2-[4-(1,3-benzodioxol-5-yloxy)benzylidene]-N-(4-chlorophenyl)hydrazinecarbothioamide | 1357307-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[4-(1,3-benzodioxol-5-yloxy)benzylidene]-N-(4-chlorophenyl)hydrazinecarbothioamide
• 英文别名: 1-[[4-(1,3-benzodioxol-5-yloxy)phenyl]methylideneamino]-3-(4-chlorophenyl)thiourea
• CAS: 1357307-47-1
• 化学式: C₂₁H₁₆ClN₃O₃S
• 分子量: 425.895
• InChiKey: BUOPZWZKUHRFSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  64.11
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  芝麻酚 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[4-(1,3-benzodioxol-5-yloxy)benzylidene]-N-(4-chlorophenyl)hydrazinecarbothioamide
  参考文献：
  名称：

  Design, synthesis and anticonvulsant evaluation of novel N-(4-substituted phenyl)-2-[4-(substituted) benzylidene]-hydrazinecarbothio amides

  摘要：

  Thirty six new N-(4-substituted phenyl)-2-[4-(substituted) benzylidene]-hydrazinecarbothioamides were synthesized and evaluated for anticonvulsant activity and neurotoxicity. The anticonvulsant activity was established in three seizure models i.e. MES, scMET and 6 Hz model. The most active compound was 2-[4-(4-chlorophenoxy)benzylidenel-N-(4-fluorophenyl)hydrazinecarbothioamide PC 31 which showed 100% protection at 0.5 h in the 6 Hz test. Compound 2-[4-(4-bromophenoxy) benzylidenel-N-(4-bromophenyl) hydrazinecarbothioamide PC 23 was found to be active in both the MES and 6 Hz test. A computational study was carried out from calculation of a pharmacophore pattern and the prediction of pharmacokinetic properties. Titled compounds have also exhibited good binding properties with epilepsy molecular targets such as glutamate, GABA (A) delta and GABA (A) alpha-1 receptors, in the Lamarckian genetic algorithm based on flexible docking studies. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.038