5,5'-(pyridine-2,6-diyl)bis(4-amino-3-mercapto-1,2,4-triazole) | 944727-77-9

• 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
• 英文名称: 5,5'-(pyridine-2,6-diyl)bis(4-amino-3-mercapto-1,2,4-triazole)
• 英文别名: 5,5'-(2,6-pyridyl)-bis-4-amino-5-thiol-1,2,4-triazole；4-amino-3-[6-(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)pyridin-2-yl]-1H-1,2,4-triazole-5-thione
• CAS: 944727-77-9
• 化学式: C₉H₉N₉S₂
• 分子量: 307.363
• InChiKey: YFWSFXYGCSHYDT-UHFFFAOYSA-N

物化性质

• 熔点：
  268-270 °C
• 沸点：
  515.7±60.0 °C(Predicted)
• 密度：
  2.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  184
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5,5'-(pyridine-2,6-diyl)bis(4-amino-3-mercapto-1,2,4-triazole) 、 对硝基苯甲酸 在 三氯氧磷 作用下， 反应 6.0h， 以55%的产率得到2,6-bis(6-(4-nitrophenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl)pyridine
  参考文献：
  名称：

  Synthesis and antibacterial activity evaluation of 2,6-bis(6-substituted-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl)pyridine derivatives

  摘要：

  The reaction of 5,5'-(pyridine-2,6-diyl)bis(4-amino-3-mercapto-1,2,4-triazole) with various carboxylic acid in phosphorus oxychloride yielded the corresponding 2,6-bis(6-substituted-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl)pyridine derivatives 6a-l. The structures of the newly synthesized compounds were confirmed by elemental analysis, H-1 NMR and C-13 NMR spectral, mass spectral, and Infrared spectral studies. All the synthesized target compounds have been investigated for their in vitro antibacterial activity, and the preliminary results revealed that the compounds 6b and 6k exhibited very promising activity against Escherichia coli and Pseudomonas aeruginosa.

  DOI：

  10.1007/s00044-013-0790-2
• 作为产物：
  描述：

  吡啶-2,6-二甲酸二酰肼 在 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 11.0h， 生成 5,5'-(pyridine-2,6-diyl)bis(4-amino-3-mercapto-1,2,4-triazole)
  参考文献：
  名称：

  由2,6-吡啶二羧酸二酰肼生成的某些杂环2,6-双（取代）-1,3,4-噻二唑-，恶二唑-和恶噻唑烷-吡啶衍生物的合成及抗菌活性

  摘要：

  在这项工作中，我们对合成和初步生物活性报告数的杂环衍生物的筛选2，3，4，5，6，7，8，9，10，10A，10B，11，11A，11B，12，12A，图12B，13，13A，13B，14，15基于ñ 2'，ñ6'- diphenylthiosemi -卡巴肼吡啶-2,6- dicarbohydrazide 2，其已经从相应的酰肼得到的1。生物学筛选表明，这些化合物中的许多具有良好的抗菌活性。新化合物的结构是根据化学和光谱学证据确定的。J.杂环化​​学。（2011）。

  DOI：

  10.1002/jhet.690

文献信息

• Synthesis and fluorescence properties of 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazol derivatives and their terbium complexes
  作者：Wu Zhang、Yuchao Chai、Kangyun Li、Yanwen Chen、Dong Yan、Dongcai Guo

  DOI：10.1002/bio.2668

  日期：2014.12

  fluorescence intensity of the complex substituted by chlorine was stronger than that of other complexes. The substituents' nature has a great effect upon the electrochemical properties of the target complexes. The results showed that the introduction of the electron‐withdrawing groups tended to decrease the oxidation potential and highest occupied molecular orbital energy levels of the target Tb3+ complexes;

  设计并合成了八种新的1,2,4-三唑并[3,4-b] -1,3,4-噻二唑衍生物，并成功制备了它们相应的Tb 3+配合物。研究了目标配合物的荧光性质和荧光量子产率，结果表明，配体是Tb 3+发光的有效敏化剂，目标配合物表现出Tb 3+的特征荧光发射。离子。被氯取代的配合物的荧光强度强于其他配合物。取代基的性质对目标络合物的电化学性质有很大影响。结果表明，吸电子基团的引入往往会降低目标Tb 3+配合物的氧化势和最高占据分子轨道能级。然而，引入给电子基团可以增加相应的配合物的氧化电势和最高的分子轨道能级。版权所有©2014 John Wiley＆Sons，Ltd.
• Synthesis, characterization and properties of 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives and their europium complexes
  作者：Dong Yan、Yu Xiang、Kangyun Li、Yanwen Chen、Zehui Yang、Dongcai Guo

  DOI：10.1016/j.molstruc.2014.06.026

  日期：2014.9

  Eight novel 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives and their corresponding Eu(III) complexes were synthesized and characterized. From the spectral studies it has been concluded that the title Eu(III) complexes display six coordination. The investigation of the luminescence properties of the title complexes showed that the ligands favor energy transfers to the emitting energy level of europium ions. The title Eu(III) complexes exhibited characteristic emissions of europium ions, and possessed strong luminescence intensities, good fluorescence quantum yields, and the highest fluorescence quantum yield is up to 0.522. Furthermore, the luminescence intensity of the complex with chlorine-substituted group is the strongest than that of other complexes. The exploration of the electrochemical properties of the title complexes shows that the introduction of electron-donating groups can increase the HOMO energy levels, LUMO energy levels and the oxidation potential of the complexes, however, the result of introduction of electron-withdrawing groups was just opposite. (c) 2014 Elsevier B.V. All rights reserved.