2-hydroxy-N'-[(Z)-(4-isopropylphenyl)methylidene]benzohydrazide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-hydroxy-N'-[(Z)-(4-isopropylphenyl)methylidene]benzohydrazide
• 英文别名: 2-Hydroxy-N'-[(Z)-(4-isopropylphenyl)methylidene]benzohydrazide (12)；2-hydroxy-N-[(Z)-(4-propan-2-ylphenyl)methylideneamino]benzamide
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: HCLJMKVIUMPNDX-WQRHYEAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  水杨酸甲酯 在 盐酸 、 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 2-hydroxy-N'-[(Z)-(4-isopropylphenyl)methylidene]benzohydrazide
  参考文献：
  名称：

  Synthesis and in vitro acetylcholinesterase and butyrylcholinesterase inhibitory potential of hydrazide based Schiff bases

  摘要：

  To discover multifunctional agents for the treatment of Alzheimer's disease, a series of hydrazide based Schiff bases were designed and synthesized based on multitarget-directed strategy. We have synthesized twenty-eight analogs of hydrazide based Schiff bases, characterized by various spectroscopic techniques and evaluated in vitro for acetylcholinesterase and butyrylcholinesterase inhibition. All compounds showed varied degree of acetylcholinesterase and butyrylcholinesterase inhibition when compared with standard Eserine. Among the series, compounds 10, 3 and 24 having IC50 values 4.12 +/- 0.01, 8.12 +/- 0.01 and 8.41 +/- 0.06 mu M respectively showed potent acetylcholinesterase inhibition when compared with Eserine (IC50 = 0.85 +/- 0.0001 mu M). Three compounds 13, 24 and 3 having IC50 values 6.51 +/- 0.01, 9.22 +/- 0.07 and 37.82 +/- 0.14 mu M respectively showed potent butyrylcholinesterase inhibition by comparing with eserine (IC50 = 0.04 +/- 0.0001 mu M). The remaining compounds also exhibited moderate to weak inhibitory potential. Structure activity relationship has been established. Through molecular docking studies the binding interaction was confirmed. (C) 2016 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2016.07.005