(2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol
• 英文别名: 4-methoxy-2-(1H-1,2,4-triazol-5-yliminomethyl)phenol
• 化学式: C₁₀H₁₀N₄O₂
• 分子量: 218.215
• InChiKey: GCYHMJNSEIOUFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(1H-1,2,4-triazol-3-ylimino)methyl]phenol 、 (2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol 、 cobalt(II) chloride 以 乙醇 为溶剂， 反应 2.0h， 以71%的产率得到
  参考文献：
  名称：

  Scrutinizing the DNA damaging and antimicrobial abilities of triazole appended metal complexes

  摘要：

  New mononuclear transition metal complexes 1-12 bearing the bioactive triazole analogues were synthesized and characterized by elemental analysis and spectroscopic techniques. The interaction of calf thymus DNA (CT-DNA) with the synthesized compounds was studied at physiological pH by spectrophotometric, spectrofluorometric, cyclic voltammetry, and viscometric techniques. The entire DNA binding results suggested the intercalative mode of binding for the synthesized compounds. Interestingly, the binding strength of the complexes is found to be greater than that of the free ligands. Among the complexes explored, complex 5 reveals strong hypochromism and a slight red shift as compared to the other complexes highlighting its higher DNA binding propensity. The intrinsic binding constant values of the complexes compared to cisplatin reveal that all the complexes are greater in magnitude than that of cisplatin. Fluorescence titrations show that the Cu(II) complexes have the ability to displace DNA-bound ethidium bromide. Also, these compounds induce cleavage in pBR322 plasmid DNA as indicated in gel electrophoresis and exhibit excellent nuclease activity in the presence of H2O2. Moreover, the complexes were screened for in vitro antimicrobial activity along with free ligands and solvent control. The outcome is that the complexes possess good activity than the free ligands. These complexes may have further scope in developing them into antimicrobial drugs and DNA probes. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotobiol.2016.02.033
• 作为产物：
  描述：

  3-氨基-1,2,4-三氮唑 、 2-羟基-5-甲氧基苯甲醛 以 甲醇 为溶剂， 反应 0.5h， 生成 (2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol
  参考文献：
  名称：

  3-氨基-1H-1,2,4-三唑衍生席夫碱的结构研究

  摘要：

  摘要 本文合成了12 种源自3-氨基-1H-1,2,4-三唑(ATz) 和各种苯甲醛和水杨醛的席夫碱。1H、13C 和 15N NMR 数据与 ATz 及其亚胺产物的结构有关。此外，X 射线、ATR-FTIR 和 UV-Vis 分析技术用于基于 ATz 的 Schiff 碱的结构解析。发现起始材料 3-氨基-1H-1,2,4-三唑在溶液中以三种形式的互变异构混合物（图形摘要）存在，而在固态（13C 和 15N CPMAS 数据）中可能存在互变异构质子位于氮原子上，传统上标记为 N-2（图形摘要，2N H 结构）。所有研究的源自水杨醛的席夫碱都以互变异构平衡混合物的形式存在于两相中，其中烯醇亚胺形式是主导结构。这些平衡的位置仅非常轻微地取决于苯酚环中的取代基。通常，与 DMSO 溶液相比，固态中酮胺形式的贡献更高。

  DOI：

  10.1016/j.molstruc.2019.02.027

文献信息

• Zinc oxide nanoparticles attenuate hepatic steatosis development in high-fat-diet fed mice through activated AMPK signaling axis
  作者：Surbhi Dogra、Aditya K Kar、Khyati Girdhar、P. Vineeth Daniel、Swarup Chatterjee、Abhinav Choubey、Subrata Ghosh、Satyakam Patnaik、Debabrata Ghosh、Prosenjit Mondal

