4-(4-chlorophenyl)-2-{4-[4-(1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione | 1149339-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-chlorophenyl)-2-{4-[4-(1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione
• 英文别名: 4-(4-Chloro-phenyl)-2-{4-[4-(1H-indol-3-yl)-piperidin-1-yl]-butyl}-pyrido[1,2-c]pyrimidine-1,3-dione；4-(4-chlorophenyl)-2-[4-[4-(1H-indol-3-yl)piperidin-1-yl]butyl]pyrido[1,2-c]pyrimidine-1,3-dione
• CAS: 1149339-68-3
• 化学式: C₃₁H₃₁ClN₄O₂
• 分子量: 527.066
• InChiKey: ASYGYICQARFNHW-UHFFFAOYSA-N

物化性质

• 熔点：
  173-174 °C
• 沸点：
  737.6±70.0 °C(predicted)
• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  59.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-bromobutyl)-4-(4-chlorophenyl)-1H-pyrido[1,2-c]pyrimidine-1,3(2H)-dione 、 3-(4’-哌啶基)-1H-吲哚 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 以75.5%的产率得到4-(4-chlorophenyl)-2-{4-[4-(1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione
  参考文献：
  名称：

  Novel 4-aryl-pyrido[1,2-c]pyrimidines with dual SSRI and 5-HT1A activity, Part 1

  摘要：

  A series of new derivatives of 4-aryl-pyrido[1,2-c]pyrimidine containing the 3-(4-piperidyl)-1H-indole residue or its 5-methoxy derivative were synthesized. They were characterized (i) in vitro by binding to 5-HT1A receptors and 5-HT transporter proteins in rat brain cortex membranes and (ii) in vivo in the mouse by induced hypothermia and forced swimming models for antagonist/agonist activity against the 5-HT1A autoreceptors and postsynaptic 5-HT1A receptors, respectively. Structure activity relationship evaluation indicated that the presence of the 3-(4-piperidyl)-1H-indole residue and ortho- or para-substituents with -F or -CH3 groups in the aryl ring as well as an unsubstituted aryl in the 4-aryl-pyrido[1,2-c]pyrimidine moiety promoted low K-i values for both receptors. In contrast, the presence of a 5-methoxy-3-(4-piperidyl)-1H-indole methoxy-3-(4-piperidyl)-1H-indole residue as well as -CI or -OCH3 substituents at the para position markedly reduced the receptor affinity. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.021