[(Z)-(4-ethoxy-3-methoxyphenyl)methylideneamino]thiourea

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [(Z)-(4-ethoxy-3-methoxyphenyl)methylideneamino]thiourea
• 化学式: C₁₁H₁₅N₃O₂S
• 分子量: 253.325
• InChiKey: FYMXZRNFKOXQDA-QPEQYQDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(Z)-(4-ethoxy-3-methoxyphenyl)methylideneamino]thiourea 、 氯乙酸 在 sodium acetate 、 溶剂黄146 作用下， 反应 6.0h， 生成 (Z)-2-((Z)-(4-ethoxy-3-methoxybenzylidene)hydrazono)thiazolidine-4-one
  参考文献：
  名称：

  Synthesis of 4-thiazolidinone analogs as potent in vitro anti-urease agents

  摘要：

  4-Thiazolidinone analogs 1-20 were synthesized, characterized by H-1 NMR and EI-MS and investigated for urease inhibitory activity. All twenty (20) analogs exhibited varied degree of urease inhibitory potential with IC50 values 1.73-69.65 mu M, if compared with standard thiourea having IC50 value of 21.25 +/- 0.15 mu M. Among the series, eight derivatives 3, 6, 8, 10, 15, 17, 19, and 20 showed outstanding urease inhibitory potential with IC50 values of 9.34 +/- 0.02, 14.62 +/- 0.03, 8.43 +/- 0.01, 7.3 +/- 0.04, 2.31 +/- 0.002, 5.75 +/- 0.003, 8.81 +/- 0.005, and 1.73 +/- 0.001 mu M, respectively, which is better than the standard thiourea. The remaining analogs showed good to excellent urease inhibition. The binding interactions of these compounds were confirmed through molecular docking studies. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.10.005
• 作为产物：
  描述：

  4-乙氧基-3-甲氧基苯甲醛 、 氨基硫脲 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 [(Z)-(4-ethoxy-3-methoxyphenyl)methylideneamino]thiourea
  参考文献：
  名称：

  Synthesis of 4-thiazolidinone analogs as potent in vitro anti-urease agents

  摘要：

  4-Thiazolidinone analogs 1-20 were synthesized, characterized by H-1 NMR and EI-MS and investigated for urease inhibitory activity. All twenty (20) analogs exhibited varied degree of urease inhibitory potential with IC50 values 1.73-69.65 mu M, if compared with standard thiourea having IC50 value of 21.25 +/- 0.15 mu M. Among the series, eight derivatives 3, 6, 8, 10, 15, 17, 19, and 20 showed outstanding urease inhibitory potential with IC50 values of 9.34 +/- 0.02, 14.62 +/- 0.03, 8.43 +/- 0.01, 7.3 +/- 0.04, 2.31 +/- 0.002, 5.75 +/- 0.003, 8.81 +/- 0.005, and 1.73 +/- 0.001 mu M, respectively, which is better than the standard thiourea. The remaining analogs showed good to excellent urease inhibition. The binding interactions of these compounds were confirmed through molecular docking studies. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.10.005