7-chloro-5-aminomethyl-2,3-dimethoxyquinoxaline | 205250-67-5

• 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: 7-chloro-5-aminomethyl-2,3-dimethoxyquinoxaline
• 英文别名: (7-Chloro-2,3-dimethoxyquinoxalin-5-yl)methanamine
• CAS: 205250-67-5
• 化学式: C₁₁H₁₂ClN₃O₂
• 分子量: 253.688
• InChiKey: VRHSMTXKTAUSKN-UHFFFAOYSA-N

物化性质

• 沸点：
  363.8±37.0 °C(Predicted)
• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-chloro-5-aminomethyl-2,3-dimethoxyquinoxaline 在 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 N-(7-Chloro-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-2-phenyl-acetamide
  参考文献：
  名称：

  5-aminomethylquinoxaline-2,3-diones, Part III: Arylamide derivatives as highly potent and selective glycine-site NMDA receptor antagonists

  摘要：

  A series of quinoxaline-2,3-diones with very high affinity to the glycine site of the NMDA receptor has been discovered. In contrast to the 7-nitro derivatives, the most potent 7-bromo substituted compounds were highly selective for the glycine site. Although none of the described compounds were active in the electroshock model in mice, la displayed significant protection in the quinolinic acid-induced excitotoxicity model in vivo. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00055-9
• 作为产物：
  描述：

  5-(azidomethyl)-7-chloro-2,3-dimethoxyquinoxaline 在 镍 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以63%的产率得到7-chloro-5-aminomethyl-2,3-dimethoxyquinoxaline
  参考文献：
  名称：

  5-aminomethylquinoxaline-2,3-diones, Part III: Arylamide derivatives as highly potent and selective glycine-site NMDA receptor antagonists

  摘要：

  A series of quinoxaline-2,3-diones with very high affinity to the glycine site of the NMDA receptor has been discovered. In contrast to the 7-nitro derivatives, the most potent 7-bromo substituted compounds were highly selective for the glycine site. Although none of the described compounds were active in the electroshock model in mice, la displayed significant protection in the quinolinic acid-induced excitotoxicity model in vivo. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00055-9