2,6-di(4H-1,2,4-triazol-3-yl)pyridine | 152269-76-6

• 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: 2,6-di(4H-1,2,4-triazol-3-yl)pyridine
• 英文别名: 2,6-bis([1,2,4]triazol-3-yl)pyridine；2,6-bis(1H-1,2,4-triazol-5-yl)pyridine
• CAS: 152269-76-6
• 化学式: C₉H₇N₇
• 分子量: 213.201
• InChiKey: SHKPWLCXFKKILT-UHFFFAOYSA-N

物化性质

• 沸点：
  622.2±65.0 °C(Predicted)
• 密度：
  1.493±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 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：
  96
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 2,6-di(4H-1,2,4-triazol-3-yl)pyridine 以 甲醇 为溶剂， 反应 2.0h， 以74%的产率得到Cu(dtp)Cl₂
  参考文献：
  名称：

  Synthesis, crystal structure, DNA interaction and anticancer activity of tridentate copper(II) complexes

  摘要：

  Three new tridentate copper(II) complexes [Cu(dthp)Cl-2] (1) (dthp = 2,6-di(thiazol-2-yl)pyridine), [Cu(dmtp)Cl-2] (2) (dmtp = 2,6-di(5-methyl-4H-1,2,4-triazol-3-yl)pyridine) and [Cu(dtp)Cl-2] (3) (dtp = 2,6-di(4H-1,2,4-triazol-3-yl)pyridine) have been synthesized and characterized. Crystal structure of complex 1 shows that the complex existed as distorted square pyramid with five co-ordination sites occupied by the tridentate ligand and the two chlorine anions. Ethidium bromide displacement assay, viscosity measurements, circular dichroism studies and cyclic voltammetric experiments suggested that these complexes bound to DNA via an intercalative mode. Three Cu(II) complexes were found to efficiently cleave DNA in the presence of sodium ascorbate, and singlet oxygen (O-1(2)) and hydrogen peroxide were proved to contribute to the DNA cleavage process. They exhibited anticancer activity against HeLa, Hep-G2 and BEL-7402 cell lines. Nuclear chromatin cleavage has also been observed with AO/EB staining assay and the alkaline single-cell gel electrophoresis (comet assay). The results demonstrated that three Cu(II) complexes cause DNA damage that can induce the apoptosis of BEL-7402 cells. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2012.09.019

文献信息

• Improved redox couple for electrochemical and optoelectronic devices
  申请人：Ecole Polytechnique Fédérale de Lausanne (EPFL)

  公开号：EP2492277A1

  公开（公告）日：2012-08-29

  The present invention provides an improved redox couple for electrochemical and optoelectronic devices. The redox couple is based on a complex of a first row transition metal, said complex containing at least one mono-, bi-, or tridentate ligand comprising a substituted or unsubstituted ring or ring system comprising a five-membered N-containing heteroring and/or a six-membered ring comprising at least two heteroatoms, at least one of which being a nitrogen atom, said five- or six-membered heteroring, respectively, comprising at least one double bond. The invention also relates to electrolytes and to the devices containing the complex, and to the use of the complex as a redox couple.

  本发明提供了一种改进的氧化还原偶对，用于电化学和光电子器件。该氧化还原偶对基于第一行过渡金属的配合物，所述配合物至少含有一个单、双或三齿配体，包括一个取代或未取代的环或环系统，其中包括一个五元N-含杂环和/或一个至少含有两个杂原子的六元环，其中至少一个是氮原子，所述的五元或六元杂环分别包括至少一个双键。该发明还涉及电解质、含有该配合物的器件，以及将该配合物用作氧化还原偶对的用途。
• Enhancement of Luminescence Lifetimes of Mononuclear Ruthenium(II)−Terpyridine Complexes by Manipulation of the σ-Donor Strength of Ligands
  作者：Marco Duati、Stefania Tasca、Fiona C. Lynch、Holger Bohlen、Johannes G. Vos、Stefano Stagni、Michael D. Ward

  DOI：10.1021/ic034691m

  日期：2003.12.1

  observed for the fully deprotonated compounds at room temperature is about 80 ns. This increase by 2 orders of magnitude with respect to the parent "[Ru(tpy)2](2+)" complex is rationalized by an increase in the energy of the metal based dsigma orbital, rather than by manipulation of the pi* orbitals on the ligands. The acid-base and electrochemical properties of the compounds are reported also.

