(E)-3-(3-(benzofuran-2-yl)-3-oxoprop-1-en-1-yl)-1-(4-nitrobenzyl)pyridinium bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (E)-3-(3-(benzofuran-2-yl)-3-oxoprop-1-en-1-yl)-1-(4-nitrobenzyl)pyridinium bromide
• 英文别名: (E)-1-(1-benzofuran-2-yl)-3-[1-[(4-nitrophenyl)methyl]pyridin-1-ium-3-yl]prop-2-en-1-one;bromide
• 化学式: Br*C₂₃H₁₇N₂O₄
• 分子量: 465.303
• InChiKey: KEUONHRQCLSKLM-NBYYMMLRSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙酰基苯并呋喃 在 哌啶 、 potassium iodide 作用下， 以 乙腈 、 正丁醇 为溶剂， 反应 2.5h， 生成 (E)-3-(3-(benzofuran-2-yl)-3-oxoprop-1-en-1-yl)-1-(4-nitrobenzyl)pyridinium bromide
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of benzofuran-based chalconoids bearing benzylpyridinium moiety as potent acetylcholinesterase inhibitors

  摘要：

  A series of benzofuran-based chalconoids 6a-v were designed and synthesized as new potential AChE inhibitors. The in vitro assay of synthesized compounds 6a-v showed that most compounds had significant anti-AChE activity at micromolar or sub-micromolar levels. Among the tested compounds, 3-pyridinium derivative 6m bearing N-(2-bromobenzyl) moiety and 7-methoxy substituent on the benzofuran ring exhibited superior activity. This compound with IC50 value of 0.027 mu M was as potent as standard drug donepezil. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.061

文献信息

• Synthesis and structure-activity relationship study of benzofuran-based chalconoids bearing benzylpyridinium moiety as potent acetylcholinesterase inhibitors
  作者：Manizheh Mostofi、Ghodsi Mohammadi Ziarani、Mohammad Mahdavi、Alireza Moradi、Hamid Nadri、Saeed Emami、Heshmatollah Alinezhad、Alireza Foroumadi、Abbas Shafiee

  DOI：10.1016/j.ejmech.2015.08.061

  日期：2015.10

  A series of benzofuran-based chalconoids 6a-v were designed and synthesized as new potential AChE inhibitors. The in vitro assay of synthesized compounds 6a-v showed that most compounds had significant anti-AChE activity at micromolar or sub-micromolar levels. Among the tested compounds, 3-pyridinium derivative 6m bearing N-(2-bromobenzyl) moiety and 7-methoxy substituent on the benzofuran ring exhibited superior activity. This compound with IC50 value of 0.027 mu M was as potent as standard drug donepezil. (C) 2015 Elsevier Masson SAS. All rights reserved.