N-(6-(4-(benzo[d]thiazol-2-yl)phenoxy)hexyl)-1,2,3,4-tetrahydroacridin-9-amine | 1375085-46-3

• 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: N-(6-(4-(benzo[d]thiazol-2-yl)phenoxy)hexyl)-1,2,3,4-tetrahydroacridin-9-amine
• 英文别名: N-[6-[4-(1,3-benzothiazol-2-yl)phenoxy]hexyl]-1,2,3,4-tetrahydroacridin-9-amine
• CAS: 1375085-46-3
• 化学式: C₃₂H₃₃N₃OS
• 分子量: 507.7
• InChiKey: JWYPYYYWTOWHTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(1,3-苯并噻唑-2-基)苯酚 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 戊醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-(6-(4-(benzo[d]thiazol-2-yl)phenoxy)hexyl)-1,2,3,4-tetrahydroacridin-9-amine
  参考文献：
  名称：

  Inhibition of cholinesterase activity and amyloid aggregation by berberine-phenyl-benzoheterocyclic and tacrine-phenyl-benzoheterocyclic hybrids

  摘要：

  A series of berberine-phenyl-benzoheterocyclic (26-29) and tacrine-phenyl-benzoheterocyclic hybrids (44-46) were synthesised and evaluated as multifunctional anti-Alzheimer's disease agents. Compound 44b, tacrine linked with phenyl-benzothiazole by 3-carbon spacers, was the most potent AChE inhibitor with an IC50 value of 0.017 mu M. This compound demonstrated similar A beta aggregation inhibitory activity with cucurmin (51.8% vs 52.1% at 20 mu M, respectively), indicating that this hybrid is an excellent multifunctional drug candidate for AD. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.059

文献信息

• Inhibition of cholinesterase activity and amyloid aggregation by berberine-phenyl-benzoheterocyclic and tacrine-phenyl-benzoheterocyclic hybrids
  作者：Ling Huang、Tao Su、Wenjun Shan、Zonghua Luo、Yang Sun、Feng He、Xingshu Li

  DOI：10.1016/j.bmc.2012.02.059

  日期：2012.5

  A series of berberine-phenyl-benzoheterocyclic (26-29) and tacrine-phenyl-benzoheterocyclic hybrids (44-46) were synthesised and evaluated as multifunctional anti-Alzheimer's disease agents. Compound 44b, tacrine linked with phenyl-benzothiazole by 3-carbon spacers, was the most potent AChE inhibitor with an IC50 value of 0.017 mu M. This compound demonstrated similar A beta aggregation inhibitory activity with cucurmin (51.8% vs 52.1% at 20 mu M, respectively), indicating that this hybrid is an excellent multifunctional drug candidate for AD. (C) 2012 Elsevier Ltd. All rights reserved.