1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole | 36770-51-1

• 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: 1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole
• 英文别名: 3-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyridine；3-(5-pyridin-4-yl-1H-1,2,4-triazol-3-yl)pyridine
• CAS: 36770-51-1
• 化学式: C₁₂H₉N₅
• 分子量: 223.237
• InChiKey: WIHUWTSKKGOEGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 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：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole 在 zinc perchlorate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以28%的产率得到
  参考文献：
  名称：

  Structure and tuneable luminescence in polymeric zinc compounds based on 3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole

  摘要：

  Inorganic-organic hybrid polymers based on 3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (3,4-Hbpt) ligand were synthesized and subsequently characterized by single-crystal X-ray diffraction, FT-IR spectra, elemental analyses, thermogravimetric (TG) analyses and PXRD. The X-ray diffraction analyses revealed that the complexes [Zn(3,4-Hbpt)Cl-2] and [Zn(3,4-Hbpt)Br-2] possess a 1-D helical chain structure constructed of the 3,4-Hbpt ligands connecting the zinc cations. The [Zn(3,4-bpt)(OAc)] complex demonstrates a 2D sheet structure bridged by tridentate 3,4-bpt-anions. All compounds exhibit substantial thermal stability and show photo-fluorescent properties that result from the ligand pi-pi* transition. Ultraviolet-to-visible tunable emission for two of the complexes is observed. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2020.114768
• 作为产物：
  描述：

  N-[[amino(pyridin-3-yl)methylidene]amino]pyridine-4-carboxamide 生成 1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole
  参考文献：
  名称：

  Discovery of 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051-a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia

  摘要：

  Our previous study identified 2-[2-(2-methoxy-ethoxy)-ethoxy]-5-[5-(2-methyl-4-pyridyl)-1H-[1,2,4]-triazol-3-yl]-benzonitrile (2) as a safe and potent xanthine oxidoreductase (XOR) inhibitor for the treatment of hyperuricemia. Here, we synthesized a series of 3,5-dipyridyl-1,2,4-triazole derivatives and, in particular, examined their in vivo activity in lowering the serum uric acid levels in rats. As a result, we identified 3-(3-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole (FYX-051, compound 39) to be one of the most potent XOR inhibitors; it exhibited an extremely potent in vivo activity, weak CYP3A4-inhibitory activity and a better pharmacokinetic pro. le than compound 2. Compound 39 is currently being evaluated in a phase 2 clinical trial. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.091

文献信息

• 1, 2,4, 5-Benzenetetracarboxylate and Bis(pyridyl)-1, 2,4-triazolate as Co-ligands in Zinc(II) Complexes: Synthesis, Crystal Structure, and Luminescence Properties
  作者：Jian-Fang Liu、Fu-Ping Huang、He-Dong Bian、Qing Yu

  DOI：10.1002/zaac.201300050

  日期：2013.10

  Based on 1, 2,4, 5-benzenetetracarboxylate acid (H4L), and mixed with bis(pyridyl)-1, 2,4-triazolate ligands, two novel 3D zinc(II) coordination polymers [Zn3(L)(3, 4′-bpt)2] (1) [3, 4′-Hbpt = 1H-3-(3-pyridyl)-5-(4-pyridyl)-1, 2,4-triazole] and [Zn4(OH)2(L)(4, 4′-bpt)2]·2H2O (2) [4, 4′-Hbpt = 1H-3, 5-bis(4-pyridyl)-1, 2,4-triazole] were synthesized and characterized by X-ray crystallography, elemental

  基于 1, 2,4, 5-苯四羧酸 (H4L)，并与双（吡啶基）-1, 2,4-三唑配体混合，两种新型 3D 锌 (II) 配位聚合物 [Zn3(L)(3, 4'-bpt)2] (1) [3, 4'-Hbpt = 1H-3-(3-pyridyl)-5-(4-pyridyl)-1, 2,4-triazole] 和 [Zn4(OH)合成了2(L)(4, 4'-bpt)2]·2H2O (2) [4, 4'-Hbpt = 1H-3, 5-bis(4-pyridyl)-1, 2,4-triazole]并通过 X 射线晶体学、元素分析和红外光谱表征。拓扑分析结果表明，1 可以简化为三节 (3, 4,10) 拓扑，其短 Schlafli 符号为 (43)(44·62)(418·624·83) 和一个新的 (3, 4, 5)-连通拓扑，(63)(42·84)(4·63·86)符号分别为2。还测量了 1 和
• Three 3D Cu(II) coordination polymers constructed from 1,2,4,5-benzenetetracarboxylate acid and three positional isomeric ligands
  作者：Fu-Ping Huang、Jin-Lei Tian、Wen Gu、Shi-Ping Yan

