3-(1-(3-(4-(benzo[d]oxazol-2-yl)-3-methoxyphenoxy)propyl)piperidin-4-yl)-6-fluoro-benzo[d]isoxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1-(3-(4-(benzo[d]oxazol-2-yl)-3-methoxyphenoxy)propyl)piperidin-4-yl)-6-fluoro-benzo[d]isoxazole
• 英文别名: 3-[1-[3-[4-(1,3-Benzoxazol-2-yl)-3-methoxyphenoxy]propyl]piperidin-4-yl]-6-fluoro-1,2-benzoxazole；3-[1-[3-[4-(1,3-benzoxazol-2-yl)-3-methoxyphenoxy]propyl]piperidin-4-yl]-6-fluoro-1,2-benzoxazole
• 化学式: C₂₉H₂₈FN₃O₄
• 分子量: 501.557
• InChiKey: QLUKUUCJXHPADS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-羟基-2-甲氧基苯甲酸 在 potassium carbonate 、 对甲苯磺酸 、 potassium iodide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 丙酮 、 乙腈 为溶剂， 反应 4.0h， 生成 3-(1-(3-(4-(benzo[d]oxazol-2-yl)-3-methoxyphenoxy)propyl)piperidin-4-yl)-6-fluoro-benzo[d]isoxazole
  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.