4-乙基-5-(4-硝基-苯基)-4H-[1,2,4]三唑-3-硫醇 | 29527-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-乙基-5-(4-硝基-苯基)-4H-[1,2,4]三唑-3-硫醇
• 英文名称: 4-ethyl-5-(4-nitro-phenyl)-2,4-dihydro-[1,2,4]triazole-3-thione
• 英文别名: 4-ethyl-3-(4-nitrophenyl)-1H-1,2,4-triazole-5-thione
• CAS: 29527-36-4
• 化学式: C₁₀H₁₀N₄O₂S
• mdl: MFCD01164034
• 分子量: 250.281
• InChiKey: JNZXGFSUVHHLKG-UHFFFAOYSA-N

物化性质

• 沸点：
  367.7±44.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  4-硝基苯酰肼 、 异硫氰酸乙酯 以 甘油 为溶剂， 以80%的产率得到4-乙基-5-(4-硝基-苯基)-4H-[1,2,4]三唑-3-硫醇
  参考文献：
  名称：

  Synthesis, antimicrobial and antioxidant evaluation, and molecular docking study of 4,5-disubstituted 1,2,4-triazole-3-thiones

  摘要：

  There is a growing need for new antibiotics and antifungal drugs to combat pathogenic bacteria and fungi. In order to develop potential antimicrobial agents, some 1,2,4-triazole-3-thiones were synthesized from the reaction of hydrazides with isothiocyanates under optimized conditions in deep eutectic solvent of potassium carbonate-glycerol (1:5 M ratio). Blocking properties of all products were assessed on a variety of Gram-positive and Gram-negative bacterial as well as fungal pathogens. Good to excellent inhibitory effects especially against fungi were observed with all synthesized compounds. 5-(4-Hydroxyphenyl)-4-(4-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (3b) showed significant antioxidant activity according to the results obtained from 2,2-diphenyl-1-picrylhydrazylf (DPPH) free radical scavenging experiments. The possible interaction mechanism of synthetic triazoles with 1IYL enzyme on Aspergillus fumigatus was investigated by molecular docking method. A complete agreement was found between experimental data and theoretical calculations. Hydrogen bond acceptor strength of N-1 in 1,2,4-triazole rings was the main cause of the observed differences. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2020.128273

文献信息

• Surface Modified Metal Nano-Particle and Use Thereof
  申请人：LEE Sang Joon

  公开号：US20120168681A1

  公开（公告）日：2012-07-05

  The present invention provides a metal nanoparticle that is surface-modified with a hydrophilic or hydrophobic functional group, and a composition for optical detection comprising the same. The surface-modified nanoparticles according to the present invention form clusters suitable for optical detection, for example, suitable as an X-ray contrast agent, and have surface plasmon energy in the visible region, thereby being usefully applied to a variety of optical detection methods.
• US5489598A
  申请人：——

  公开号：US5489598A

  公开（公告）日：1996-02-06
• US8753895B2
  申请人：——

  公开号：US8753895B2

  公开（公告）日：2014-06-17
• Synthesis, antimicrobial and antioxidant evaluation, and molecular docking study of 4,5-disubstituted 1,2,4-triazole-3-thiones
  作者：Hamid Beyzaei、Maryam Ghanbari Kudeyani、Hojat Samareh Delarami、Reza Aryan

  DOI：10.1016/j.molstruc.2020.128273

  日期：2020.9

  There is a growing need for new antibiotics and antifungal drugs to combat pathogenic bacteria and fungi. In order to develop potential antimicrobial agents, some 1,2,4-triazole-3-thiones were synthesized from the reaction of hydrazides with isothiocyanates under optimized conditions in deep eutectic solvent of potassium carbonate-glycerol (1:5 M ratio). Blocking properties of all products were assessed on a variety of Gram-positive and Gram-negative bacterial as well as fungal pathogens. Good to excellent inhibitory effects especially against fungi were observed with all synthesized compounds. 5-(4-Hydroxyphenyl)-4-(4-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (3b) showed significant antioxidant activity according to the results obtained from 2,2-diphenyl-1-picrylhydrazylf (DPPH) free radical scavenging experiments. The possible interaction mechanism of synthetic triazoles with 1IYL enzyme on Aspergillus fumigatus was investigated by molecular docking method. A complete agreement was found between experimental data and theoretical calculations. Hydrogen bond acceptor strength of N-1 in 1,2,4-triazole rings was the main cause of the observed differences. (C) 2020 Elsevier B.V. All rights reserved.