  混合配体2,2'; 6'，2''-叔吡啶（tpy）钌配合物与2,6-双（[1,2,4]三唑-3-基）吡啶，2,6的合成和表征报道了-双（5-苯基-[[1,2,4]三唑-3-基）吡啶和2,6-双（[1,2,3,4]四唑-5-基）吡啶。通过HPLC，1H NMR，UV / vis和发射光谱对这些物质进行表征。研究了配合物在80-320 K范围内随温度变化的光物理性质。在室温下，完全去质子化的化合物的发射寿命约为80 ns。相对于母体“ [Ru（tpy）2]（2+）”络合物增加了两个数量级，这是通过增加基于金属的dsigma轨道的能量来实现的，而不是通过操纵pi *轨道来实现的。在配体上。
• Use of luminescent Ir(III) and Ru(II) complexes
  申请人：De Cola Luisa

  公开号：US20130004986A1

  公开（公告）日：2013-01-03

  The present invention relates to the use of luminescent Ir(III) and Ru(II) complexes and their application in electro-chemiluminescence and bio-labelling. The use refers to the labelling and detection of biomolecules.

  本发明涉及使用发光的Ir（III）和Ru（II）配合物及其在电化学发光和生物标记中的应用。使用指的是标记和检测生物分子。
• REDOX COUPLE FOR ELECTROCHEMICAL AND OPTOELECTRONIC DEVICES
  申请人：Nazeeruddin Mohammad Khaja

  公开号：US20140060641A1

  公开（公告）日：2014-03-06

  The present invention provides an improved redox couple for electrochemical and optoelectronic devices. The redox couple is based on a complex of a first row transition metal, said complex containing at least one mono-, bi-, or tridentate ligand comprising a substituted or unsubstituted ring or ring system comprising a five-membered N-containing heteroring and/or a six-membered ring comprising at least two heteroatoms, at least one of which being a nitrogen atom, said five- or six-membered heteroring, respectively, comprising at least one double bond. The invention also relates to electrolytes and to the devices containing the complex, and to the use of the complex as a redox couple. The invention further provides electrochemical and/or optoelectronic devices comprising a first and a second electrode and, between said first and second electrode, a charge transport layer, said a charge transport layer comprising tetracyanoborate ([B(CN) 4 ] − ) and a cationic metal complex functioning as redox-couple.

  本发明提供了一种改进的氧化还原偶对，用于电化学和光电子器件。该氧化还原偶对基于第一行过渡金属的配合物，该配合物包含至少一种单、双或三齿配体，包括一个取代或未取代的环或环系统，其中包括一个含氮的五元杂环和/或至少包含两个杂原子的六元环，其中至少一个是氮原子，该五元或六元杂环，分别包括至少一个双键。本发明还涉及电解质、含有该配合物的器件以及将该配合物用作氧化还原偶对的用途。本发明进一步提供了电化学和/或光电子器件，包括第一和第二电极，以及在该第一和第二电极之间的电荷传输层，该电荷传输层包括四氰硼酸盐([B(CN)4]−)和作为氧化还原偶对的阳离子金属配合物。
• METAL COMPLEXES FOR USE AS DOPANTS AND OTHER USES
  申请人：Ecole Polytechnique Federale de Lausanne (EPFL)

  公开号：US20160233439A1

  公开（公告）日：2016-08-11

  The invention relates to electrochemical devices comprising complexes of cobalt comprising at least one ligand with a 5- or six membered, N-containing heteroring. The complex are useful as p- and n-dopants, as over of electrochemical devices, in particular in organic semiconductors. The complexes are further useful as over-discharge prevention and overvoltage protection agents.

  本发明涉及一种包含钴配合物的电化学器件，该配合物至少包含一种含有5或6个成员的N-含杂环配体。该配合物可用作p-和n-掺杂剂，用于电化学器件，特别是有机半导体中。此外，该配合物还可用作过放电防止和过电压保护剂。