2-(2,4,5-trichlorophenoxy)-N-(4-oxo-2-(pyridin-3-yl)thiazolidin-3-yl)propanamide | 1383565-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2,4,5-trichlorophenoxy)-N-(4-oxo-2-(pyridin-3-yl)thiazolidin-3-yl)propanamide
• 英文别名: N-(4-oxo-2-pyridin-3-yl-1,3-thiazolidin-3-yl)-2-(2,4,5-trichlorophenoxy)propanamide
• CAS: 1383565-75-0
• 化学式: C₁₇H₁₄Cl₃N₃O₃S
• 分子量: 446.741
• InChiKey: PFDPPQZOUVJMBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4,5-涕丙酸 在 硫酸 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 苯 为溶剂， 反应 9.0h， 生成 2-(2,4,5-trichlorophenoxy)-N-(4-oxo-2-(pyridin-3-yl)thiazolidin-3-yl)propanamide
  参考文献：
  名称：

  Design, synthesis and molecular modelling of novel 4-thiazolidinones of potential activity against Gram positive bacteria

  摘要：

  A series of novel 4-thiazolidinones (2-21) incorporating 2-(2,4,5-trichlorophenoxy)propanamide was synthesised. Reaction of 2-(2,4,5-trichlorophenoxy)propanohydrazide (1) with the corresponding carbonyl compounds afforded 2-(2,4,5-trichlorophenoxy)propanehydrazide hydrazones (2-11) which upon reaction with thioglycolic acid revealed 4-thiazolidinone derivatives (12-21). Structure elucidation of the synthesised compounds was done based on analytical and spectral data. The newly synthesised compounds were evaluated for their antimicrobial activity. Compounds 13 and 17 showed the equipotent activity with MIC value 6.25 mu g ml(-1) compared with chloramphenicol as reference drug. Docking studies of the promising compounds was done on MurB using Dock6.4 docking program to study their observed activity.

  DOI：

  10.1007/s00044-012-0115-x

文献信息

• Design, synthesis and molecular modelling of novel 4-thiazolidinones of potential activity against Gram positive bacteria
  作者：Awwad A. Radwan

  DOI：10.1007/s00044-012-0115-x

  日期：2013.3

  A series of novel 4-thiazolidinones (2-21) incorporating 2-(2,4,5-trichlorophenoxy)propanamide was synthesised. Reaction of 2-(2,4,5-trichlorophenoxy)propanohydrazide (1) with the corresponding carbonyl compounds afforded 2-(2,4,5-trichlorophenoxy)propanehydrazide hydrazones (2-11) which upon reaction with thioglycolic acid revealed 4-thiazolidinone derivatives (12-21). Structure elucidation of the synthesised compounds was done based on analytical and spectral data. The newly synthesised compounds were evaluated for their antimicrobial activity. Compounds 13 and 17 showed the equipotent activity with MIC value 6.25 mu g ml(-1) compared with chloramphenicol as reference drug. Docking studies of the promising compounds was done on MurB using Dock6.4 docking program to study their observed activity.