| 1400584-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• CAS: 1400584-11-3
• 化学式: C₂₁H₂₂N₂O₃S
• 分子量: 382.483
• InChiKey: UFMRVEMHICSFSQ-DRPNJFNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.13
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-(2-甲基丙基)-N'-苯基硫脲 在 哌啶 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis, characterization and structure optimization of a series of thiazolidinone derivatives as Entamoeba histolytica inhibitors

  摘要：

  A series of thiazolidinone derivatives were synthesized by sodium acetate assisted cyclization of 1-isobutyl-3-phenylthiourea with chloroacetic acid followed by the piperidine facilitated substitution of the resulting thiazolidinone with different substituted aldehydes. The ethene and imine double bonds adopt (Z,Z) configuration as indicated by H-1-H-1 COSY and 2D-NOESY H-1 NMR and further confirmed by the crystal structure studies. The in vitro antiamoebic activity of these compounds was evaluated against HM1:IMSS strain of Entamoeba histolytica. Eight compounds exhibited promising activity with IC50 values (0.11-0.172 mu M) lower than the standard drug metronidazole (IC50 1.64 mu M). In vitro cytotoxicity results revealed low cytotoxic up to the concentration of 25 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.052

文献信息

• Synthesis, characterization and structure optimization of a series of thiazolidinone derivatives as Entamoeba histolytica inhibitors
  作者：Md. Mushtaque、Fernando Avecilla、Amir Azam

  DOI：10.1016/j.ejmech.2012.06.052

  日期：2012.9

  A series of thiazolidinone derivatives were synthesized by sodium acetate assisted cyclization of 1-isobutyl-3-phenylthiourea with chloroacetic acid followed by the piperidine facilitated substitution of the resulting thiazolidinone with different substituted aldehydes. The ethene and imine double bonds adopt (Z,Z) configuration as indicated by H-1-H-1 COSY and 2D-NOESY H-1 NMR and further confirmed by the crystal structure studies. The in vitro antiamoebic activity of these compounds was evaluated against HM1:IMSS strain of Entamoeba histolytica. Eight compounds exhibited promising activity with IC50 values (0.11-0.172 mu M) lower than the standard drug metronidazole (IC50 1.64 mu M). In vitro cytotoxicity results revealed low cytotoxic up to the concentration of 25 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.