6-methoxy-2-methyl-4-[4-(piperazin-1-ylmethyl)-1H-1,2,3-triazol-1-yl]quinoline trifluoroacetic acid salt | 1310583-78-8

• 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: 6-methoxy-2-methyl-4-[4-(piperazin-1-ylmethyl)-1H-1,2,3-triazol-1-yl]quinoline trifluoroacetic acid salt
• 英文别名: 6-Methoxy-2-methyl-4-[4-(piperazin-1-ylmethyl)triazol-1-yl]quinoline;2,2,2-trifluoroacetic acid
• CAS: 1310583-78-8
• 化学式: C₂HF₃O₂*C₁₈H₂₂N₆O
• 分子量: 452.436
• InChiKey: AUOVVTOOBRMLCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  6-methoxy-2-methyl-4-[4-(piperazin-1-ylmethyl)-1H-1,2,3-triazol-1-yl]quinoline trifluoroacetic acid salt 、 环丁基甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到cyclobutyl-{4-[1-(6-methoxy-quinolin-4-yl)-1H-[1,2,3]triazol-4-ylmethyl]-piperazin-1-yl}methanone
  参考文献：
  名称：

  New quinolin-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines as potential antitubercular agents

  摘要：

  Three new series of quinoline-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines were synthesized through multi-step reactions. The required intermediate, [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methanol (2) was prepared by treating 4-azido-6-methoxy-2-methylquinoline (1) with propargyl alcohol. Three different series of compounds were synthesized from this intermediate. All the newly synthesized compounds were characterized by spectral and elemental analyses. The structure of 2 was confirmed by X-ray crystallographic study. Further, the title compounds were evaluated for their in vitro anti-bacterial activity against five different bacterial strains and anti-mycobacterial activity against Mycobacterium tuberculosis H37Rv. Mycobacterium smegmatis (ATCC 19420) and Mycobacterium fortuitum (ATCC 19542). Title compounds, 6a, 6d, 6i, 6j, 7e, 10a and 10i were found to be active against Mycobacterium tuberculosis H37Rv strain and could be lead molecules of interest. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.039
• 作为产物：
  描述：

  [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methyl methanesulfonate 在 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 6-methoxy-2-methyl-4-[4-(piperazin-1-ylmethyl)-1H-1,2,3-triazol-1-yl]quinoline trifluoroacetic acid salt
  参考文献：
  名称：

  New quinolin-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines as potential antitubercular agents

  摘要：

  Three new series of quinoline-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines were synthesized through multi-step reactions. The required intermediate, [1-(6-methoxy-2-methylquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methanol (2) was prepared by treating 4-azido-6-methoxy-2-methylquinoline (1) with propargyl alcohol. Three different series of compounds were synthesized from this intermediate. All the newly synthesized compounds were characterized by spectral and elemental analyses. The structure of 2 was confirmed by X-ray crystallographic study. Further, the title compounds were evaluated for their in vitro anti-bacterial activity against five different bacterial strains and anti-mycobacterial activity against Mycobacterium tuberculosis H37Rv. Mycobacterium smegmatis (ATCC 19420) and Mycobacterium fortuitum (ATCC 19542). Title compounds, 6a, 6d, 6i, 6j, 7e, 10a and 10i were found to be active against Mycobacterium tuberculosis H37Rv strain and could be lead molecules of interest. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.039