2-[[4-(4-Tert-butylphenyl)pyridin-2-yl]methyl]guanidine | 1404289-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[[4-(4-Tert-butylphenyl)pyridin-2-yl]methyl]guanidine
• 英文别名: 2-[[4-(4-tert-butylphenyl)pyridin-2-yl]methyl]guanidine
• CAS: 1404289-53-7
• 化学式: C₁₇H₂₂N₄
• 分子量: 282.388
• InChiKey: VLROEEVBKZERJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯-2-吡啶甲醛 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 potassium carbonate 、 甲基磺酰氯 、 三乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-[[4-(4-Tert-butylphenyl)pyridin-2-yl]methyl]guanidine
  参考文献：
  名称：

  [EN] ANTIMICROBIAL AGENTS
  [FR] AGENTS ANTIMICROBIENS

  摘要：

  公开号：

  WO2013106761A3

文献信息

• ANTIMICROBIAL AGENTS
  申请人：RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY

  公开号：US20150011559A1

  公开（公告）日：2015-01-08

  The invention provides methods of treating a bacterial infection in a mammal comprising administering to the mammal a compound of formula I: wherein A, B, and X have any of the meanings defined in the specification; or a pharmaceutically acceptable salt thereof, as well as novel compounds of formula I and salts thereof and pharmaceutical compositions comprising a compound of formula I or a pharmaceutically acceptable salt thereof.

  本发明提供了一种治疗哺乳动物细菌感染的方法，包括向哺乳动物施用式I的化合物：其中A、B和X具有规范中定义的任何含义；或其药学上可接受的盐，以及式I的新型化合物及其盐和包括式I的化合物或其药学上可接受的盐的药物组合物。
• [EN] ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS
  申请人：UNIV RUTGERS

  公开号：WO2013106761A3

  公开（公告）日：2013-10-10
• A Bactericidal Guanidinomethyl Biaryl That Alters the Dynamics of Bacterial FtsZ Polymerization
  作者：Malvika Kaul、Ajit K. Parhi、Yongzheng Zhang、Edmond J. LaVoie、Steve Tuske、Eddy Arnold、John E. Kerrigan、Daniel S. Pilch

  DOI：10.1021/jm3012728

  日期：2012.11.26

  The prevalence of multidrug resistance among clinically significant bacterial pathogens underscores a critical need for the development of new classes of antibiotics with novel mechanisms of action. Here we describe the synthesis and evaluation of a guanidinomethyl biaryl compound 1-((4'-(tert-butyl)-[1,1'-biphenyl]-3-yl)methyl)guanidine} that targets the bacterial cell division protein FtsZ. In vitro studies with various bacterial FtsZ proteins reveal that the alters the dynamics of FtsZ self-polymerization via a stimulatory mechanism, while minimally impacting the polymerization of tubulin, the closest mammalian homologue of FtsZ. The FtsZ binding site of the compound is identified through a combination of computational and mutational approaches. The compound exhibits a broad spectrum of bactericidal activity, including activity against the multidnig-resistant pathogens methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus (VRE), while also exhibiting a minimal potential to induce resistance. Taken together, our results highlight the compound as a promising new FtsZ-targeting bactericidal agent.