(-)-N-ethyl-phosphoalanine dimethylester | 223647-50-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (-)-N-ethyl-phosphoalanine dimethylester
• CAS: 223647-50-5
• 化学式: C₆H₁₆NO₃P
• 分子量: 181.172
• InChiKey: ILGICRKRXSGZSA-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,3-dimethoxy-7-nitro-quinoxaline-5-carbaldehyde 、 (-)-N-ethyl-phosphoalanine dimethylester 在 sodium cyanoborohydride 、 magnesium sulfate 作用下， 生成 dimethyl (R)-N-(7-nitro-2,3-dimethoxyquinoxalin-5-ylmethyl)-α-ethylaminoethylphosphonate
  参考文献：
  名称：

  N-Phosphonoalkyl-5-aminomethylquinoxaline-2,3-diones: In vivo active AMPA and NMDA(glycine) antagonists

  摘要：

  N-Substituted 5-aminomethylquinoxalinediones containing carboxy or phosphonic acids yield potent and selective AMPA and/or NMDA (glycine-binding site) antagonists. Phosphonic acid derivatives are particularly water-soluble and display potent anticonvulsant effects in the electroshock-induced convulsion assay in mice. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00720-3
• 作为产物：
  描述：

  [(R)-1-(Benzyloxycarbonyl-ethyl-amino)-ethyl]-phosphonic acid dimethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到(-)-N-ethyl-phosphoalanine dimethylester
  参考文献：
  名称：

  N-Phosphonoalkyl-5-aminomethylquinoxaline-2,3-diones: In vivo active AMPA and NMDA(glycine) antagonists

  摘要：

  N-Substituted 5-aminomethylquinoxalinediones containing carboxy or phosphonic acids yield potent and selective AMPA and/or NMDA (glycine-binding site) antagonists. Phosphonic acid derivatives are particularly water-soluble and display potent anticonvulsant effects in the electroshock-induced convulsion assay in mice. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00720-3