(Z)-5-(3-trifluoromethylbenzylidene)-2-thiohydantoin

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-5-(3-trifluoromethylbenzylidene)-2-thiohydantoin
• 英文别名: (5Z)-2-sulfanylidene-5-[[3-(trifluoromethyl)phenyl]methylidene]imidazolidin-4-one
• 化学式: C₁₁H₇F₃N₂OS
• 分子量: 272.251
• InChiKey: KZHLEYYJCNWLMW-YVMONPNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-硫代乙内酰脲 、 3-三氟甲基苯甲醛 在 sodium acetate 、 溶剂黄146 作用下， 反应 2.0h， 以87%的产率得到(Z)-5-(3-trifluoromethylbenzylidene)-2-thiohydantoin
  参考文献：
  名称：

  Antimycobacterial activity of 5-arylidene derivatives of hydantoin

  摘要：

  The synthesis of various 5-arylidene-2-thiohydantoins and results of the primary assay in vitro for their antimycobacterial activity is reported. Eight of those compounds exhibited > 90% inhibition of Mycobacterium tuberculosis growth and for them the minimum inhibitory concentrations, cytotoxicity (IC50) and the selectivity index values were determined. The most active structure, (5Z)-5(1,1'-biphenyl-4-ylmethylene)-2-thioxoimidazolidin-4-one, showed MIC = 0.78 mug/ml. For all compounds log P and log D (pH 6.5) values were calculated. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0014-827x(02)01292-2

文献信息

• Antimycobacterial activity of 5-arylidene derivatives of hydantoin
  作者：K Kieć-Kononowicz、E Szymańska

  DOI：10.1016/s0014-827x(02)01292-2

  日期：2002.11

  The synthesis of various 5-arylidene-2-thiohydantoins and results of the primary assay in vitro for their antimycobacterial activity is reported. Eight of those compounds exhibited > 90% inhibition of Mycobacterium tuberculosis growth and for them the minimum inhibitory concentrations, cytotoxicity (IC50) and the selectivity index values were determined. The most active structure, (5Z)-5(1,1'-biphenyl-4-ylmethylene)-2-thioxoimidazolidin-4-one, showed MIC = 0.78 mug/ml. For all compounds log P and log D (pH 6.5) values were calculated. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.