(Z)-2-{4-[4-(2-methoxyphenyl)piperazin-1-yl]but-2-enyl}isoindoline-1,3-dione | 144010-14-0

• 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: (Z)-2-{4-[4-(2-methoxyphenyl)piperazin-1-yl]but-2-enyl}isoindoline-1,3-dione
• 英文别名: 2-{(Z)-4-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-but-2-enyl}-isoindole-1,3-dione；2-[(Z)-4-[4-(2-methoxyphenyl)piperazin-1-yl]but-2-enyl]isoindole-1,3-dione
• CAS: 144010-14-0
• 化学式: C₂₃H₂₅N₃O₃
• 分子量: 391.47
• InChiKey: UTHGTZIOOOGGBI-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  顺-N-(4-氯丁烯基)邻苯二甲酰亚胺 、 1-(2-methoxyphenyl)piperazine hydrochloride 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 (Z)-2-{4-[4-(2-methoxyphenyl)piperazin-1-yl]but-2-enyl}isoindoline-1,3-dione
  参考文献：
  名称：

  The impact of spacer structure on 5-HT7 and 5-HT1A receptor affinity in the group of long-chain arylpiperazine ligands

  摘要：

  New cis-, trans-2-butene and 1,2-bismethylbenzene analogues of MM77 and NAN-190 (1-{4-[4-(2-methoxyphenyl)-piperazin-1-yl]-butyl}-pyrrolidine-2,5-dione and isoindole-1,3-dione, respectively) were synthesized. The differences in their in vitro affinity for serotonin 5-HT7 and 5-HT1A receptors were explained using a conformational analysis. A bioactive conformation of those compounds for the 5-HT7 receptor, different from that established for 5-HT1A, was proposed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.029

文献信息

• EP0494604A1
  申请人：——

  公开号：EP0494604A1

  公开（公告）日：1992-07-15
• 1-Piperazinyl-2-butenes and 2-butynes, intermediates thereof, a process for their preparation and their use as medicaments
  申请人：HOECHST MARION ROUSSEL, Inc.

  公开号：EP0494604B1

  公开（公告）日：1998-10-07
• The impact of spacer structure on 5-HT7 and 5-HT1A receptor affinity in the group of long-chain arylpiperazine ligands
  作者：Andrzej J. Bojarski、Beata Duszyńska、Marcin Kołaczkowski、Piotr Kowalski、Teresa Kowalska

  DOI：10.1016/j.bmcl.2004.09.029

  日期：2004.12

  New cis-, trans-2-butene and 1,2-bismethylbenzene analogues of MM77 and NAN-190 (1-4-[4-(2-methoxyphenyl)-piperazin-1-yl]-butyl}-pyrrolidine-2,5-dione and isoindole-1,3-dione, respectively) were synthesized. The differences in their in vitro affinity for serotonin 5-HT7 and 5-HT1A receptors were explained using a conformational analysis. A bioactive conformation of those compounds for the 5-HT7 receptor, different from that established for 5-HT1A, was proposed. (C) 2004 Elsevier Ltd. All rights reserved.