N-[2-{4-(3-chlorophenyl)-piperazin-1-yl}-ethyl]-pyrrolidine-2,5-dione | 1146214-46-1

• 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-[2-{4-(3-chlorophenyl)-piperazin-1-yl}-ethyl]-pyrrolidine-2,5-dione
• 英文别名: 1-[2-[4-(3-chlorophenyl)piperazin-1-yl]ethyl]pyrrolidine-2,5-dione
• CAS: 1146214-46-1
• 化学式: C₁₆H₂₀ClN₃O₂
• 分子量: 321.807
• InChiKey: NBQXMSOPPNMRSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁二酸 、 2-[4-(3-氯苯基)哌嗪-1-基]乙胺 反应 1.5h， 以67%的产率得到N-[2-{4-(3-chlorophenyl)-piperazin-1-yl}-ethyl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  The influence of an ethylene spacer on the 5-HT1A and 5-HT2A receptor affinity of arylpiperazine derivatives of amides with N-acylated amino acids and 3-differently substituted pyrrolidine-2,5-diones

  摘要：

  A library of ethylene analogs of the previously described arylpiperazines with N-acylated amino acids was synthesized on SynPhase (TM) Lanterns and the library representatives were evaluated for their 5-HT1A and 5-HT2A receptor affinities. The obtained results were compared with those reported for compounds containing propylene and a butylene spacer and they revealed that 5-HT1A receptor affinity decreased proportionally with the length of the alkyl chain. Furthermore, the synthesized 3-cycloalkyl derivatives containing two methylene group spacers (20, 21) showed that the 3-position of pyrrolidine-2,5-dione preferred substituents of hydrophobic character. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.021

文献信息

• The influence of an ethylene spacer on the 5-HT1A and 5-HT2A receptor affinity of arylpiperazine derivatives of amides with N-acylated amino acids and 3-differently substituted pyrrolidine-2,5-diones
  作者：Paweł Zajdel、Gilles Subra、Pascal Verdie、Andrzej J. Bojarski、Beata Duszyńska、Katarzyna Basista、Jolanta Obniska、Jean Martinez、Maciej Pawłowski

  DOI：10.1016/j.ejmech.2008.05.021

  日期：2009.2

  A library of ethylene analogs of the previously described arylpiperazines with N-acylated amino acids was synthesized on SynPhase (TM) Lanterns and the library representatives were evaluated for their 5-HT1A and 5-HT2A receptor affinities. The obtained results were compared with those reported for compounds containing propylene and a butylene spacer and they revealed that 5-HT1A receptor affinity decreased proportionally with the length of the alkyl chain. Furthermore, the synthesized 3-cycloalkyl derivatives containing two methylene group spacers (20, 21) showed that the 3-position of pyrrolidine-2,5-dione preferred substituents of hydrophobic character. (c) 2008 Elsevier Masson SAS. All rights reserved.