6-(1-(2-(4-pentylbenzamido)ethyl)-1H-1,2,3-triazol-4-yl)hexanoic acid | 1430850-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(1-(2-(4-pentylbenzamido)ethyl)-1H-1,2,3-triazol-4-yl)hexanoic acid
• 英文别名: 6-[1-[2-[(4-Pentylbenzoyl)amino]ethyl]triazol-4-yl]hexanoic acid；6-[1-[2-[(4-pentylbenzoyl)amino]ethyl]triazol-4-yl]hexanoic acid
• CAS: 1430850-14-8
• 化学式: C₂₂H₃₂N₄O₃
• 分子量: 400.521
• InChiKey: CAJRXSOXDLCRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  97.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(1-(2-(4-pentylbenzamido)ethyl)-1H-1,2,3-triazol-4-yl)hexanoic acid 在 盐酸 、 草酰氯 、 氰胺 、 氢溴酸 、 N,N-二甲基甲酰胺 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 5.75h， 生成 N-(2-(4-(5-(2-amino-1-phenyl-1H-imidazol-4-yl)pentyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-pentylbenzamide
  参考文献：
  名称：

  A flexible approach to 1,4-di-substituted 2-aminoimidazoles that inhibit and disperse biofilms and potentiate the effects of β-lactams against multi-drug resistant bacteria

  摘要：

  The pyrrole-imidazole alkaloids are a 2-aminoimidazoles containing family of natural products that possess anti-biofilm activity. A library of 1,4-di-substituted 2-aminoimidazole/triazoles (2-AITs) was synthesized, and its anti-biofilm activity as well as oxacillin resensitization efficacy toward methicillin resistant Staphylococcus aureus (MRSA) was investigated. These 2-AITs were found to inhibit biofilm formation by MRSA with low micromolar IC50 values. Additionally, the most active compound acted synergistically with oxacillin against MRSA lowering the minimum inhibitory concentration (MIC) 4-fold. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.005
• 作为产物：
  描述：

  3-辛炔-1-醇 在 Jones reagent 、 sodium hydride 、 copper(II) sulfate 、 sodium ascorbate 、 乙二胺 作用下， 以 二氯甲烷 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 16.83h， 生成 6-(1-(2-(4-pentylbenzamido)ethyl)-1H-1,2,3-triazol-4-yl)hexanoic acid
  参考文献：
  名称：

  A flexible approach to 1,4-di-substituted 2-aminoimidazoles that inhibit and disperse biofilms and potentiate the effects of β-lactams against multi-drug resistant bacteria

  摘要：

  The pyrrole-imidazole alkaloids are a 2-aminoimidazoles containing family of natural products that possess anti-biofilm activity. A library of 1,4-di-substituted 2-aminoimidazole/triazoles (2-AITs) was synthesized, and its anti-biofilm activity as well as oxacillin resensitization efficacy toward methicillin resistant Staphylococcus aureus (MRSA) was investigated. These 2-AITs were found to inhibit biofilm formation by MRSA with low micromolar IC50 values. Additionally, the most active compound acted synergistically with oxacillin against MRSA lowering the minimum inhibitory concentration (MIC) 4-fold. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.005

文献信息

• A flexible approach to 1,4-di-substituted 2-aminoimidazoles that inhibit and disperse biofilms and potentiate the effects of β-lactams against multi-drug resistant bacteria
  作者：Robert E. Furlani、Andrew A. Yeagley、Christian Melander

  DOI：10.1016/j.ejmech.2012.12.005

  日期：2013.4

  The pyrrole-imidazole alkaloids are a 2-aminoimidazoles containing family of natural products that possess anti-biofilm activity. A library of 1,4-di-substituted 2-aminoimidazole/triazoles (2-AITs) was synthesized, and its anti-biofilm activity as well as oxacillin resensitization efficacy toward methicillin resistant Staphylococcus aureus (MRSA) was investigated. These 2-AITs were found to inhibit biofilm formation by MRSA with low micromolar IC50 values. Additionally, the most active compound acted synergistically with oxacillin against MRSA lowering the minimum inhibitory concentration (MIC) 4-fold. (C) 2012 Elsevier Masson SAS. All rights reserved.