2,3-双(2-甲氧基苯基)喹喔啉 | 183378-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2,3-双(2-甲氧基苯基)喹喔啉
• 英文名称: 2,3-bis(2-methoxyphenyl)quinoxaline
• 英文别名: 2,3-bis-(2-methoxy-phenyl)-quinoxaline；2,3-Bis-(2-methoxy-phenyl)-chinoxalin
• CAS: 183378-00-9
• 化学式: C₂₂H₁₈N₂O₂
• 分子量: 342.397
• InChiKey: NVDKWWZFPXPNLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-双(2-甲氧基苯基)喹喔啉 在 乙硫醇钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2,3-di(o-hydroxyphenylene)quinoxaline
  参考文献：
  名称：

  Synthesis and evaluation of quinoxaline derivatives as potential influenza NS1A protein inhibitors

  摘要：

  A library of quinoxaline derivatives were prepared to target non-structural protein 1 of influenza A (NS1A) as a means to develop anti-influenza drug leads. An in vitro fluorescence polarization assay demonstrated that these compounds disrupted the dsRNA-NS1A interaction to varying extents. Changes of substituent at positions 2, 3 and 6 on the quinoxaline ring led to variance in responses. The most active compounds (35 and 44) had IC50 values in the range of low micromolar concentration without exhibiting significant dsRNA intercalation. Compound 44 was able to inhibit influenza A/Udorn/72 virus growth. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.042
• 作为产物：
  描述：

  1,2-bis(2-methoxyphenyl)ethane-1,2-diol 在 氢溴酸 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 24.0h， 生成 2,3-双(2-甲氧基苯基)喹喔啉
  参考文献：
  名称：

  Synthesis and evaluation of quinoxaline derivatives as potential influenza NS1A protein inhibitors

  摘要：

  A library of quinoxaline derivatives were prepared to target non-structural protein 1 of influenza A (NS1A) as a means to develop anti-influenza drug leads. An in vitro fluorescence polarization assay demonstrated that these compounds disrupted the dsRNA-NS1A interaction to varying extents. Changes of substituent at positions 2, 3 and 6 on the quinoxaline ring led to variance in responses. The most active compounds (35 and 44) had IC50 values in the range of low micromolar concentration without exhibiting significant dsRNA intercalation. Compound 44 was able to inhibit influenza A/Udorn/72 virus growth. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.042

文献信息

• Facile Synthesis of 2,3-Disubstituted Quinoxalines by Suzuki-Miyaura Coupling
  作者：Hidehiro Sakurai、Toshikazu Hirao、Lisheng Mao

  DOI：10.1055/s-2004-831194

  日期：——

  A versatile synthetic route to symmetrical and unsymmetrical 2,3-disubstituted quinoxalines was developed by palladium-catalyzed Suzuki-Miyaura coupling of 2,3-dichloroquinoxaline with various boronic acids. Their photophysical and electrochemical properties were investigated.

  一种多功能合成路线被开发，以合成对称和不对称的2,3-二取代喹啉。这一方法通过钯催化的铃木-宫浦偶联反应，将2,3-二氯喹啉与各种硼酸进行反应。对其光物理和电化学性质进行了研究。
• Schoenberg; Malchow, Chemische Berichte, 1922, vol. 55, p. 3750
  作者：Schoenberg、Malchow

  DOI：——

  日期：——
• Synthesis and evaluation of quinoxaline derivatives as potential influenza NS1A protein inhibitors
  作者：Lei You、Eun Jeong Cho、John Leavitt、Li-Chung Ma、Gaetano T. Montelione、Eric V. Anslyn、Robert M. Krug、Andrew Ellington、Jon D. Robertus

  DOI：10.1016/j.bmcl.2011.03.042

  日期：2011.5

  A library of quinoxaline derivatives were prepared to target non-structural protein 1 of influenza A (NS1A) as a means to develop anti-influenza drug leads. An in vitro fluorescence polarization assay demonstrated that these compounds disrupted the dsRNA-NS1A interaction to varying extents. Changes of substituent at positions 2, 3 and 6 on the quinoxaline ring led to variance in responses. The most active compounds (35 and 44) had IC50 values in the range of low micromolar concentration without exhibiting significant dsRNA intercalation. Compound 44 was able to inhibit influenza A/Udorn/72 virus growth. (C) 2011 Elsevier Ltd. All rights reserved.