  DOI：10.1016/j.inoche.2009.10.025

  日期：2010.1

  Abstract Based on 1,2,4,5-benzenetetracarboxylate acid (H4btc), and mixed with three isomeric dipyridyl ligands, three novel 3D Cu(II) coordination polymers [Cu2(btc)(4,4′-bpt)]·2H2O (1) [4,4′-bpt = 1H-3,5-bis(4-pyridyl)-1,2,4-triazole], [Cu(btc)0.5(3,4′-bpt)]·0.5H2O (2) [3,4′-bpt = 1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4- triazole] and [Cu(btc)0.5(3,3′-bpt)]·2H2O (3) [3,3′-bpt = 1H-3,5-bis(3-pyridyl)-1,2

  摘要 基于 1,2,4,5-苯四羧酸 (H4btc)，并与三种异构二吡啶配体混合，三种新型 3D Cu(II) 配位聚合物 [Cu2(btc)(4,4'-bpt)]·2H2O (1) [4,4'-bpt = 1H-3,5-双(4-吡啶基)-1,2,4-三唑], [Cu(btc)0.5(3,4'-bpt)]·0.5 H2O (2) [3,4'-bpt = 1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-三唑] 和 [Cu(btc)0.5(3,3') -bpt)]·2H2O (3) [3,3'-bpt = 1H-3,5-双(3-吡啶基)-1,2,4-三唑]已分别合成和表征。图1是包含新型双层单元的3D柱撑双层复合物；2 是具有 (4,4)-sql 层的 3D 柱状层架构；图 3 展示了包含 3D [Cu(btc)]∞ 基序和 1D [Cu(bpt)]∞ 链的 3D 结构。拓扑分析表明，1可以简化为一个(4
• A new (4, 6)-connected Cu(I) coordination polymer based on rare tetranuclear [Cu 4 I 2 ] clusters: Synthesis, crystal structure, luminescent and photocatalytic properties
  作者：Li-Jing Cui、Chun-Yan Liu、Ming Bian、Li-Jun Yu

  DOI：10.1016/j.molstruc.2017.10.108

  日期：2018.3

  Abstract A new Cu(I) coordination polymer, namely [Cu 5 I 3 (L) 2 ] n ( 1 HL = 3-(4-pyridyl)-5-(3-pyridyl)-1,2,4-triazolyl), was solvothermally synthesized using CuI, HL and NaI as the starting materials. Single crystal X-ray structural analysis shows that compound 1 features a (4, 6)-connected 3D framework employing rare tetranuclear [Cu 4 I 2 ] clusters as building subunits. It exhibits intense metal-to-ligand

  摘要 一种新的Cu(I)配位聚合物，即[Cu 5 I 3 (L) 2 ] n ( 1 HL = 3-(4-pyridyl)-5-(3-pyridyl)-1,2,4-triazolyl) , 以 CuI、HL 和 NaI 为起始原料溶剂热合成。单晶 X 射线结构分析表明，化合物 1 具有 (4, 6) 连接的 3D 框架，采用稀有的四核 [Cu 4 I 2 ] 簇作为构建亚基。它表现出强烈的金属-配体发光和优异的光催化降解亚甲基蓝 (MB) 的活性。
• Coordination Assemblies of CoII, NiII, ZnII, and CuII with 3,3′,4,4′-Biphenyltetracarboxylic Acid and Three Positional Isomeric Ligands
  作者：Wei Luo、Di Yao、Haiye Li、Fuping Huang、Qing Yu、Hedong Bian

  DOI：10.1071/ch13183

  日期：——

  Eight different complexes with three positional isomeric dipyridyl ligands (3,3′-Hbpt, 3,4′-Hbpt, and 4,4′-Hbpt) (here, 3,3′-Hbpt = 1H-3,5-bis(3-pyridyl)-1,2,4-triazole, 3,4′-Hbpt = 1H-3-(3-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, and 4,4′-Hbpt = 1H-3,5-bis(4-pyridyl)-1,2,4-triazole), as well as 3,3′,4,4′-biphenyltetracarboxylic acid (H4bptc), namely, [M(bptc)0.5(3,3′-Hbpt)(H2O)2]·H2O}n (M = Co (1), M = Ni (2)), [Zn2(bptc)(3,3′-Hbpt)2]·3H2O}n (3), [Co(bptc)0.5(3,4′-Hbpt)(H2O)]n (4), [Ni(bptc)0.5(3,4′-Hbpt)2(H2O)2]n (5), [Cu(bptc)0.5(3,4′-Hbpt)(H2O)]·H2O}n (6), and [M(bptc)0.5(4,4′-Hbpt)2(H2O)]·4H2O}n (M = Co (7), and Ni (8)) were synthesised and characterised by single-crystal X-ray diffraction. The crystallographic analysis demonstrates that bptc influences the MII (M = Co, Ni, Cu, and Zn) ions to form 2D layers, which are further connected via the isomeric bpt connectors, leading to many types of coordination polymers, such as 2D layers(for 1–3, 5), 3D four-connected nets with a short Schläfli symbol of (64.82) (for 4, 6), and 3D four-connected nets with a short Schläfli symbol of (64.82)(5.63.72)0.5 (for 7–8). This work demonstrates that the isomeric effects of the bpt ligands influence the construction of these frameworks. The thermal stability of complexes 1–6 was investigated.

