5-(2-(6-methoxynaphthalen-2-yl)ethynyl)pyrimidine | 1362419-37-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(2-(6-methoxynaphthalen-2-yl)ethynyl)pyrimidine
• 英文别名: 5-((6-methoxynaphthalen-2-yl)ethynyl)pyrimidine；5-[2-(6-Methoxynaphthalen-2-yl)ethynyl]pyrimidine
• CAS: 1362419-37-1
• 化学式: C₁₇H₁₂N₂O
• 分子量: 260.295
• InChiKey: MMUUREJLIQSCAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 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：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2-(6-methoxynaphthalen-2-yl)ethynyl)pyrimidine 在 potassium permanganate 、 氧气 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成
  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 5-(2-(6-methoxynaphthalen-2-yl)ethynyl)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

• Fluorous Oxime Palladacycle: A Precatalyst for Carbon–Carbon Coupling Reactions in Aqueous and Organic Medium
  作者：Woen Susanto、Chi-Yuan Chu、Wei Jie Ang、Tzyy-Chao Chou、Lee-Chiang Lo、Yulin Lam

  DOI：10.1021/jo202482h

  日期：2012.3.16

  To facilitate precatalyst recovery and reuse, we have developed a fluorous, oxime-based palladacycle 1 and demonstrated that it is a very efficient and versatile precatalyst for a wide range of carbon carbon bond formation reactions (Suzuki-Miyaura, Sonogashira, Stille, Heck, Glaser-type, and Kumada) in either aqueous or organic medium under microwave irradiation. Palladacycle 1 could be recovered through F-SPE in various coupling reactions with recovery ranging from 84 to 95% for the first cycle. Inductively coupled plasma optical emission spectrometry (ICP-OES) analyses of the Pd content in the crude product from each class of transformation indicated extremely low levels of leaching and the palladacycle could be reused four to five times without significant loss of activity.
• 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.