2,3-Dipyridin-2-ylquinoxaline-6-carboxylic acid | 17401-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-Dipyridin-2-ylquinoxaline-6-carboxylic acid
• 英文别名: 2,3-Bis(2-pyridyl)quinoxaline-6-carboxylic acid
• CAS: 17401-74-0
• 化学式: C₁₉H₁₂N₄O₂
• 分子量: 328.33
• InChiKey: VRFWYLDPDZEWMT-UHFFFAOYSA-N

物化性质

• 沸点：
  515.3±45.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-Dipyridin-2-ylquinoxaline-6-carboxylic acid 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (2S)-2-[[2,3-bis(2-pyridyl)quinoxaline-6-carbonyl]amino]-3-(1H-indol-3-yl)propanoic acid
  参考文献：
  名称：

  Structure–activity relationship (SAR) studies of quinoxalines as novel HCV NS5B RNA-dependent RNA polymerase inhibitors

  摘要：

  From chemical compound library screening using an HCV NS5B RNA-dependent RNA polymerase enzymatic assay, we identified a substituted quinoxaline hit with an IC50 of 5.5 mu M. A series of substituted quinoxaline amide derivatives were synthesized based on the hit's pharmacophore, and a good structure-activity relationship was observed. Computer modeling analysis was employed to help comprehend the SAR. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.103
• 作为产物：
  描述：

  二(2-吡啶基)乙二酮 、 3,4-二氨基苯甲酸 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以86%的产率得到2,3-Dipyridin-2-ylquinoxaline-6-carboxylic acid
  参考文献：
  名称：

  2,3-二芳基喹喔啉羧酸在高温水中的合成

  摘要：

  芳香族羧酸在高温水 (HTW) 中易于脱羧。虽然已经探索了几种芳族羧酸的脱羧动力学，但关于它们与 HTW 中有机合成相容性的研究却很少。在此，我们报告了 2,3-二芳基喹喔啉羧酸从 1,2-二芳基酮和 3,4-二氨基苯甲酸的水热合成 (HTS)。对反应参数进行了详细的研究，以确定对最小脱羧的反应条件。在 150-230 °C 的温度下，5-30 分钟内可得到 13 种 2,3-二芳基喹喔啉-6-羧酸。报告的条件具有与经典合成相当的性能，避免了挥发性有机溶剂、强酸和有毒催化剂。脱羧喹喔啉通过 3,4-二氨基苯甲酸的直接脱羧作为副产物以不同的量出现。为了完全抑制脱羧，我们表明合适的 3,4-二氨基苯甲酸结构类似物可以作为起始化合物。因此，3,4-二氨基苯甲酸甲酯的酯水解和二-Boc 保护的 3,4-二氨基苯甲酸的脱保护可以与喹喔啉的 HTS 对喹喔啉羧酸偶联，同时完全避免脱羧副产物。

  DOI：

  10.1055/s-0040-1719922

文献信息

• ELECTRONIC DEVICES MADE WITH ELECTRON TRANSPORT AND/OR ANTI-QUENCHING LAYERS
  申请人：LECLOUX DANIEL DAVID

  公开号：US20090121617A1

  公开（公告）日：2009-05-14

  The present invention is directed to a photoactive device comprising an anode, a cathode, and a photoactive layer, which device further comprises an electron transport and/or anti-quenching layer which minimizes both electron transfer quenching and energy transfer quenching of the photoactive layer.

  本发明涉及一种光电器件，包括阳极、阴极和光电活性层，该器件还包括电子传输和/或抗猝灭层，该层最小化了光电活性层的电子传输猝灭和能量传输猝灭。
• 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.
• A Photosensitizer Dinuclear Ruthenium Complex: Intramolecular Energy Transfer to a Covalently Linked Fullerene Acceptor
  作者：Dirk M. Guldi、Michele Maggini、Enzo Menna、Gianfranco Scorrano、Paola Ceroni、Massimo Marcaccio、Francesco Paolucci、Sergio Roffia

  DOI：10.1002/1521-3765(20010417)7:8<1597::aid-chem15970>3.0.co;2-#

  日期：2001.4.17

  A fullerene derivative (5) in which a dinuclear ruthenium complex is covalently linked to a fulleropyrrolidine (FP) through a rigid spacer has been prepared through azomethine ylide cycloaddition to C-60 Electrochemical and photophysical studies revealed that ground-state electronic interactions between the bimetallic ruthenium chromophore and the FP moiety are small. The absorption spectrum of 5 displays a metal-to-ligand charge transfer (MLCT) transition at about 620 nm in CH2Cl2 which is shifted by nearly 160 nm relative to that of a previously reported mononuclear dyad (8). The photophysical investigations have also shown that both in dichloromethane and acetonitrile the photoexcited MLCT state of dyad 5 transforms into the fullerene triplet excited state with a quantum yield of 0.19 and that, contrary to mononuclear dyad 8, electron transfer, if any under the applied conditions, is negligible relative to energy transfer.
• CHARGE TRANSPORT COMPOSITIONS AND ELECTRONIC DEVICES MADE WITH SUCH COMPOSITIONS
  申请人：Herron Norman

  公开号：US20080227981A1

  公开（公告）日：2008-09-18

  The present invention relates to charge transport compositions. The invention further relates to electronic devices in which there is at least one active layer comprising such charge transport compositions.
• US5969150A
  申请人：——

  公开号：US5969150A

  公开（公告）日：1999-10-19