1,4,5,8-tetraaza-9,10-anthraquinone | 131268-74-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,5,8-tetraaza-9,10-anthraquinone
• 英文别名: Pyrazino[2,3-g]quinoxaline-5,10-dione
• CAS: 131268-74-1
• 化学式: C₁₀H₄N₄O₂
• 分子量: 212.167
• InChiKey: MCDLMKSICPMXGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.7
• 氢给体数：
  0
• 氢受体数：
  6

制备方法与用途

抗肿瘤药物90对PC14细胞和MKN45细胞具有细胞毒性，可应用于癌症研究[1]。

反应信息

• 作为反应物：
  描述：

  1,4,5,8-tetraaza-9,10-anthraquinone 在 tetrabutylammonium borohydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Bock, H.; Dickmann, P.; Herrmann, H.-F., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1991, vol. 46, # 3, p. 326 - 338

  摘要：

  DOI：
• 作为产物：
  描述：

  四氯苯醌 在 一水合肼 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 15.0h， 生成 1,4,5,8-tetraaza-9,10-anthraquinone
  参考文献：
  名称：

  Bock, H.; Dickmann, P.; Herrmann, H.-F., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1991, vol. 46, # 3, p. 326 - 338

  摘要：

  DOI：

文献信息

• ELECTRODE ACTIVE MATERIAL FOR POWER STORAGE DEVICE, AND POWER STORAGE DEVICE
  申请人：PANASONIC CORPORATION

  公开号：US20150295244A1

  公开（公告）日：2015-10-15

  An electrode active material for an electricity storage device disclosed in this application includes a heteroaromatic compound including two or more carbonyl groups and containing two or more nitrogen atoms, and carbon atoms of the two or more carbonyl groups and the two or more nitrogen atoms are included in a framework of the heteroaromatic compound.

  本申请公开的一种用于电力存储设备的电极活性材料包括一种含有两个或两个以上羰基和两个或两个以上氮原子的杂芳化合物，其中这两个或两个以上羰基和两个或两个以上氮原子的碳原子包含在该杂芳化合物的框架中。
• Heterocyclic Ring‐Opening of Nanographene on Au(111)
  作者：Kewei Sun、Kazuma Sugawara、Andrey Lyalin、Yusuke Ishigaki、Kohei Uosaki、Tetsuya Taketsugu、Takanori Suzuki、Shigeki Kawai

  DOI：10.1002/anie.202017137

  日期：2021.4.19

  bond‐resolved scanning tunneling microscopy, we discovered novel the “heterocyclic segregation” reaction of one pyrazine ring with two nitrogen atoms to form two quinoline rings with one nitrogen each. Density functional theory calculations showed that the intramolecular ring‐forming and ‐opening of N‐heterocycles are strongly affected by the initial hydrogen–substrate interaction.

  环脱氢对于退火后诱导贵金属表面上的分子平面化非常重要。与许多通过形成碳-碳键成功合成多环芳烃的方法相比，在分子中进行碳-氮键的共轭和裂解反应仍然很少。在这里，我们对11,11,12,12-四苯基-1,4,5,8-四氮杂蒽醌二甲烷中的C-N键以及Au（111）上的其他三个衍生物进行了系统转换。利用键分辨扫描隧道显微镜，我们发现了一个吡嗪环与两个氮原子的新型“杂环偏析”反应，形成了两个喹啉环，每个喹啉环均具有一个氮。
• Electrode active material for power storage device, and power storage device
  申请人：Panasonic Corporation

  公开号：US10270101B2

  公开（公告）日：2019-04-23

  An electrolyte solution for a secondary lithium battery, the electrolyte solution including: a lithium salt, a non-aqueous organic solvent, and a phenanthroline-based compound having a polar substituent. The electrolyte solution enables production of a secondary lithium battery having a good high-temperature lifetime characteristics and good high-temperature preservation characteristics.

  一种用于二次锂电池的电解质溶液，该电解质溶液包括：锂盐、非水性有机溶剂和具有极性取代基的菲罗啉基化合物。该电解质溶液可用于生产具有良好高温寿命特性和高温保存特性的二次锂电池。
• Synthesis and Cytotoxicity of 2-Methyl-4,9-dihydro-1-substituted-1<i>H</i>-imidazo[4,5-<i>g</i>]quinoxaline-4,9-diones and 2,3-Disubstituted-5,10-pyrazino[2,3-<i>g</i>]quinoxalinediones
  作者：Hee-Won Yoo、Myung-Eun Suh、Sang Woo Park

  DOI：10.1021/jm970695n

  日期：1998.11.1

  Series of 2-methyl-4,9-dihydro-1H-imidazo[4,5-g]quinoxaline-4,9-diones and 5,10-pyrazino[2,3g]quinoxalinediones have been synthesized from 6,7-dichloro-5,8-quinoxalinedione for developing new anticancer drugs. Intercalation complex of 2-methyl-4,9-dihydro-1-methyl-1H-imidazo-[4,5-g]quinoxaline-4,9-dione with GC/GC base pairs by a computer graphics-aided method was parallel to the axis of the helix. The interaction energies of synthetic compounds were low. 2-Methyl-4,9-dihydro-1-(4-bromophenyl)-1H-imidazo[4,5-g]quinoxaline-4,9-dione, which has the lowest interaction energy of the test compounds, was identified as being more cytotoxic against human gastric adenocarcinoma cells (MKN 45) than adriamycin and cis-platin in vitro using the MTT assay. The IC50 value of this compound was 1.30 mu M, whereas those of adriamycin and cis-platin were 3.13 and 86.5 mu M, respectively. The cytotoxicity of 2,3-diethyl-5,10-pyrazino-[2,3-g]quinoxalinedione was comparable to that of adriamycin in the in vitro assay. However these compounds showed loss of activity on human lung adenocarcinoma cells (PC 14) and human colon adenocarcinoma cells (colon 205). These results suggest that 2-methyl-4,9-dihydrol-(4-bromophenyl)-1H-imidazo[4,5-g]quinoxaline-4,9-dione, with the lowest interaction energy, might be an excellent and selective antitumor agent against MKN 45.
• CROSSLINKED POLYMERS AND RELATED COMPOSITIONS, ELECTROCHEMICAL CELLS, BATTERIES, METHODS AND SYSTEMS
  申请人：ALIONYX ENERGY SYSTEMS

  公开号：US20200109228A1

  公开（公告）日：2020-04-09

  Crosslinked polymers and related compositions and related compositions, electrochemical cells, batteries, methods and systems are described. The crosslinked polymers have at least one redox active monomeric moiety having a redox potential of 0.5 V to 3.0 V with reference to Li/Li + electrode potential under standard conditions or −2.54 V to −0.04 V vs. SHE and has a carbocyclic structure and at least one carbonyl group or a carboxyl group on the carbocyclic structure. The crosslinked polymers also include at least one comonomeric moiety with at least one of the at least one redox active monomeric moiety and/or the at least one comonomeric moiety has a denticity of three to six corresponding to a three to six connected network polymer, and provide stable, high capacity organic electrode materials.