(Z)-5-(2,3,4-trimethoxybenzylidene)-2-thioxothiazolidin-4-one | 92029-85-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-5-(2,3,4-trimethoxybenzylidene)-2-thioxothiazolidin-4-one
• 英文别名: 2-Thioxo-5-(2,3,4-trimethoxybenzylidene)-1,3-thiazolidin-4-one；(5Z)-2-sulfanylidene-5-[(2,3,4-trimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
• CAS: 92029-85-1
• 化学式: C₁₃H₁₃NO₄S₂
• 分子量: 311.383
• InChiKey: RLKUSBAQGRQENV-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  罗丹宁 、 2,3,4-三甲氧基苯甲醛 反应 0.05h， 以85%的产率得到(Z)-5-(2,3,4-trimethoxybenzylidene)-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  Synthesis and antifungal activity of (Z)-5-arylidenerhodanines

  摘要：

  An efficient microwave-assisted synthesis of new (Z)-5-arylidenerhodanines under solvent-free conditions is described and their in vitro antifungal activity was evaluated following the CLSI (formerly NCCLS) guidelines against a panel of both standardized and clinical opportunistic pathogenic fungi. An analysis of the structure-activity relationship (SAR) along with computational studies showed that the most active compounds (F- and CF3-substituted rbodanines) possess high log P values and low polarizability. Mechanism-based assays suggest that active compounds neither would bind to ergosterol nor would produce a damage to the fungal membrane. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.038