7-chloro-4-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)quinoline | 1563164-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-chloro-4-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)quinoline
• CAS: 1563164-88-4
• 化学式: C₁₉H₁₆ClNO₂
• 分子量: 325.795
• InChiKey: INMITJQSAMFEQV-UHFFFAOYSA-N

物化性质

• 沸点：
  476.9±45.0 °C(predicted)
• 密度：
  1.232±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  31.35
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4,7-二氯喹啉 、 异丁香酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 7-chloro-4-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)quinoline
  参考文献：
  名称：

  In vitro phenotypic screening of 7-chloro-4-amino(oxy)quinoline derivatives as putative anti- Trypanosoma cruzi agents

  摘要：

  In this study, a series of 22 pre-synthesized 7-chloro-4-amino(oxy) quinoline derivatives was assayed in vitro as potential antichagasic agents. A primary screening against Trypanosoma cruzi epimastigotes and a non-specific cytotoxicity assay on murine fibroblasts were simultaneously performed, resulting quinolines 3, 7 and 12 with great selectivity (SI) on the extracellular parasite (SI7, SI3, SI12 and SIBZ > 9.44). Therefore, the activity of these derivatives was evaluated on intracellular amastigotes, achieving derivative 7 the best SI (SI = 12.73). These results, supported by the in silico prediction of a good oral bioavailability and a suitable risk profile, propose the 4-amino-7-chloroquinoline scaffold as a potential template for designing trypanocidal prototypes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.071