1-{2-[3-{4-(4-chlorobenzyl)piperazin-1-yl}propoxy]phenyl}ethanone | 1228934-32-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{2-[3-{4-(4-chlorobenzyl)piperazin-1-yl}propoxy]phenyl}ethanone
• 英文别名: 1-[2-[3-[4-[(4-Chlorophenyl)methyl]piperazin-1-yl]propoxy]phenyl]ethanone
• CAS: 1228934-32-4
• 化学式: C₂₂H₂₇ClN₂O₂
• 分子量: 386.922
• InChiKey: ITYJJCQWOCLQKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-氯苄基)哌嗪 、 1-[2-{3-chloropropoxy}-phenyl]-ethanone 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58.8%的产率得到1-{2-[3-{4-(4-chlorobenzyl)piperazin-1-yl}propoxy]phenyl}ethanone
  参考文献：
  名称：

  Synthesis, evaluation and computational studies on a series of acetophenone based 1-(aryloxypropyl)-4-(chloroaryl) piperazines as potential atypical antipsychotics

  摘要：

  A series of 1-(aryloxypropyl)-4-(chloroaryl) piperazines have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged as important lead compounds showing potential atypical antipsychotic profile. The physicochemical similarity of the new analogs with respect to standard drugs clozapine, ketanserin, ziprasidone and risperidone was assessed by calculating from a set of 10 physicochemical properties using software programs. The test compounds demonstrated good similarity values with respect to the standard drugs. The potential of these compounds to penetrate the blood brain barrier (log BB) was computed through an online software program and the values obtained for the compounds suggest a good brain permeation.

  DOI：

  10.1016/j.ejmech.2010.02.008

文献信息

• Synthesis, evaluation and computational studies on a series of acetophenone based 1-(aryloxypropyl)-4-(chloroaryl) piperazines as potential atypical antipsychotics
  作者：Alka Bali、Komal Sharma、Abhishek Bhalla、Suman Bala、Dinesh Reddy、Anant Singh、Anil Kumar

  DOI：10.1016/j.ejmech.2010.02.008

  日期：2010.6

  A series of 1-(aryloxypropyl)-4-(chloroaryl) piperazines have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged as important lead compounds showing potential atypical antipsychotic profile. The physicochemical similarity of the new analogs with respect to standard drugs clozapine, ketanserin, ziprasidone and risperidone was assessed by calculating from a set of 10 physicochemical properties using software programs. The test compounds demonstrated good similarity values with respect to the standard drugs. The potential of these compounds to penetrate the blood brain barrier (log BB) was computed through an online software program and the values obtained for the compounds suggest a good brain permeation.