maleic acid 4-pyridylmonoamide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: maleic acid 4-pyridylmonoamide
• 英文别名: 4-pyridylamide maleic acid；(Z)-4-oxo-4-(pyridin-4-ylamino)but-2-enoic acid
• 化学式: C₉H₈N₂O₃
• 分子量: 192.174
• InChiKey: MFQUQFKJYZRIFA-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  maleic acid 4-pyridylmonoamide 在 sodium acetate 、 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以74.8%的产率得到1-(4-Pyridyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Design, synthesis and evaluation of some new 4-aminopyridine derivatives in learning and memory

  摘要：

  Some new anilide and imide derivatives of 4-aminopyridine (4AP) were synthesized and evaluated against antiamnesic, cognition enhancing and anticholinesterase activity through their respective in vitro and in vivo models. These newly synthesized derivatives have illustrated an enhanced cognition effect on elevated plus maze model and also demonstrated a significant reversal in scopolamine-induced amnesia in same model. The IC50 value of synthesized compounds showed maximum activity of 4APMb compared to standard drug donepezil and other derivatives, whereas its enzyme kinetic study revealed a non-competitive inhibition of acetycholinesterase (AChE) and a competetive inhibition of butyrylcholinesterase (BChE). Significant inhibitions in AChE activity by all the synthesized compounds were found in specific brain regions that is prefrontal cortex, hippocampus and hypothalamus. The docking study confirmed their consensual interaction with AChE, showed an affinity and binding with the key peripheral anionic site residues Trp-286, Tyr-124 and Tyr-341 of AChE. (C) 2013 Elsevie.r Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.026
• 作为产物：
  描述：

  4-氨基吡啶 、 马来酸酐 以 1,4-二氧六环 为溶剂， 以99%的产率得到maleic acid 4-pyridylmonoamide
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1019674109829

文献信息

• ——
  作者：A. V. Dolzhenko、N. V. Kolotova、V. O. Koz'minykh、B. Ya. Syropyatov

  DOI：10.1023/a:1019674109829

  日期：——
• Design, synthesis and evaluation of some new 4-aminopyridine derivatives in learning and memory
  作者：Saurabh K. Sinha、Sushant K. Shrivastava

  DOI：10.1016/j.bmcl.2013.03.026

  日期：2013.5

  Some new anilide and imide derivatives of 4-aminopyridine (4AP) were synthesized and evaluated against antiamnesic, cognition enhancing and anticholinesterase activity through their respective in vitro and in vivo models. These newly synthesized derivatives have illustrated an enhanced cognition effect on elevated plus maze model and also demonstrated a significant reversal in scopolamine-induced amnesia in same model. The IC50 value of synthesized compounds showed maximum activity of 4APMb compared to standard drug donepezil and other derivatives, whereas its enzyme kinetic study revealed a non-competitive inhibition of acetycholinesterase (AChE) and a competetive inhibition of butyrylcholinesterase (BChE). Significant inhibitions in AChE activity by all the synthesized compounds were found in specific brain regions that is prefrontal cortex, hippocampus and hypothalamus. The docking study confirmed their consensual interaction with AChE, showed an affinity and binding with the key peripheral anionic site residues Trp-286, Tyr-124 and Tyr-341 of AChE. (C) 2013 Elsevie.r Ltd. All rights reserved.