3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one | 1620166-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one
• 英文别名: 3-(4-Chloro-2-hydroxy-phenyl)-2-(3-fluorophenyl)thiazolidin-4-one；3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)-1,3-thiazolidin-4-one
• CAS: 1620166-74-6
• 化学式: C₁₅H₁₁ClFNO₂S
• 分子量: 323.775
• InChiKey: GWPDSVPFVLQTBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-5-氯苯酚 、 巯基乙酸 、 3-氟苯甲醛 在 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.15h， 以98%的产率得到3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one
  参考文献：
  名称：

  One pot three components microwave assisted and conventional synthesis of new 3-(4-chloro-2-hydroxyphenyl)-2-(substituted) thiazolidin-4-one as antimicrobial agents

  摘要：

  A one-pot, three-component, microwave assisted and conventional synthesis of new 3-(4-chloro-2hydroxypheny1)-2-(substituted) thiazolidin-4-one (4a-n) was carried out by using N,N-dimethylformamide as a solvent with high product yield. Among these synthesized compounds (4f, 4g, 41 and 4m) were found to be a broad spectrum molecule active against all bacterial and fungus strains tested, except fungus Aspergillus niger. Amongst the compounds (4g, 41 and 4m) were found to be more potent than respective standard drugs used in the experiment against Candida albi cans, Staphylococcus aureus and Aspergillus flayus, respectively. All synthesized compounds were also tested for their cytotoxic activity against HeLa and MCF-7 cell lines by the sulforhodamine B (SRB) assay. This study shows that all compounds were non-cytotoxic in nature, and confirmed their antimicrobial specificity apart from any general cytotoxicity. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.05.051

文献信息

• One pot three components microwave assisted and conventional synthesis of new 3-(4-chloro-2-hydroxyphenyl)-2-(substituted) thiazolidin-4-one as antimicrobial agents
  作者：Dattatraya N. Pansare、Nayeem A. Mulla、Chandrakant D. Pawar、Vikas R. Shende、Devanand B. Shinde

  DOI：10.1016/j.bmcl.2014.05.051

  日期：2014.8

  A one-pot, three-component, microwave assisted and conventional synthesis of new 3-(4-chloro-2hydroxypheny1)-2-(substituted) thiazolidin-4-one (4a-n) was carried out by using N,N-dimethylformamide as a solvent with high product yield. Among these synthesized compounds (4f, 4g, 41 and 4m) were found to be a broad spectrum molecule active against all bacterial and fungus strains tested, except fungus Aspergillus niger. Amongst the compounds (4g, 41 and 4m) were found to be more potent than respective standard drugs used in the experiment against Candida albi cans, Staphylococcus aureus and Aspergillus flayus, respectively. All synthesized compounds were also tested for their cytotoxic activity against HeLa and MCF-7 cell lines by the sulforhodamine B (SRB) assay. This study shows that all compounds were non-cytotoxic in nature, and confirmed their antimicrobial specificity apart from any general cytotoxicity. (C) 2014 Published by Elsevier Ltd.