2,3-bis(bromomethyl)-6-methoxycarbonylquinoxaline | 1369796-86-0

• 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: 2,3-bis(bromomethyl)-6-methoxycarbonylquinoxaline
• 英文别名: Methyl 2,3-bis(bromomethyl)quinoxaline-6-carboxylate
• CAS: 1369796-86-0
• 化学式: C₁₂H₁₀Br₂N₂O₂
• 分子量: 374.032
• InChiKey: ZVBNEEURMSHSMN-UHFFFAOYSA-N

物化性质

• 沸点：
  412.6±40.0 °C(Predicted)
• 密度：
  1.808±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二氨基苯甲酸 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 2,3-bis(bromomethyl)-6-methoxycarbonylquinoxaline
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 2,3-bis(bromomethyl)quinoxaline derivatives

  摘要：

  We synthesized 12 derivatives of 2,3-bis(bromomethyl) quinoxaline with substituents at the 6-and/or 7-positions, and evaluated their activities against bacteria and fungi. Of the 12 compounds, nine (1a-h, 1j, and 1k) showed antibacterial activity. The derivative 1g, which bears a trifluoromethyl group at the 6-position, showed the highest activity against Gram-positive bacteria, while 1c, which has a fluoro-group at the 6-position, showed the widest antifungal activity spectrum. However, only the derivative with an ethyl ester substitution, 1k showed activity against Gram-negative bacteria. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2011.12.002

文献信息

• JP2011037776A
  申请人：——

  公开号：JP2011037776A

  公开（公告）日：2011-02-24
• Synthesis and antimicrobial activity of 2,3-bis(bromomethyl)quinoxaline derivatives
  作者：Hisato Ishikawa、Takayuki Sugiyama、Keisuke Kurita、Akihiro Yokoyama

  DOI：10.1016/j.bioorg.2011.12.002

  日期：2012.4

  We synthesized 12 derivatives of 2,3-bis(bromomethyl) quinoxaline with substituents at the 6-and/or 7-positions, and evaluated their activities against bacteria and fungi. Of the 12 compounds, nine (1a-h, 1j, and 1k) showed antibacterial activity. The derivative 1g, which bears a trifluoromethyl group at the 6-position, showed the highest activity against Gram-positive bacteria, while 1c, which has a fluoro-group at the 6-position, showed the widest antifungal activity spectrum. However, only the derivative with an ethyl ester substitution, 1k showed activity against Gram-negative bacteria. (C) 2012 Elsevier Inc. All rights reserved.