2-(7-Bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)acetic acid | 187479-30-7

• 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-(7-Bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)acetic acid
• CAS: 187479-30-7
• 化学式: C₁₀H₇BrN₂O₄
• 分子量: 299.081
• InChiKey: PHJMZTSMPHBRFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(7-Bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)acetic acid 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 2-(2,3-Dioxo-1,4-dihydroquinoxalin-5-yl)acetic acid
  参考文献：
  名称：

  5-Phosphonomethylquinoxalinediones as competitive NMDA receptor antagonists with a preference for the human 1A/2A, rather than 1A/2B receptor composition

  摘要：

  NMDA antagonists derived from 5-phosphonomethyl-1,4-dihydroquinoxaline-2,3-dione (3a) are potent anticonvulsant agents, and display strong protective effects in the electroshock-induced convulsion assay in mice. Their preference for the human NMDAR 1A/2A over 1A/2B subunit composition was optimized, leading to (1RS, 1'S)-PEAQX (9r), which shows a > 100-fold selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00074-4
• 作为产物：
  描述：

  7-bromo-5-bromomethyl-2,3-dimethoxy-quinoxaline 在 硫酸 、 水 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-(7-Bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)acetic acid
  参考文献：
  名称：

  5-Phosphonomethylquinoxalinediones as competitive NMDA receptor antagonists with a preference for the human 1A/2A, rather than 1A/2B receptor composition

  摘要：

  NMDA antagonists derived from 5-phosphonomethyl-1,4-dihydroquinoxaline-2,3-dione (3a) are potent anticonvulsant agents, and display strong protective effects in the electroshock-induced convulsion assay in mice. Their preference for the human NMDAR 1A/2A over 1A/2B subunit composition was optimized, leading to (1RS, 1'S)-PEAQX (9r), which shows a > 100-fold selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00074-4

文献信息

• 5-Phosphonomethylquinoxalinediones as competitive NMDA receptor antagonists with a preference for the human 1A/2A, rather than 1A/2B receptor composition
  作者：Yves P Auberson、Hans Allgeier、Serge Bischoff、Kurt Lingenhoehl、Robert Moretti、Markus Schmutz

  DOI：10.1016/s0960-894x(02)00074-4

  日期：2002.4

  NMDA antagonists derived from 5-phosphonomethyl-1,4-dihydroquinoxaline-2,3-dione (3a) are potent anticonvulsant agents, and display strong protective effects in the electroshock-induced convulsion assay in mice. Their preference for the human NMDAR 1A/2A over 1A/2B subunit composition was optimized, leading to (1RS, 1'S)-PEAQX (9r), which shows a > 100-fold selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.