluation for biological activity of 3-alkyl and 3-halogenoalkyl-quinoxalin-2-ones variously substituted. Part 4
  作者：Antonio Carta、Paolo Sanna、Mario Loriga、Maria Giovanna Setzu、Paolo La Colla、Roberta Loddo

  DOI：10.1016/s0014-827x(01)01153-3

  日期：2002.1

  A new series of 3-isopropyl-, 3-trifluoromethyl- and 3-bromomethylquinoxaline-2-ones variously substituted on the benzo-moiety were synthesized and submitted to a preliminary in vitro evaluation for antibacterial, antifungal and anti-HIV activities. Furthermore, all compounds were also tested for cytotoxicity. Results of the screening showed that compound 10 exhibits moderate antimicrobial activity against Staphylococcus aureus (MIC=33 muM), and that 25 and 26 showed interesting cytotoxicity versus mock-infected MT-4 cells. All the other compounds were inactive. (C) 2002 Elsevier Science S.A. All rights reserved.