  含有三种位置异构二吡啶配体（3,3′-Hbpt、3,4′-Hbpt 和 4,4′-Hbpt）的八种不同配合物（此处，3,3′-Hbpt = 1H-3,5-双(3-吡啶基)-1,2,4-三唑，3、4′-Hbpt=1H-3-(3-吡啶基)-5-(4-吡啶基)-1,2,4-三唑，和 4,4′-Hbpt=1H-3,5-双(4-吡啶基)-1,2,4-三唑），以及 3,3′,4,4′-联苯四羧酸（H4bptc），即 [M(bptc)0.5(3,3′-Hbpt)(H2O)2]-H2O}n（M = Co (1)，M = Ni (2)），[Zn2(bptc)(3,3′-Hbpt)2]-3H2O}n (3)，[Co(bptc)0.5(3,4′-Hbpt)(H2O)]n (4)，[Ni(bptc)0.5(3,4′-Hbpt)2(H2O)2]n (5)，[Cu(bptc)0.5(3,4′-Hbpt)(H2O)]-H2O}n（6）和[M(bptc)0.5(4,4′-Hbpt)2(H2O)]-4H2O}n（M = Co (7)和 Ni (8)）的合成，并通过单晶 X 射线衍射进行了表征。晶体学分析表明，bptc 影响 MII（M = Co、Ni、Cu 和 Zn）离子形成二维层，这些二维层通过同分异构体 bpt 连接器进一步连接，从而形成多种类型的配位聚合物，如二维层（1-3、5）、短 Schläfli 符号为（64.82）的三维四连网（用于 4、6），以及短 Schläfli 符号为 (64.82)(5.63.72)0.5 的三维四连网（用于 7-8）。这项研究表明，bpt 配体的异构效应影响了这些框架的构建。研究还考察了复合物 1-6 的热稳定性。
• Threefold Interpenetrated Cadmium(II) Organic Framework based on 3-(5-(Pyridin-4-yl)-1<i>H</i>-1,2,4-triazol-3-yl)pyridine and 1,1′-Biphenyl-4,4′-dicarboxylate
  作者：Linyan Yang、Xiaohua Wei、Liangliang Xin、Jinlei Tian、Shengyun Liao、Peiyao Du、Yanping Zhang、Rui Lv、Wen Gu、Xin Liu

  DOI：10.1002/zaac.201300642

  日期：2014.7

  The coordination polymer [Cd(HL)(BPDA)]n·nH2O (1) based on 3-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyridine (HL) and 1,1′-biphenyl-4,4′-dicarboxylic acid (H2BPDA) was hydrothermally synthesized and characterized by single-crystal X-ray diffraction, XRPD, IR spectroscopy, and elemental analysis. The asymmetric unit of compound 1 consists of one crystallographically independent CdII ion, one HL ligand

  基于3-(5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyridine (HL)的配位聚合物[Cd(HL)(BPDA)]n·nH2O(1) ) 和 1,1'-联苯-4,4'-二羧酸 (H2BPDA) 是水热合成的，并通过单晶 X 射线衍射、XRPD、红外光谱和元素分析进行​​表征。化合物 1 的不对称单元由一个晶体学独立的 CdII 离子、一个 HL 配体、“两半”BPDA2-配体和一个晶格水分子组成。有两种晶体学上不同的 BDPA2- 部分，但它们中的每一个都位于对称元素中。BPDA2– 配体和 CdII 离子连接到 2D 片，2D 片通过 HL 配体连接到 3D MOF。每个二聚体 CdII 单元通过 BPDA2- 和 HL 配体连接六个最近的邻居，并且二聚体 CdII 单元是中心对称的。两个平行的 HL 配体连接两个二聚体 CdII 单元，产生长 Cd2–HL–Cd2–HL