3-((7-chloroquinolin-4-yl)amino)propyl trifluoromethanesulfonate | 1123620-05-2

• 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: 3-((7-chloroquinolin-4-yl)amino)propyl trifluoromethanesulfonate
• CAS: 1123620-05-2
• 化学式: C₁₃H₁₂ClF₃N₂O₃S
• 分子量: 368.764
• InChiKey: YKRQBAJQCILCED-UHFFFAOYSA-N

物化性质

• 沸点：
  476.8±45.0 °C(predicted)
• 密度：
  1.527±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.29
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-((7-chloroquinolin-4-yl)amino)propyl trifluoromethanesulfonate 、 1-(4-氟苄基)-2-(1-哌嗪基)-1H-苯并咪唑 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以44%的产率得到7-chloro-N-[3-[4-[1-[(4-fluorophenyl)methyl]benzimidazol-2-yl]piperazin-1-yl]propyl]quinolin-4-amine
  参考文献：
  名称：

  Chloroquine–astemizole hybrids with potent in vitro and in vivo antiplasmodial activity

  摘要：

  A dual activity, conjugated approach has been taken to form hybrid molecules of two known antimalarial drugs, chloroquine (CQ) and the non-sedating H1 antagonist astemizole. A variety of linkers were investigated to conjugate the two agents into one molecule. Compounds 5-8 possessed improved in vitro activity against a CQ-resistant strain of Plasmodium falciparum, and examples 7 and 8 were active in vivo in mouse models of malaria. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.047
• 作为产物：
  描述：

  4,7-二氯喹啉 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 29.0h， 生成 3-((7-chloroquinolin-4-yl)amino)propyl trifluoromethanesulfonate
  参考文献：
  名称：

  Chloroquine–astemizole hybrids with potent in vitro and in vivo antiplasmodial activity

  摘要：

  A dual activity, conjugated approach has been taken to form hybrid molecules of two known antimalarial drugs, chloroquine (CQ) and the non-sedating H1 antagonist astemizole. A variety of linkers were investigated to conjugate the two agents into one molecule. Compounds 5-8 possessed improved in vitro activity against a CQ-resistant strain of Plasmodium falciparum, and examples 7 and 8 were active in vivo in mouse models of malaria. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.047