6-benzyl-3-(2-(2-morpholinoethoxy)phenyl)-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-benzyl-3-(2-(2-morpholinoethoxy)phenyl)-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one
• 英文别名: 6-benzyl-3-{2-[2-(4-morpholinyl)ethoxyl]phenyl}-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one；6-Benzyl-3-[2-(2-morpholin-4-ylethoxy)phenyl]-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one；6-benzyl-3-[2-(2-morpholin-4-ylethoxy)phenyl]-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
• 化学式: C₂₄H₂₄N₄O₃S
• 分子量: 448.546
• InChiKey: DJCXLLKQZIGAGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯丙酮酸 在 sodium acetate 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 26.0h， 生成 6-benzyl-3-(2-(2-morpholinoethoxy)phenyl)-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives as dual binding site acetylcholinesterase inhibitors

  摘要：

  A series of 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives 7a-i were synthesized and evaluated as novel acetylcholinesterase (AChE) inhibitors. All target compounds were evaluated in vitro for the inhibitory activities against AChE via Ellman colorimetric assay. Compound 7c showed an excellent (89.82%) inhibitory activity. The molecular docking studies revealed that 7c, 7d and 7g, with the lateral chain in the para position of the phenyl ring, possessed an optimal docking pose and can perfectly fit into the catalytic active site (CAS) and peripheral anionic site (PAS), simultaneously, and, consequently, exhibited higher inhibitory potency than 7b that bears the same lateral chain as 7g, but in the ortho position of the phenyl ring. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.020

文献信息

• Synthesis and biological evaluation of 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives as dual binding site acetylcholinesterase inhibitors
  作者：Sijie Liu、Ruofeng Shang、Lanxiang Shi、David Chi-Cheong Wan、Huangquan Lin

  DOI：10.1016/j.ejmech.2014.05.020

  日期：2014.6

  A series of 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives 7a-i were synthesized and evaluated as novel acetylcholinesterase (AChE) inhibitors. All target compounds were evaluated in vitro for the inhibitory activities against AChE via Ellman colorimetric assay. Compound 7c showed an excellent (89.82%) inhibitory activity. The molecular docking studies revealed that 7c, 7d and 7g, with the lateral chain in the para position of the phenyl ring, possessed an optimal docking pose and can perfectly fit into the catalytic active site (CAS) and peripheral anionic site (PAS), simultaneously, and, consequently, exhibited higher inhibitory potency than 7b that bears the same lateral chain as 7g, but in the ortho position of the phenyl ring. (C) 2014 Elsevier Masson SAS. All rights reserved.