N'-{(Z)-[4-(1,3-benzodioxol-5-yloxy)phenyl]methylidene}pyridine-4-carbohydrazide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N'-{(Z)-[4-(1,3-benzodioxol-5-yloxy)phenyl]methylidene}pyridine-4-carbohydrazide
• 英文别名: N-[(Z)-[4-(1,3-benzodioxol-5-yloxy)phenyl]methylideneamino]pyridine-4-carboxamide
• 化学式: C₂₀H₁₅N₃O₄
• 分子量: 361.357
• InChiKey: RCXPJSCNJGHOEG-UUYOSTAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  82
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  异烟肼 、 4-(苯并[d][1,3]二氧代l-5-基氧基)苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以74%的产率得到N'-{(Z)-[4-(1,3-benzodioxol-5-yloxy)phenyl]methylidene}pyridine-4-carbohydrazide
  参考文献：
  名称：

  Design & synthesis of N′-[substituted] pyridine-4-carbohydrazides as potential anticonvulsant agents

  摘要：

  A series of N'-[substituted] pyridine-4-carbohydrazides were designed and synthesized keeping in view the structural requirement of pharmacophore and evaluated for anticonvulsant activity and neurotoxicity. The anticonvulsant activity of the titled compounds was established after intraperitoneal administration in three seizure models, which include MES, scMET and 6 Hz model. The most active compound of the series was N'-[4-(4-fluorophenoxy)benzylidene]pyridine-4-carbohydrazide PCH 6, which showed a MES ED50 value of 128.3 mg/kg and 6 Hz ED50 value of 53.3 mg/kg in mice. The median toxic dose (TD50) was 343.6 mg/kg, providing compound PCH 6 with a protection index of 2.67 in the MES test and 6.44 in 6 Hz test. A computational study was also carried out, including calculation of pharmacophore pattern, prediction of pharmacokinetic properties and docking studies. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.030