1-(3-bromo-4-methoxybenzyl)-N-(2-aminoethyl)-1H-1,2,3-triazole-4-carboxamide trifluoroacetate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3-bromo-4-methoxybenzyl)-N-(2-aminoethyl)-1H-1,2,3-triazole-4-carboxamide trifluoroacetate
• 英文别名: N-(2-aminoethyl)-1-[(3-bromo-4-methoxyphenyl)methyl]triazole-4-carboxamide;2,2,2-trifluoroacetic acid
• 化学式: C₂HF₃O₂*C₁₃H₁₆BrN₅O₂
• 分子量: 468.23
• InChiKey: MILXCVXVVLLTLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-(3-bromo-4-methoxybenzyl)-N-(2-aminoethyl)-1H-1,2,3-triazole-4-carboxamide trifluoroacetate 在 三乙胺 、 mercury dichloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Click-based synthesis of bromotyrosine alkaloid analogs as potential anti-biofilm leads for SAR studies

  摘要：

  A library of triazole-based analogs of bromotyramine alkaloids such as verongamines, hemibastadins, pseudoceramine D and clavatidine E was designed in order to identify promising leads that may help in the control of bacterial biofilms. Twenty-three compounds were screened for their biofilm inhibitory activity against three strains of Gram-negative bacteria. SAR studies revealed that hemibastadins analogs were the most active compounds which act as inhibitors of biofilm development (EC50 8.8-29 mu M) without effect on bacterial growth even at high concentrations (100 mu M). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.073
• 作为产物：
  描述：

  2-溴-4-氯甲基-1-甲氧基苯 在 sodium azide 、 1-羟基苯并三唑 、 copper(II) sulfate 、 sodium ascorbate 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 生成 1-(3-bromo-4-methoxybenzyl)-N-(2-aminoethyl)-1H-1,2,3-triazole-4-carboxamide trifluoroacetate
  参考文献：
  名称：

  Click-based synthesis of bromotyrosine alkaloid analogs as potential anti-biofilm leads for SAR studies

  摘要：

  A library of triazole-based analogs of bromotyramine alkaloids such as verongamines, hemibastadins, pseudoceramine D and clavatidine E was designed in order to identify promising leads that may help in the control of bacterial biofilms. Twenty-three compounds were screened for their biofilm inhibitory activity against three strains of Gram-negative bacteria. SAR studies revealed that hemibastadins analogs were the most active compounds which act as inhibitors of biofilm development (EC50 8.8-29 mu M) without effect on bacterial growth even at high concentrations (100 mu M). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.073

文献信息

• Click-based synthesis of bromotyrosine alkaloid analogs as potential anti-biofilm leads for SAR studies
  作者：S. Andjouh、Y. Blache

  DOI：10.1016/j.bmcl.2015.10.073

  日期：2015.12

  A library of triazole-based analogs of bromotyramine alkaloids such as verongamines, hemibastadins, pseudoceramine D and clavatidine E was designed in order to identify promising leads that may help in the control of bacterial biofilms. Twenty-three compounds were screened for their biofilm inhibitory activity against three strains of Gram-negative bacteria. SAR studies revealed that hemibastadins analogs were the most active compounds which act as inhibitors of biofilm development (EC50 8.8-29 mu M) without effect on bacterial growth even at high concentrations (100 mu M). (C) 2015 Elsevier Ltd. All rights reserved.