  DOI：10.1016/j.nano.2019.01.013

  日期：2019.4

  Insulin resistance is thought to be a common link between obesity and Non-Alcoholic Fatty Liver Disease (NAFLD). NAFLD has now reached epidemic status worldwide and identification of molecules or pathways as newer therapeutic strategies either to prevent or overcome insulin resistance seems critical. Dysregulated hepatic lipogenesis (DNL) is a hallmark of NAFLD in humans and rodents. Therefore, reducing DNL accretion may be critical in the development of therapeutics of NAFLD. In our in vivo model (high-fat-diet fed [HFD] obese mice) we found Zinc oxide nanoparticles (ZnO NPs) significantly decreased HFD-induced hepatic steatosis and peripheral insulin resistance. This protective mechanism of ZnO NPs was signaled through hepatic SIRT1-LKB1-AMPK which restricted SREBP-lc within the cytosol limiting its transcriptional ability and thereby ameliorating HFD mediated DNL. These observations indicate that ZnO NP can serve as a therapeutic strategy to improve the physiological homeostasis during obesity and its associated metabolic abnormalities. (C) 2019 Elsevier Inc. All rights reserved.
• Structure investigations of Schiff bases derived from 3-amino-1H-1,2,4-triazole
  作者：Beata Kołodziej、Maja Morawiak、Wojciech Schilf、Bohdan Kamieński

  DOI：10.1016/j.molstruc.2019.02.027

  日期：2019.5

  the present paper, twelve Schiff bases derived from 3-amino-1H-1,2,4-triazole (ATz) and various benzaldehydes, and salicylaldehydes were synthesized. The 1H, 13C, and 15N NMR data are discussed in relation to the structure of ATz and its imine products. In addition, X-ray, ATR-FTIR, and UV–Vis analytical techniques are used for structure elucidation of ATz-based Schiff bases. It was found that the starting

  摘要 本文合成了12 种源自3-氨基-1H-1,2,4-三唑(ATz) 和各种苯甲醛和水杨醛的席夫碱。1H、13C 和 15N NMR 数据与 ATz 及其亚胺产物的结构有关。此外，X 射线、ATR-FTIR 和 UV-Vis 分析技术用于基于 ATz 的 Schiff 碱的结构解析。发现起始材料 3-氨基-1H-1,2,4-三唑在溶液中以三种形式的互变异构混合物（图形摘要）存在，而在固态（13C 和 15N CPMAS 数据）中可能存在互变异构质子位于氮原子上，传统上标记为 N-2（图形摘要，2N H 结构）。所有研究的源自水杨醛的席夫碱都以互变异构平衡混合物的形式存在于两相中，其中烯醇亚胺形式是主导结构。这些平衡的位置仅非常轻微地取决于苯酚环中的取代基。通常，与 DMSO 溶液相比，固态中酮胺形式的贡献更高。
• Scrutinizing the DNA damaging and antimicrobial abilities of triazole appended metal complexes
  作者：Ponnukalai Ponya Utthra、Narayanaperumal Pravin、Natarajan Raman

  DOI：10.1016/j.jphotobiol.2016.02.033

  日期：2016.5

  New mononuclear transition metal complexes 1-12 bearing the bioactive triazole analogues were synthesized and characterized by elemental analysis and spectroscopic techniques. The interaction of calf thymus DNA (CT-DNA) with the synthesized compounds was studied at physiological pH by spectrophotometric, spectrofluorometric, cyclic voltammetry, and viscometric techniques. The entire DNA binding results suggested the intercalative mode of binding for the synthesized compounds. Interestingly, the binding strength of the complexes is found to be greater than that of the free ligands. Among the complexes explored, complex 5 reveals strong hypochromism and a slight red shift as compared to the other complexes highlighting its higher DNA binding propensity. The intrinsic binding constant values of the complexes compared to cisplatin reveal that all the complexes are greater in magnitude than that of cisplatin. Fluorescence titrations show that the Cu(II) complexes have the ability to displace DNA-bound ethidium bromide. Also, these compounds induce cleavage in pBR322 plasmid DNA as indicated in gel electrophoresis and exhibit excellent nuclease activity in the presence of H2O2. Moreover, the complexes were screened for in vitro antimicrobial activity along with free ligands and solvent control. The outcome is that the complexes possess good activity than the free ligands. These complexes may have further scope in developing them into antimicrobial drugs and DNA probes. (C) 2016 Elsevier B.V. All rights reserved.