N-[{4-(2-fluorophenyl)-piperazin-1-yl}-methyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione | 1155401-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-[{4-(2-fluorophenyl)-piperazin-1-yl}-methyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione
• 英文别名: 1-[[4-(2-Fluorophenyl)piperazin-1-yl]methyl]-3-[2-(trifluoromethyl)phenyl]pyrrolidine-2,5-dione
• CAS: 1155401-78-7
• 化学式: C₂₂H₂₁F₄N₃O₂
• 分子量: 435.421
• InChiKey: FIEJTGFHBAOSFC-UHFFFAOYSA-N

物化性质

• 熔点：
  70-72 °C(Solvent: Ethanol)
• 沸点：
  560.9±50.0 °C(predicted)
• 密度：
  1.356±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione 、 1-(2-氟苯基)哌嗪 以 乙醇 、 水 为溶剂， 以69%的产率得到N-[{4-(2-fluorophenyl)-piperazin-1-yl}-methyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of new N-[(4-arylpiperazin-1-yl)-alkyl] derivatives of 3-phenyl-pyrrolidine-2,5-dione

  摘要：

  In the present study, on the development of new anticonvulsants, the series of N-[(4-arylpiperazin-1-yl)-alkyl]-3-(2-methylphenyl)- (8a-e, 10a-h) and 3-(2-trifluoromethyl-phenyl)-pyrrolidine-2,5-diones (9a-e, 11a-i) were synthesized and tested for anticonvulsant activity using the maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) screens. Their neurotoxicity were determined applying the rotorod test. In this series, the most active were N-[(4-phenylpiperazin-1-yl)-methyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione (9a) with the ED50 = 20.78 mg/kg, when given orally to rats and N-[3-(4-(3-trifluoromethylphenyl)-piperazin-1-yl)-propyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione (11i) with the ED50 = 132.13 mg/kg after intraperitoneally injection to mice. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.020

文献信息

• Synthesis and anticonvulsant activity of new N-[(4-arylpiperazin-1-yl)-alkyl] derivatives of 3-phenyl-pyrrolidine-2,5-dione
  作者：Jolanta Obniska、Krzysztof Kaminski、Dorota Skrzynska、Joanna Pichor

  DOI：10.1016/j.ejmech.2008.05.020

  日期：2009.5

  In the present study, on the development of new anticonvulsants, the series of N-[(4-arylpiperazin-1-yl)-alkyl]-3-(2-methylphenyl)- (8a-e, 10a-h) and 3-(2-trifluoromethyl-phenyl)-pyrrolidine-2,5-diones (9a-e, 11a-i) were synthesized and tested for anticonvulsant activity using the maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) screens. Their neurotoxicity were determined applying the rotorod test. In this series, the most active were N-[(4-phenylpiperazin-1-yl)-methyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione (9a) with the ED50 = 20.78 mg/kg, when given orally to rats and N-[3-(4-(3-trifluoromethylphenyl)-piperazin-1-yl)-propyl]-3-(2-trifluoromethylphenyl)-pyrrolidine-2,5-dione (11i) with the ED50 = 132.13 mg/kg after intraperitoneally injection to mice. (C) 2008 Elsevier Masson SAS. All rights reserved.