1-{2-[(2-Hydroxyphenyl)amino]-4-methyl-1,3-thiazol-5-yl}ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-{2-[(2-Hydroxyphenyl)amino]-4-methyl-1,3-thiazol-5-yl}ethanone
• 英文别名: 1-[2-(2-hydroxyanilino)-4-methyl-1,3-thiazol-5-yl]ethanone
• 化学式: C₁₂H₁₂N₂O₂S
• 分子量: 248.305
• InChiKey: JPJPJXRIMWJPKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-{2-[(2-Hydroxyphenyl)amino]-4-methyl-1,3-thiazol-5-yl}ethanone 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.07h， 以90%的产率得到(E)-2-(1-(2-((2-hydroxyphenyl)amino)-4-methylthiazol-5-yl)ethylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  Thiazole fused thiosemicarbazones: Microwave-assisted synthesis, biological evaluation and molecular docking study

  摘要：

  In the present study, series of novel compounds (E)-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothio-amide (5a-j) and (E)-N-cyclohexyl-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothioamide (6a-j) have been synthesized using microwave irradiation method in high yields and characterized by IR, H-1 NMR, C-13 NMR and mass spectral analysis. Synthesized compounds were evaluated for their in-vitro antimicrobial, antimalarial and anti-tuberculosis activity as well as in-silico study. The obtained results indicate that compound 6b and 6g were found to be the most potent against S. aureus bacterial strain. Further, the molecular docking study has been performed for all the new compounds with the immune system of S. aureus (PDB ID: 5D1Q) as a target enzyme, and this study validated the experimental results. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2018.11.025
• 作为产物：
  描述：

  邻羟基苯基硫脲 、 3-氯-2,4-戊二酮 生成 1-{2-[(2-Hydroxyphenyl)amino]-4-methyl-1,3-thiazol-5-yl}ethanone
  参考文献：
  名称：

  Thiazole fused thiosemicarbazones: Microwave-assisted synthesis, biological evaluation and molecular docking study

  摘要：

  In the present study, series of novel compounds (E)-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothio-amide (5a-j) and (E)-N-cyclohexyl-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothioamide (6a-j) have been synthesized using microwave irradiation method in high yields and characterized by IR, H-1 NMR, C-13 NMR and mass spectral analysis. Synthesized compounds were evaluated for their in-vitro antimicrobial, antimalarial and anti-tuberculosis activity as well as in-silico study. The obtained results indicate that compound 6b and 6g were found to be the most potent against S. aureus bacterial strain. Further, the molecular docking study has been performed for all the new compounds with the immune system of S. aureus (PDB ID: 5D1Q) as a target enzyme, and this study validated the experimental results. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2018.11.025