2-(4-(3-(4-(pyrimidin-2-yl)piperazin-1-yl)propoxy)phenyl)benzo[d]oxazole

• 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-(4-(3-(4-(pyrimidin-2-yl)piperazin-1-yl)propoxy)phenyl)benzo[d]oxazole
• 英文别名: 2-[4-[3-(4-Pyrimidin-2-ylpiperazin-1-yl)propoxy]phenyl]-1,3-benzoxazole；2-[4-[3-(4-pyrimidin-2-ylpiperazin-1-yl)propoxy]phenyl]-1,3-benzoxazole
• 化学式: C₂₄H₂₅N₅O₂
• 分子量: 415.495
• InChiKey: MOJQSPUHCBQVRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-苯并噁唑-2-苯酚 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 乙腈 为溶剂， 生成 2-(4-(3-(4-(pyrimidin-2-yl)piperazin-1-yl)propoxy)phenyl)benzo[d]oxazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics

  摘要：

  The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D-2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D-2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H-1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.045

文献信息

• Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics
  作者：Ling Huang、Wenjun Zhang、Xiaohua Zhang、Lei Yin、Bangyin Chen、Jinchun Song

  DOI：10.1016/j.bmcl.2015.09.045

  日期：2015.11

  The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D-2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D-2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H-1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment. (C) 2015 Elsevier Ltd. All rights reserved.