4-((6-methoxynaphthalen-2-yl)ethynyl)pyridine | 1364564-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-((6-methoxynaphthalen-2-yl)ethynyl)pyridine
• 英文别名: 4-[2-(6-Methoxynaphthalen-2-yl)ethynyl]pyridine
• CAS: 1364564-53-3
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: NXORNTSLFNRLLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-((6-methoxynaphthalen-2-yl)ethynyl)pyridine 在 potassium permanganate 、 ammonium acetate 、 氧气 作用下， 以 丙酮 、 正丁醇 为溶剂， 反应 6.0h， 生成 4-(2-tert-butyl-4-(6-methoxynaphthalen-2-yl)-1H-imidazol-5-yl)pyridine
  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
• 作为产物：
  描述：

  2-溴-6-甲氧基萘 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 氧气 作用下， 以 二乙胺 、 乙腈 为溶剂， 反应 0.5h， 生成 4-((6-methoxynaphthalen-2-yl)ethynyl)pyridine
  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.