2-(2,5-二氧代吡咯烷-1-基)氧基乙酸乙酯 | 79403-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 2-(2,5-二氧代吡咯烷-1-基)氧基乙酸乙酯
• 英文名称: ethyl (succinimidooxy)acetate
• 英文别名: ethyl N-succinimidoxyacetate；ethyl 2-(2,5-dioxopyrrolidin-1-yl)oxyacetate
• CAS: 79403-56-8
• 化学式: C₈H₁₁NO₅
• 分子量: 201.179
• InChiKey: CNDJUVGQHKMCKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 氯乙酸乙酯 生成 2-(2,5-二氧代吡咯烷-1-基)氧基乙酸乙酯
  参考文献：
  名称：

  EDAFIOGHO, IVAN O.;SCOTT, K. R.;MOORE, JACQUELINE A.;FARRAR, VIDA A.;NICH+, J. MED. CHEM., 34,(1991) N, C. 387-392

  摘要：

  DOI：

文献信息

• Succinimides With Oxyacetate Side Chain as Potential Anticonvulsant Agents
  作者：J.A. Owoyale、G.D. Lahan、G. Osuide、I.O. Edafiogho

  DOI：10.1002/jps.2600700838

  日期：1981.8

  prepared by reacting a solution of freshly recrystallized N-hydroxysuccinimide in tetrahydrofuran with a mixture of the corresponding halogenated ester and triethylamine. The compounds possessed some anticonvulsant properties.

  通过使新鲜重结晶的N-羟基琥珀酰亚胺在四氢呋喃中的溶液与相应的卤代酯和三乙胺的混合物反应，制备了两种新的化合物N-琥珀酰亚胺氧乙酸乙酯和N-琥珀酰亚胺氧乙酸甲酯。该化合物具有一些抗惊厥性质。
• Synthesis and anticonvulsant activity of imidooxy derivatives
  作者：Ivan O. Edafiogho、K. R. Scott、Jacqueline A. Moore、Vida A. Farrar、Jesse M. Nicholson

  DOI：10.1021/jm00105a059

  日期：1991.1

  Previous results of anticonvulsant activity in several imidooxy carboxylates related to (aminooxy)acetic acid in young chicks, prompted an in-depth reinvestigation of these analogues in mice. A series of 22 succinimidooxy, phthalimidooxy, and naphthalimidooxy carboxylates were synthesized and evaluated for anticonvulsant activity by the National Institute of Neurological and Communicative Disorders and Stroke (NINCDS). Methyl (succinimidooxy)acetate (2d), ethyl (succinimidooxy)acetate (2e), methyl (phthalimidooxy)acetate (3d), ethyl (phthalimidooxy)acetate (3e), and ethyl 2-(phthalimidooxy)propionate (3g), which were initially found to be active as anticonvulsants in young chicks were uniformly inactive in the Phase I seizure tests involving maximal electroshock (MES), pentylenetetrazol (scMet), or neurologic toxicity toxicity (Tox). Several newer analogues, ethyl (succinimidooxy)formate (2c) and methyl 3-(phthalimidooxy)-2-methylacrylate (4h) were found to be active in the scMet (3a) or both (4h) evaluations. Most interesting was the anticonvulsant results of N-(benzyloxy)-2-azaspiro[4.4]nonane-1,3-dione (5b), which displayed anti-MES activity and a protective index (TD50/ED50) of > 4.5.
• OWOYALE, J. A.;LAHAN, G. D.;OSUIDE, G.;EDAFIOGHO, I. O., J. PHARM. SCI., 1981, 70, N 8, 963
  作者：OWOYALE, J. A.、LAHAN, G. D.、OSUIDE, G.、EDAFIOGHO, I. O.

  DOI：——

  日期：——