2-{2-[4-(5-Chloro-2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione | 440117-82-8

• 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: 2-{2-[4-(5-Chloro-2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione
• CAS: 440117-82-8
• 化学式: C₂₁H₂₂ClN₃O₃
• 分子量: 399.877
• InChiKey: NEQWEFAKZGVEEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.09
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-{2-[4-(5-Chloro-2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 2-[4-(5-Chloro-2-methoxyphenyl)piperazin-1-yl]ethanamine
  参考文献：
  名称：

  Pharmacophore-based design, synthesis, biological evaluation, and 3D-QSAR studies of aryl-piperazines as α1-adrenoceptor antagonists

  摘要：

  Phenyl-piperazines were designed and synthesized based on pharmacophore for uro-selective alpha(1)-adrenoceptor antagonists and 3D chemical database searching. Within this series, three compounds, 2, 3, and 13, showed similar or better alpha(1)-AR antagonistic activity compared with prazosin. The 3D-QSAR study of these compounds may provide useful information for the development of novel aryl-piperazines as uro-selective alpha(1)-adrenoceptor antagonists, which can be used for the treatment of BPH with fewer side effects. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.003
• 作为产物：
  描述：

  N-(2-溴乙基)邻苯二甲酰亚胺 、 1-(5-chloro-2-methoxy-phenyl)-piperazine 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 2-{2-[4-(5-Chloro-2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione
  参考文献：
  名称：

  Pharmacophore-based design, synthesis, biological evaluation, and 3D-QSAR studies of aryl-piperazines as α1-adrenoceptor antagonists

  摘要：

  Phenyl-piperazines were designed and synthesized based on pharmacophore for uro-selective alpha(1)-adrenoceptor antagonists and 3D chemical database searching. Within this series, three compounds, 2, 3, and 13, showed similar or better alpha(1)-AR antagonistic activity compared with prazosin. The 3D-QSAR study of these compounds may provide useful information for the development of novel aryl-piperazines as uro-selective alpha(1)-adrenoceptor antagonists, which can be used for the treatment of BPH with fewer side effects. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.003