2-(9-((1,2,3,4-tetrahydroacridin-9-yl)amino)nonyl)benzo[d][1,2]selenazol-3(2H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(9-((1,2,3,4-tetrahydroacridin-9-yl)amino)nonyl)benzo[d][1,2]selenazol-3(2H)-one
• 英文别名: 2-[9-(1,2,3,4-Tetrahydroacridin-9-ylamino)nonyl]-1,2-benzoselenazol-3-one；2-[9-(1,2,3,4-tetrahydroacridin-9-ylamino)nonyl]-1,2-benzoselenazol-3-one
• 化学式: C₂₉H₃₅N₃OSe
• 分子量: 520.576
• InChiKey: AQSLVOOUMIOXQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.33
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  双（2-羧基苯基）二硒化物 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(9-((1,2,3,4-tetrahydroacridin-9-yl)amino)nonyl)benzo[d][1,2]selenazol-3(2H)-one
  参考文献：
  名称：

  Novel tacrine–ebselen hybrids with improved cholinesterase inhibitory, hydrogen peroxide and peroxynitrite scavenging activity

  摘要：

  A series of tacrine-ebselen hybrids were synthesised and evaluated as possible multifunctional anti-Alzheimer's disease (AD) agents. Compound 6i, which is tacrine linked with 5,6-dimethoxybenzo[d][1,2]selenazol-3(2H)-one by a six-carbon spacer, was the most potent acetylcholinesterase (AChE) and butylcholinesterase (BuChE) inhibitor, with IC50 values of 2.55 and 2.80 nM, respectively. Furthermore, this compound demonstrated similar hydrogen peroxide and peroxynitrite scavenging activity as ebselen by horseradish peroxidase assay and peroxynitrite scavenging activity assay, indicating that this hybrid is a good multifunctional drug candidate for the treatment of AD. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.034

文献信息

• Novel tacrine–ebselen hybrids with improved cholinesterase inhibitory, hydrogen peroxide and peroxynitrite scavenging activity
  作者：Fei Mao、Jianwen Chen、Qi Zhou、Zonghua Luo、Ling Huang、Xingshu Li

  DOI：10.1016/j.bmcl.2013.10.034

  日期：2013.12

  A series of tacrine-ebselen hybrids were synthesised and evaluated as possible multifunctional anti-Alzheimer's disease (AD) agents. Compound 6i, which is tacrine linked with 5,6-dimethoxybenzo[d][1,2]selenazol-3(2H)-one by a six-carbon spacer, was the most potent acetylcholinesterase (AChE) and butylcholinesterase (BuChE) inhibitor, with IC50 values of 2.55 and 2.80 nM, respectively. Furthermore, this compound demonstrated similar hydrogen peroxide and peroxynitrite scavenging activity as ebselen by horseradish peroxidase assay and peroxynitrite scavenging activity assay, indicating that this hybrid is a good multifunctional drug candidate for the treatment of AD. (C) 2013 Elsevier Ltd. All rights reserved.