[(2,3-Dimethoxy-7-nitro-quinoxalin-5-yl)-hydroxy-methyl]-phosphonic acid dimethyl ester | 459836-03-4

• 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-Dimethoxy-7-nitro-quinoxalin-5-yl)-hydroxy-methyl]-phosphonic acid dimethyl ester
• CAS: 459836-03-4
• 化学式: C₁₃H₁₆N₃O₈P
• 分子量: 373.259
• InChiKey: LMZGVDRVFMLOQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  143.14
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  [(2,3-Dimethoxy-7-nitro-quinoxalin-5-yl)-hydroxy-methyl]-phosphonic acid dimethyl ester 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 [Methoxy-(7-nitro-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-yl)-methyl]-phosphonic 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：

  二甲基三甲硅基膦酸酯 、 2,3-dimethoxy-7-nitro-quinoxaline-5-carbaldehyde 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 [(2,3-Dimethoxy-7-nitro-quinoxalin-5-yl)-hydroxy-methyl]-phosphonic acid dimethyl ester
  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