2-Phosphonomethyl-4-(1H-tetrazol-5-yl)-butyric acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-Phosphonomethyl-4-(1H-tetrazol-5-yl)-butyric acid
• 英文别名: 2-Phosphonomethyl-4-(5H-tetrazol-5-yl)-butyric acid；2-(phosphonomethyl)-4-(2H-tetrazol-5-yl)butanoic acid
• 化学式: C₆H₁₁N₄O₅P
• 分子量: 250.151
• InChiKey: YULXFPIWNLSNPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 水 为溶剂， 生成 2-Phosphonomethyl-4-(1H-tetrazol-5-yl)-butyric acid
  参考文献：
  名称：

  Design and Pharmacological Activity of Phosphinic Acid Based NAALADase Inhibitors

  摘要：

  A novel series of phosphinic acid based inhibitors of the neuropeptidase NAALADase are described in this work. This series of compounds is the most potent series of inhibitors of the enzyme described to date. In addition, we have shown that these compounds are protective in animal models of neurodegeneration. Compound 34 significantly prevented neurodegeneration in a middle cerebral artery occlusion model of cerebral ischemia. In addition, in the chronic constrictive mc del of neuropathic pain, compound 34 significantly attenuated the hypersensitivity observed with saline-treated animals. These data suggest that NAALADase inhibition may provide a new approach for the treatment of both neurodegenerative disorders and peripheral neuropathies.

  DOI：

  10.1021/jm0001774