N¹-(3-aminopropyl)-N⁴-(3,5-di-tert-butylphenyl)terephthalamide hydrochloride

• 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: N¹-(3-aminopropyl)-N⁴-(3,5-di-tert-butylphenyl)terephthalamide hydrochloride
• 英文别名: 1-N-(3-aminopropyl)-4-N-(3,5-ditert-butylphenyl)benzene-1,4-dicarboxamide;hydrochloride
• 化学式: C₂₅H₃₅N₃O₂*ClH
• 分子量: 446.033
• InChiKey: XKLFNPRAZWRSBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  84.2
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二叔丁基苯胺 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.5h， 生成 N¹-(3-aminopropyl)-N⁴-(3,5-di-tert-butylphenyl)terephthalamide hydrochloride
  参考文献：
  名称：

  Synthesis and antimicrobial activity of small cationic amphipathic aminobenzamide marine natural product mimics and evaluation of relevance against clinical isolates including ESBL–CARBA producing multi-resistant bacteria

  摘要：

  A library of small aminobenzamide derivatives was synthesised to explore a cationic amphipathic motif found in marine natural antimicrobials. The most potent compound E23 displayed minimal inhibitory concentrations (MICs) of 0.5-2 mu g/ml against several Gram-positive bacterial strains, including methicillin resistant Staphylococcus epidermidis (MRSE). E23 was also potent against 275 clinical isolates including Staphylococcus aureus, Enterococcus spp., Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumoniae, as well as methicillin-resistant S. aureus (MRSA), vancomycin-resistant enterococci (VRE), and ESBL-CARBA producing multi-resistant Gram-negative bacteria. The study demonstrates how structural motifs found in marine natural antimicrobials can be a valuable source for making novel antimicrobial lead-compounds. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.09.046

文献信息

• Synthesis and antimicrobial activity of small cationic amphipathic aminobenzamide marine natural product mimics and evaluation of relevance against clinical isolates including ESBL–CARBA producing multi-resistant bacteria
  作者：Elizaveta M. Igumnova、Ekaterina Mishchenko、Tor Haug、Hans-Matti Blencke、Johanna U. Ericson Sollid、Elizabeth G. Aarag Fredheim、Silje Lauksund、Klara Stensvåg、Morten B. Strøm

  DOI：10.1016/j.bmc.2016.09.046

  日期：2016.11

  A library of small aminobenzamide derivatives was synthesised to explore a cationic amphipathic motif found in marine natural antimicrobials. The most potent compound E23 displayed minimal inhibitory concentrations (MICs) of 0.5-2 mu g/ml against several Gram-positive bacterial strains, including methicillin resistant Staphylococcus epidermidis (MRSE). E23 was also potent against 275 clinical isolates including Staphylococcus aureus, Enterococcus spp., Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumoniae, as well as methicillin-resistant S. aureus (MRSA), vancomycin-resistant enterococci (VRE), and ESBL-CARBA producing multi-resistant Gram-negative bacteria. The study demonstrates how structural motifs found in marine natural antimicrobials can be a valuable source for making novel antimicrobial lead-compounds. (C) 2016 Elsevier Ltd. All rights reserved.