(2-Amino-quinolin-8-yloxy)-acetaldehyde | 785796-48-7

• 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: (2-Amino-quinolin-8-yloxy)-acetaldehyde
• CAS: 785796-48-7
• 化学式: C₁₁H₁₀N₂O₂
• 分子量: 202.213
• InChiKey: OYGQUMMMYKMJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  65.21
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,4-亚甲二氧基苄胺 、 (2-Amino-quinolin-8-yloxy)-acetaldehyde 在 cyanoborane 、 溶剂黄146 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 8-{2-[(Benzo[1,3]dioxol-5-ylmethyl)-amino]-ethoxy}-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 (2-Amino-quinolin-8-yloxy)-acetaldehyde
  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