(E)-5-(4-((E)-3-(2-fluorophenyl)-3-oxoprop-1-enyl)benzylidene)-2-thioxothiazolidin-4-one | 1414806-86-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-5-(4-((E)-3-(2-fluorophenyl)-3-oxoprop-1-enyl)benzylidene)-2-thioxothiazolidin-4-one
• 英文别名: (5E)-5-[[4-[(E)-3-(2-fluorophenyl)-3-oxoprop-1-enyl]phenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS: 1414806-86-2
• 化学式: C₁₉H₁₂FNO₂S₂
• 分子量: 369.44
• InChiKey: ITPVJIBPQQDQEP-BSDMPFPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 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：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2'-氟苯乙酮 在 哌啶 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 (E)-5-(4-((E)-3-(2-fluorophenyl)-3-oxoprop-1-enyl)benzylidene)-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of l-phenylalanine-derived C5-substituted rhodanine and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone

  摘要：

  Four novel series of compounds, including the L-phenylalanine-derived C5-substituted rhodanine (6a-q, 7a-j) and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone (9a-e, 11a-e) have been designed, synthesized, characterized, and evaluated for their antibacterial activity. Some of these compounds showed significant antibacterial activity against Gram-positive bacterias, especially against the strains of multidrug-resistant clinical isolates, among which compounds 6c-e, 6g, 6i, 6j and 6q exhibiting high levels of antimicrobial activity against Staphylococcus aureus RN4220 with minimum inhibitory concentration (MIC) values of 2 mu g/mL. Compound 6q showed the most potent activity of all of the compounds against all of the test multidrug-resistant clinical isolates tested. Unfortunately, however, none of the compounds were active against Gram-negative bacteria at 64 mu g/mL. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.026

文献信息

• Synthesis and antimicrobial evaluation of l-phenylalanine-derived C5-substituted rhodanine and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone
  作者：Xin Jin、Chang-Ji Zheng、Ming-Xia Song、Yan Wu、Liang-Peng Sun、Yin-Jing Li、Li-Jun Yu、Hu-Ri Piao

  DOI：10.1016/j.ejmech.2012.08.026

  日期：2012.10

  Four novel series of compounds, including the L-phenylalanine-derived C5-substituted rhodanine (6a-q, 7a-j) and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone (9a-e, 11a-e) have been designed, synthesized, characterized, and evaluated for their antibacterial activity. Some of these compounds showed significant antibacterial activity against Gram-positive bacterias, especially against the strains of multidrug-resistant clinical isolates, among which compounds 6c-e, 6g, 6i, 6j and 6q exhibiting high levels of antimicrobial activity against Staphylococcus aureus RN4220 with minimum inhibitory concentration (MIC) values of 2 mu g/mL. Compound 6q showed the most potent activity of all of the compounds against all of the test multidrug-resistant clinical isolates tested. Unfortunately, however, none of the compounds were active against Gram-negative bacteria at 64 mu g/mL. (C) 2012 Elsevier Masson SAS. All rights reserved.