2-amino-5-(2-benzyloxycarbonylaminophenyl)imidazole-1-carboxylic acid tert-butyl ester | 1236153-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-amino-5-(2-benzyloxycarbonylaminophenyl)imidazole-1-carboxylic acid tert-butyl ester
• CAS: 1236153-69-7
• 化学式: C₂₂H₂₄N₄O₄
• 分子量: 408.457
• InChiKey: FPXBDXSTFUYDIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  108.47
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-amino-5-(2-benzyloxycarbonylaminophenyl)imidazole-1-carboxylic acid tert-butyl ester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、241.32 kPa 条件下， 反应 16.0h， 以94%的产率得到2-amino-5-(2-aminophenyl)imidazole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Identification of aryl 2-aminoimidazoles as biofilm inhibitors in Gram-negative bacteria

  摘要：

  The synthesis and biofilm inhibitory activity of a 30-member aryl amide 2-aminoimidazole library against the three biofilm forming Gram-negative bacteria Escherichia coli, Psuedomonas aeruginosa, and Acinetobacter baumannii is presented. The most active compound identified inhibits the formation of E. coli biofilms with an IC(50) of 5.2 mu M and was observed to be non-toxic to planktonic growth, demonstrating that analogues based on an aryl framework are viable options as biofilm inhibitors within the 2-aminoimidazole family. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.042
• 作为产物：
  描述：

  2-(2-bromoacetyl)phenylcarbamic acid benzyl ester 、 BOC-胍 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以24%的产率得到2-amino-5-(2-benzyloxycarbonylaminophenyl)imidazole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Identification of aryl 2-aminoimidazoles as biofilm inhibitors in Gram-negative bacteria

  摘要：

  The synthesis and biofilm inhibitory activity of a 30-member aryl amide 2-aminoimidazole library against the three biofilm forming Gram-negative bacteria Escherichia coli, Psuedomonas aeruginosa, and Acinetobacter baumannii is presented. The most active compound identified inhibits the formation of E. coli biofilms with an IC(50) of 5.2 mu M and was observed to be non-toxic to planktonic growth, demonstrating that analogues based on an aryl framework are viable options as biofilm inhibitors within the 2-aminoimidazole family. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.042