2-(di-tert-butoxycarbonylamino)-5-[4-[2-(4-methoxyphenyl)acetylamino]phenyl]imidazole-1-carboxylic acid tert-butyl ester | 1190333-93-7

• 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-(di-tert-butoxycarbonylamino)-5-[4-[2-(4-methoxyphenyl)acetylamino]phenyl]imidazole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-[4-[[2-(4-methoxyphenyl)acetyl]amino]phenyl]imidazole-1-carboxylate
• CAS: 1190333-93-7
• 化学式: C₃₃H₄₂N₄O₈
• 分子量: 622.718
• InChiKey: QFWYQLDZBLPMAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(di-tert-butoxycarbonylamino)-5-[4-[2-(4-methoxyphenyl)acetylamino]phenyl]imidazole-1-carboxylic acid tert-butyl ester 在 三氟乙酸 、 盐酸 作用下， 以 二氯甲烷 、 乙醚 为溶剂， 以99%的产率得到4-(2-amino-3H-imidazol-4-yl)phenyl-2-(4-methoxyphenyl)acetamide hydrochloride
  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：

  5-(4-aminophenyl)-2-(N,N-bis-tert-butoxycarbonylamino)-1H-imidazole-1-tert-butoxycarbonyl 、 4-甲氧基苯乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 以0.057 g的产率得到2-(di-tert-butoxycarbonylamino)-5-[4-[2-(4-methoxyphenyl)acetylamino]phenyl]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

文献信息

• INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE-PHENYL DERIVATIVES
  申请人：Melander Christian

  公开号：US20090270475A1

  公开（公告）日：2009-10-29

  Disclosure is provided for imidazole-phenyl derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.

  本文提供了一种咪唑-苯衍生物化合物的披露，它们可以预防、去除和/或抑制生物膜的形成，包括这些化合物的组合物、装置和使用它们的方法。
• US9005643B2
  申请人：——

  公开号：US9005643B2

  公开（公告）日：2015-04-14
• Identification of aryl 2-aminoimidazoles as biofilm inhibitors in Gram-negative bacteria
  作者：Cynthia A. Bunders、Justin J. Richards、Christian Melander

  DOI：10.1016/j.bmcl.2010.04.042

  日期：2010.6

  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.