(1H-1,2,4-triazole-3,5-diyl)bis(azanylylidene)bis(methanylylidene)diphenol | 163114-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (1H-1,2,4-triazole-3,5-diyl)bis(azanylylidene)bis(methanylylidene)diphenol
• 英文别名: N³,N⁵-disalicylidene-1H-[1,2,4]triazole-3,5-diyldiamine；N³,N⁵-Disalicyliden-1H-[1,2,4]triazol-3,5-diyldiamin；2-[[3-[(2-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazol-5-yl]iminomethyl]phenol
• CAS: 163114-94-1
• 化学式: C₁₆H₁₃N₅O₂
• 分子量: 307.312
• InChiKey: TZGBIIAXPHKHKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1H-1,2,4-triazole-3,5-diyl)bis(azanylylidene)bis(methanylylidene)diphenol 在 Et₃N 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  新型三唑并铜（I）和银（I）配合物：烯烃环丙烷化反应中的合成，反应性和催化活性

  摘要：

  制备了由3,5-二氨基-1,2,4-三唑与水杨醛（H 3 L 1）和邻-茴香醛（H 3 L 2）等摩尔缩合得到的新型偶氮酸酯配体。这些物种以其阴离子形式，在与Cu（I）和Ag（I）配位时起桥联部分的作用，从而导致以典型的N，N'-明显构象与配体形成双核络合物。铜衍生物[Cu（H 2 L 1）（CH 3 CN）] 2（1）在不稳定的乙腈分子的替换中显示出有吸引力的反应性。特别地，可以通过用一氧化碳取代腈来分离双核铜（I）-羰基配合物[Cu（H 2 L 1）（CO）] 2（4）。此外，通过13 C NMR数据确定，1与重氮乙酸乙酯（EDA）在CH 2 Cl 2中的反应产生了单卡宾产物。最后，在重氮乙酸乙酯的存在下，铜衍生物1在烯烃环丙烷化中被证明是高度非对映选择性催化剂。如果是内部烯烃，则反式为：顺式比例高达97：3。双核Ag（I）配合物，即[Ag（H 2 L 1）（PPh 3）] 2（3）的X射线结构，是通过使聚合的[Ag（H

  DOI：

  10.1016/j.jorganchem.2008.02.014
• 作为产物：
  描述：

  水杨醛 生成 (1H-1,2,4-triazole-3,5-diyl)bis(azanylylidene)bis(methanylylidene)diphenol
  参考文献：
  名称：

  Papini; Checchi, Gazzetta Chimica Italiana, 1952, vol. 82, p. 730,733

  摘要：

  DOI：

文献信息

• Synthesis and physicochemical characterization of Schiff bases used as optical sensor for metals detection in water
  作者：Cesar Garcias-Morales、Josué Espinosa Maldonado、Armando Ariza Castolo、Catalina M. Perez Berumen、Marco Antonio Lobato、Mario Alejandro Rodriguez、Arian Espinoza Roa

  DOI：10.1016/j.molstruc.2020.129444

  日期：2021.3

  In this work, chemical mechanic synthesis of six imines is reported, chemical structure and optical characterization is described. The imines 3a-3f were evaluated as colorimetric chemical sensors of metals: Ba2+, Co2+, Fe2+, Mg2+, Ni2+, Pb2+, Zn2+, Cd2+, Hg2+, Cu2+, Sn2+ and Cs+ where 3e being a highly selective colorimetric chemical sensor for Cu2+. The limit detection of the sensor was determined

  在这项工作中，报道了六个亚胺的化学力学合成，描述了化学结构和光学表征。亚胺3a-3f被评估为金属的比色化学传感器：Ba 2 +，Co 2 +，Fe 2 +，Mg 2 +，Ni 2 +，Pb 2 +，Zn 2 +，Cd 2 +，Hg 2+， Cu 2 +，Sn 2+和Cs +，其中3e是Cu 2+的高选择性比色化学传感器。通过滴定确定传感器的极限检测，结果为4.9×10-6 M，Ka为8.264×10 3 M -1。此外，还研究了金属混合物中检测的干扰。最后，通过使用IR，NMR和DFT计算，确定了3e + M配合物的结构，并确定了导致颜色变化的现象。最后，提出了对金属离子的选择性与分子的HOMO能级之间的可能关系，为智能有机传感器的设计奠定了基础。
• Synthesis, spectral, antitumor and antimicrobial studies on Cu(II) complexes of purine and triazole Schiff base derivatives
  作者：Said Amer、Nadia El-Wakiel、Hoda El-Ghamry

  DOI：10.1016/j.molstruc.2013.06.059

  日期：2013.10

  A series of copper (II) complexes of Schiff bases derived from 7H-2,6-diaminopurine and 4H-3,5-diamino-1,2,4-triazole with 2-pyridinecarbaldehyde, salicylaldehyde, 2,4-dihydroxybenzaldehyde and 2-hydroxyl-naphthaldehyde have been prepared. The donor atoms and the possible geometry of the complexes were investigated by means of elemental and thermal analyses, molar conductance, magnetic moment, UV-Vis, IR, ESR and mass spectra. The ligands behaved as tetradentate, coordinating through the nitrogen atom of the azomethine group and the nearest nitrogen atom to it or oxygen atom of a-hydroxyl group. The results of simultaneous DTA & TGA analyses of the complexes showed the final degradation product for these complexes is CuO. The spectral studies confirmed a four coordinate environment around the metal ion. The obtained results were supported by 3D molecular modeling of complexes using molecular mechanics (MM+) and semiempirical molecular orbital calculations (PM3). These complexes were also tested for their in vitro antimicrobial activities against some bacterial and fungal strains. Complex 2 was investigated for its cyctotoxic effect against human breast cancer (MCF7), liver carcinoma (HEPG2) and colon carcinoma cell lines (HCT116). This compound exhibited a moderate activity against the tested cell lines with IC50 of 10.3, 9.8 and 8.7 mu g/ml against MCF7, HCT116 and HEPG2, respectively. (c) 2013 Elsevier B.V. All rights reserved.