1-甲基-3-吡啶-2-基喹啉-4-酮 | 62878-02-8

• 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
• 中文名称: 1-甲基-3-吡啶-2-基喹啉-4-酮
• 英文名称: 1-methyl-3-(pyridin-2-yl)quinolin-4(1H)-one
• 英文别名: 1-methyl-3-pyridin-2-yl-1H-quinolin-4-one；1-Methyl-3-(2-pyridinyl)-4(1H)-chinolin；1-methyl-3-pyridin-2-ylquinolin-4-one
• CAS: 62878-02-8
• 化学式: C₁₅H₁₂N₂O
• 分子量: 236.273
• InChiKey: DZPNURLBFLNBNN-UHFFFAOYSA-N

物化性质

• 熔点：
  133-135 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  402.0±45.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻氨基苯乙酮 在 2-双环己基膦-2',6'-二甲氧基联苯 、 碘 、 palladium diacetate 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 13.17h， 生成 1-甲基-3-吡啶-2-基喹啉-4-酮
  参考文献：
  名称：

  Synthesis, antibacterial evaluation, and docking studies of azaisoflavone analogues generated by palladium-catalyzed cross coupling

  摘要：

  Palladium-catalyzed, cross-coupling reaction of N-methyl-3-iodo-4-quinolone with boronic acids or N-methyliminodi-acetic acid boronates to obtain azaisoflavone derivatives was investigated through conventional Suzuki Miyuara coupling or by slow release strategy. It has been observed that a slow release approach was a highly successful. In addition, a series of novel azaisoflavones containing alkynyl group were synthesized via Sonogashira reaction. The antibacterial activities of the all synthesized compounds were screened against series of bacterial strains. Furthermore, a molecular docking study was carried out for the most active compounds using Leadit 2.1.8 docking software, and the results were in good agreement with the experimental data. The details of synthetic methods, spectroscopic data, and biological results are reported.[GRAPHICS]

  DOI：

  10.1007/s00706-018-2252-5

文献信息

• CONNOR D. T.; YOUNG P. A.; STRANDTMANN M. VON, J. HETEROCYCL. CHEM. <JHTC-AD>, 1977, 14, NO 1, 143-145
  作者：CONNOR D. T.、 YOUNG P. A.、 STRANDTMANN M. VON

  DOI：——

  日期：——
• Synthesis, antibacterial evaluation, and docking studies of azaisoflavone analogues generated by palladium-catalyzed cross coupling
  作者：Yasser M. A. Mohamed、Eirik Johansson Solum、Ahmad F. Eweas

  DOI：10.1007/s00706-018-2252-5

  日期：2018.10

  Palladium-catalyzed, cross-coupling reaction of N-methyl-3-iodo-4-quinolone with boronic acids or N-methyliminodi-acetic acid boronates to obtain azaisoflavone derivatives was investigated through conventional Suzuki Miyuara coupling or by slow release strategy. It has been observed that a slow release approach was a highly successful. In addition, a series of novel azaisoflavones containing alkynyl group were synthesized via Sonogashira reaction. The antibacterial activities of the all synthesized compounds were screened against series of bacterial strains. Furthermore, a molecular docking study was carried out for the most active compounds using Leadit 2.1.8 docking software, and the results were in good agreement with the experimental data. The details of synthetic methods, spectroscopic data, and biological results are reported.[GRAPHICS]