Diaethyl-m-hydroxybenzylmalonat | 34708-66-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Diaethyl-m-hydroxybenzylmalonat
• 英文别名: Diethyl 2-[(3-hydroxyphenyl)methyl]propanedioate
• CAS: 34708-66-2
• 化学式: C₁₄H₁₈O₅
• mdl: MFCD22913433
• 分子量: 266.294
• InChiKey: QUIDSLJYIYJBEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Diaethyl-m-hydroxybenzylmalonat 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-[(3-Hydroxyphenyl)methyl]propanedioic 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
• 作为产物：
  描述：

  diethyl (3-hydroxyphenyl)methylenemalonate 以80%的产率得到
  参考文献：
  名称：

  CHRAIBI A.; FILLION H.; LUU DUC CUONG, ANN. PHARM. FRANC., 1980, 38, NO 4, 343-352

  摘要：

  DOI：

文献信息

• Design and Pharmacological Activity of Phosphinic Acid Based NAALADase Inhibitors
  作者：Paul F. Jackson、Kevin L. Tays、Keith M. Maclin、Yao-Sen Ko、Weixing Li、Dil Vitharana、Takashi Tsukamoto、Doris Stoermer、Xi-Chun M. Lu、Krystyna Wozniak、Barbara S. Slusher

  DOI：10.1021/jm0001774

  日期：2001.11.1

  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.
• CHRAIBI A.; FILLION H.; LUU DUC CUONG, ANN. PHARM. FRANC., 1980, 38, NO 4, 343-352
  作者：CHRAIBI A.、 FILLION H.、 LUU DUC CUONG

  DOI：——

  日期：——