2,4-bis(4-hexyl-1H-1,2,3-triazol-1-yl)quinoline | 1375478-61-7

• 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: 2,4-bis(4-hexyl-1H-1,2,3-triazol-1-yl)quinoline
• 英文别名: 2,4-Bis(4-hexyltriazol-1-yl)quinoline
• CAS: 1375478-61-7
• 化学式: C₂₅H₃₃N₇
• 分子量: 431.584
• InChiKey: MLMZQHYNSQDHKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-辛炔 、 2,4-diazidoquinoline 在 copper(l) iodide 、 三乙胺 作用下， 以 水 为溶剂， 以79%的产率得到2,4-bis(4-hexyl-1H-1,2,3-triazol-1-yl)quinoline
  参考文献：
  名称：

  Solvent effect on copper-catalyzed azide–alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents

  摘要：

  A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et3N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.091

文献信息

• Solvent effect on copper-catalyzed azide–alkyne cycloaddition (CuAAC): Synthesis of novel triazolyl substituted quinolines as potential anticancer agents
  作者：Amarender Reddy Ellanki、Aminul Islam、Veera Swamy Rama、Ranga Prasad Pulipati、D. Rambabu、G. Rama Krishna、C. Malla Reddy、K. Mukkanti、G.R. Vanaja、Arunasree M. Kalle、K. Shiva Kumar、Manojit Pal

  DOI：10.1016/j.bmcl.2012.03.091

  日期：2012.5

  A regioselective route to novel mono triazolyl substituted quinolines has been developed via copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 2,4-diazidoquinoline with terminal alkynes in DMF. The reaction provided bis triazolyl substituted quinolines when performed in water in the presence of Et3N. A number of the compounds synthesized showed promising anti-proliferative properties when tested in vitro especially against breast cancer cells. (C) 2012 Elsevier Ltd. All rights reserved.