N-[(2,3-dimethoxyquinoxalin-5-yl)methyl]-2-phenylacetamide | 205250-70-0

• 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: N-[(2,3-dimethoxyquinoxalin-5-yl)methyl]-2-phenylacetamide
• CAS: 205250-70-0
• 化学式: C₁₉H₁₉N₃O₃
• 分子量: 337.378
• InChiKey: UYXCEUQTXMYDLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(2,3-dimethoxyquinoxalin-5-yl)methyl]-2-phenylacetamide 在 氢溴酸 、 溶剂黄146 作用下， 反应 24.0h， 以97%的产率得到N-(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：

  (7-bromo-2,3-dimethoxy-quinoxaline-5-ylmethyl)-amine 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 88.0h， 生成 N-[(2,3-dimethoxyquinoxalin-5-yl)methyl]-2-phenylacetamide
  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

文献信息

• 5-aminomethylquinoxaline-2,3-diones, Part III: Arylamide derivatives as highly potent and selective glycine-site NMDA receptor antagonists
  作者：Pierre Acklin、Hans Allgeier、Yves P. Auberson、Serge Bischoff、Silvio Ofner、Dirk Sauer、Markus Schmutz

  DOI：10.1016/s0960-894x(98)00055-9

  日期：1998.3

  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.