8-(3-Aminopropoxy)-2-quinolinamine | 785796-39-6

• 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: 8-(3-Aminopropoxy)-2-quinolinamine
• 英文别名: 8-(3-aminopropoxy)quinolin-2-amine
• CAS: 785796-39-6
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: YVCZFVJPIAIKTD-UHFFFAOYSA-N

物化性质

• 沸点：
  430.5±35.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.16
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-异丙基苯甲醛 、 8-(3-Aminopropoxy)-2-quinolinamine 在 cyanoborane 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 8-[3-(4-Isopropyl-benzylamino)-propoxy]-quinolin-2-ylamine
  参考文献：
  名称：

  Synthesis and evaluation of 2-amino-8-alkoxy quinolines as MCHr1 antagonists. Part 2

  摘要：

  The continued SAR investigation of 2-amino-8-alkoxy quinolines as melanin concentrating hormone receptor-1 (MCHr1) antagonists is reported. Prior hit-to-lead efforts resulted in the identification of I as a robust MCHr1 antagonist. Further delineation of the structural parameters essential for MCHr1-binding affinity of this class of nontraditional GPCR ligands resulted in the identification of compounds such as 33, 34 and 37, which demonstrate single digit nanomolar antagonism of MCHr1-mediated Ca2+ release. The synthesis and biological evaluation of these compounds are reported. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.07.034
• 作为产物：
  描述：

  2-氨基-8-羟基喹啉 在 盐酸 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 8-(3-Aminopropoxy)-2-quinolinamine
  参考文献：
  名称：

  Synthesis and evaluation of 2-amino-8-alkoxy quinolines as MCHr1 antagonists. Part 2

  摘要：

  The continued SAR investigation of 2-amino-8-alkoxy quinolines as melanin concentrating hormone receptor-1 (MCHr1) antagonists is reported. Prior hit-to-lead efforts resulted in the identification of I as a robust MCHr1 antagonist. Further delineation of the structural parameters essential for MCHr1-binding affinity of this class of nontraditional GPCR ligands resulted in the identification of compounds such as 33, 34 and 37, which demonstrate single digit nanomolar antagonism of MCHr1-mediated Ca2+ release. The synthesis and biological evaluation of these compounds are reported. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.07.034