1-(3-methoxybenzyl)-5-(4-methoxyphenyl)-1H-[1,2,3]triazole | 1350626-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-methoxybenzyl)-5-(4-methoxyphenyl)-1H-[1,2,3]triazole
• 英文别名: 5-(4-Methoxyphenyl)-1-[(3-methoxyphenyl)methyl]triazole
• CAS: 1350626-07-1
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: UGZRDKHTWMNGHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-methoxybenzyl)-5-(4-methoxyphenyl)-1H-[1,2,3]triazole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以95%的产率得到3-[[5-(4-Hydroxyphenyl)triazol-1-yl]methyl]phenol
  参考文献：
  名称：

  Designing 2-aminoimidazole alkaloids analogs with anti-biofilm activities: Structure–activities relationships of polysubstituted triazoles

  摘要：

  In order to discover novel probes that may help in the investigation and the control of bacterial biofilms, we have designed a library of triazole-based analogs of 2-aminoimidazole marine alkaloids: naamine A and isonaamine A. Twenty-two compounds were screened for their biofilm inhibitory activity against two strains of Gram-negative bacteria. Four compounds were shown to act as non-toxic inhibitors of biofilm development without effect on bacterial growth even at high concentrations (100 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.050
• 作为产物：
  描述：

  3-甲氧基氯苄 在 sodium azide 、 二(三苯基膦)环戊二烯基氯化钌(II) 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 14.0h， 生成 1-(3-methoxybenzyl)-5-(4-methoxyphenyl)-1H-[1,2,3]triazole
  参考文献：
  名称：

  Designing 2-aminoimidazole alkaloids analogs with anti-biofilm activities: Structure–activities relationships of polysubstituted triazoles

  摘要：

  In order to discover novel probes that may help in the investigation and the control of bacterial biofilms, we have designed a library of triazole-based analogs of 2-aminoimidazole marine alkaloids: naamine A and isonaamine A. Twenty-two compounds were screened for their biofilm inhibitory activity against two strains of Gram-negative bacteria. Four compounds were shown to act as non-toxic inhibitors of biofilm development without effect on bacterial growth even at high concentrations (100 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.050

文献信息

• Microwave assisted direct arylation of 1-benzyl-1,2,3-triazole
  作者：Wei Liu、Yuanyuan Li、Rong Wang、Yubo Jiang、Chunxiang Kuang

  DOI：10.1016/j.tetlet.2019.151390

  日期：2020.1

  A new efficient pathway for synthesis of 1-benzyl-5-aryl-1,2,3-triazoles by regioselective direct arylation between 1-benzyl-1,2,3-triazole and Ar-Br is developed. The microwave assisted reaction proceeded smoothly with good yield with high C5 position selectivity and a possible pathway of direct arylation is discussed. This methodology provides a simple way to construct 1, 5-disubstituted 1,2,3-triazoles

  通过1-苄基1,2,3-三唑与Ar-Br之间的区域选择性直接芳基化反应，开发了一种新的有效途径合成1-苄基-5-芳基-1,2,3-三唑。微波辅助反应顺利进行，收率高，C5位置选择性高，并讨论了直接芳基化的可能途径。该方法学提供了构建1，5-二取代的1,2,3-三唑部分的简单方法。