(2S,3S)-β-(3-nitrobenzyl)aspartic acid | 1071503-11-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (2S,3S)-β-(3-nitrobenzyl)aspartic acid
• CAS: 1071503-11-1
• 化学式: C₁₁H₁₂N₂O₆
• 分子量: 268.226
• InChiKey: FPDMUWWSLNFNHR-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.25
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  143.76
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  dimethyl (2S,3S)-N-tritylamino-β-3-nitrobenzyl aspartate 在 盐酸 作用下， 反应 24.0h， 以28%的产率得到(2S,3S)-β-(3-nitrobenzyl)aspartic acid
  参考文献：
  名称：

  Synthesis and preliminary pharmacological evaluation of novel derivatives of l-β-threo-benzylaspartate as inhibitors of the neuronal glutamate transporter EAAT3

  摘要：

  A series of beta-benzylaspartate derivatives were prepared from N-trityl-L-aspartate dimethyl ester and evaluated as inhibitors of neuronal glutamate transporter EAAT3. The result of the structure-activity studies suggests that the position occupied by the aromatic ring of beta-benzylaspartate within the binding site of EAAT3 may be different from that occupied by comparable groups in previously identified inhibitors, such as L-threo-benzyloxy aspartate (TBOA). Further, halogen substitutions at the 3-postition of the aromatic ring of beta-benzylaspartate can increase the potency with which the analogues inhibit EAAT3. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.001