N,N'-(heptane-1,7-diyl)bis[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carboxamide] | 1309661-37-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N'-(heptane-1,7-diyl)bis[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carboxamide]
• 英文别名: 3-methyl-N-[7-[[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carbonyl]amino]heptyl]-2-(4-methylpiperazin-1-yl)quinoline-4-carboxamide
• CAS: 1309661-37-7
• 化学式: C₃₉H₅₂N₈O₂
• 分子量: 664.894
• InChiKey: QDDFYHFHWWVLRP-UHFFFAOYSA-N

物化性质

• 熔点：
  196-198 °C
• 沸点：
  834.8±65.0 °C(predicted)
• 密度：
  1.171±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  49
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,7-二氨基庚烷 、 2-chloro-3-methyl-4-quinolinecarboxylic acid chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N,N'-(heptane-1,7-diyl)bis[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carboxamide]
  参考文献：
  名称：

  Bivalent Ligands for the Serotonin 5-HT₃ Receptor

  摘要：

  The serotonin 5-HT3 receptor is a ligand-gated ion channel, which by virtue of its pentameric architecture, can be considered to be an intriguing example of intrinsically multivalent biological receptors. This paper describes a general design approach to the study of multivalency in this multimeric ion channel. Bivalent ligands for 5-HT3 receptor have been designed by linking an arylpiperazine moiety to probes showing. different functional features. Both homobivalent and heterobivalent ligands have shown 5-HT3 receptor affinity in the nanomolar range, providing evidence for the viability of our design approach. Moreover, the high affinity shown by homobivalent ligands suggests that bivalency is a promising approach in 5-HT3 receptor modulation and provides the rational basis for applying the concepts of multivalency to the study of 5-HT3 receptor function.

  DOI：

  10.1021/ml2000388