5-(2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl)pyrimidine | 1364563-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl)pyrimidine
• 英文别名: 5-[2-tert-butyl-4-(6-methoxy-2-naphthyl)-1H-imidazol-5-yl]pyrimidine；5-[2-tert-butyl-5-(6-methoxynaphthalen-2-yl)-1H-imidazol-4-yl]pyrimidine
• CAS: 1364563-73-4
• 化学式: C₂₂H₂₂N₄O
• 分子量: 358.443
• InChiKey: JPTBZTXOHCUMSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-乙炔基-6-甲氧基萘 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium permanganate 、 copper(l) iodide 、 ammonium acetate 、 氧气 作用下， 以 二乙胺 、 丙酮 、 乙腈 、 正丁醇 为溶剂， 反应 4.75h， 生成 5-(2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl)pyrimidine
  参考文献：
  名称：

  Trisubstituted Imidazoles as Mycobacterium tuberculosis Glutamine Synthetase Inhibitors

  摘要：

  Mycobacterium tuberculosis glutamine synthetase (MtGS) is a promising target for antituberculosis drug discovery. In a recent high-throughput screening study we identified several classes of MtGS inhibitors targeting the ATP-binding site. We now explore one of these classes, the 2-tert-butyl-4,5-diarylimidazoles, and present the design, synthesis, and X-ray crystallographic studies leading to the identification of MtGS inhibitors with submicromolar IC(50) values and promising antituberculosis MIC values.

  DOI：

  10.1021/jm201212h

文献信息

• Trisubstituted Imidazoles as <i>Mycobacterium tuberculosis</i> Glutamine Synthetase Inhibitors
  作者：Johan Gising、Mikael T. Nilsson、Luke R. Odell、Samir Yahiaoui、Martin Lindh、Harini Iyer、Achyut M. Sinha、Bachally R. Srinivasa、Mats Larhed、Sherry L. Mowbray、Anders Karlén

  DOI：10.1021/jm201212h

  日期：2012.3.22

  Mycobacterium tuberculosis glutamine synthetase (MtGS) is a promising target for antituberculosis drug discovery. In a recent high-throughput screening study we identified several classes of MtGS inhibitors targeting the ATP-binding site. We now explore one of these classes, the 2-tert-butyl-4,5-diarylimidazoles, and present the design, synthesis, and X-ray crystallographic studies leading to the identification of MtGS inhibitors with submicromolar IC(50) values and promising antituberculosis MIC values.