3-(4-丙-2-基氧基苯基)吡咯烷-2,5-二酮 | 27950-88-5

• 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: 3-(4-丙-2-基氧基苯基)吡咯烷-2,5-二酮
• 中文别名: [1,2,5]噁二唑并[3,4-b]吡啶,7-甲基-,3-氧化
• 英文名称: Pufemide
• 英文别名: 3-(4-isopropoxyphenyl)pyrrolidine-2,5-dione；2-(p-Isopropoxyphenyl)succinimide；3-(4-propan-2-yloxyphenyl)pyrrolidine-2,5-dione
• CAS: 27950-88-5
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: HKLLMIGGBZSJIG-UHFFFAOYSA-N

物化性质

• 溶解度：
  >35 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  3-(4-丙-2-基氧基苯基)吡咯烷-2,5-二酮 以 乙醇 为溶剂， 反应 1.0h， 生成 2-[3-(4-isopropoxyphenyl)-2,5-dioxotetrahydro-1H-1-pyrrolylmethylamino]benzoic acid
  参考文献：
  名称：

  SYNTHESIS AND ANTICONVULSANT PROPERTIES OF SOME N-ARYL AND N-ARYLAMINOMETHYL DERIVATIVES OF 3-P-ISOPROPOXYPHENYLPYRROLIDINE-2,5-DIONE

  摘要：

  Anticonvulsant properties of newly synthesized compounds and potential antiepileptic drugs are usually assessed in screen tests in experimental animals. One of the most commonly used screen tests in mice is the maximal electroshock-induced seizure test that reflects tonic-clonic seizures in humans. A series of 3-p-isopropoxyphenylpyrrolidine- 2,5-dione derivatives, including N-aryl and N-arylaminomethyl analogs, were characterized for their anticonvulsant properties in the maximal electroshock-induced seizure test in mice. Electroconvulsions (tonic-clonic seizures) were evoked in adult Albino Swiss mice by a current (sine-wave, 25 mA, 50 Hz, 500 V, 0.2 s stimulus duration) delivered via auricular electrodes. N-aryl derivatives did not show any anticonvulsant activity, whereas some representatives of N-arylaminomethyl derivatives, i.e. N-Mannich bases, exhibited a distinct protective action against maximal electroshock-induced (MES) convulsions in mice. Several N-arylaminomethyl derivatives of 3-p-isopropoxyphenylpyrrolidine-2,5-dione may become in future new antiepileptic drugs, or they could serve as valuable supporting materials for obtaining new derivatives with stronger anticonvulsant activities than their maternal compounds.

  DOI：

  10.32383/appdr/97323

文献信息

• Synthesis and Antioxidant Activity of N-Aminomethyl Derivatives of Ethosuximide and Pufemide Anticonvulsants
  作者：N. Z. Hakobyan、Z. A. Hovasyan、S. S. Hovakimyan、A. G. Melkonyan、N. A. Pagutyan、G. A. Panosyan、G. A. Gevorgyan

  DOI：10.1134/s1070363220030093

  日期：2020.3

  Aminomethylation of 3-methyl-3-ethylpyrrolidin-2,5-dione (ethosuximide) and 3-(4-isopropoxyphenyl)pyrrolidine-2,5-dione (pufemide) with a 25% aqueous formalin solution and alkyl(aryl)amines yielded corresponding N-aminomethyl derivatives. The antioxidant activity of the synthesized compounds and their effect on some parameters of the blood coagulation system were studied.
• Relationship between chemical structure and anticonvulsant activity in succinimides
  作者：S. A. Avetisyan、N. S. Nesunts、N. S. Buyukyan、O. L. Mndzhoyan、I. A. Dzhagatspanyan、I. M. Nazaryan、N. E. Akopyan

  DOI：10.1007/bf00768251

  日期：1988.4
• AVETISYAN, S. A.;NESUNTS, N. S.;BUYUKYAN, N. S.;MNDZHOYAN, O. L.;DZHAGATS+, XIM.-FARMATS. ZH., 22,(1988) N 4, 433-438
  作者：AVETISYAN, S. A.、NESUNTS, N. S.、BUYUKYAN, N. S.、MNDZHOYAN, O. L.、DZHAGATS+

  DOI：——

  日期：——
• SYNTHESIS AND ANTICONVULSANT PROPERTIES OF SOME N-ARYL AND N-ARYLAMINOMETHYL DERIVATIVES OF 3-P-ISOPROPOXYPHENYLPYRROLIDINE-2,5-DIONE
  作者：Sergey Kocharov、Henry Panosyan、Jaroslaw Chmielewski、Barbara Gworek、Jarogniew Łuszczki

  DOI：10.32383/appdr/97323

  日期：2019.4.30

  Anticonvulsant properties of newly synthesized compounds and potential antiepileptic drugs are usually assessed in screen tests in experimental animals. One of the most commonly used screen tests in mice is the maximal electroshock-induced seizure test that reflects tonic-clonic seizures in humans. A series of 3-p-isopropoxyphenylpyrrolidine- 2,5-dione derivatives, including N-aryl and N-arylaminomethyl analogs, were characterized for their anticonvulsant properties in the maximal electroshock-induced seizure test in mice. Electroconvulsions (tonic-clonic seizures) were evoked in adult Albino Swiss mice by a current (sine-wave, 25 mA, 50 Hz, 500 V, 0.2 s stimulus duration) delivered via auricular electrodes. N-aryl derivatives did not show any anticonvulsant activity, whereas some representatives of N-arylaminomethyl derivatives, i.e. N-Mannich bases, exhibited a distinct protective action against maximal electroshock-induced (MES) convulsions in mice. Several N-arylaminomethyl derivatives of 3-p-isopropoxyphenylpyrrolidine-2,5-dione may become in future new antiepileptic drugs, or they could serve as valuable supporting materials for obtaining new derivatives with stronger anticonvulsant activities than their maternal compounds.