7-hydroxy-2-(4-aminophenyl)-1,3-benzothiazole | 1149760-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 7-hydroxy-2-(4-aminophenyl)-1,3-benzothiazole
• 英文别名: 2-(4'-Aminophenyl)-7-hydroxy-1,3-benzothiazole；2-(4-aminophenyl)-1,3-benzothiazol-7-ol
• CAS: 1149760-94-0
• 化学式: C₁₃H₁₀N₂OS
• 分子量: 242.301
• InChiKey: UKRCGUMLPCDKHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-hydroxy-2-(4-aminophenyl)-1,3-benzothiazole 、 [11C]methyl triflate 以 丙酮 为溶剂， 反应 0.01h， 以7%的产率得到7-hydroxy-2-(4-(11C)methylaminophenyl)-1,3-benzothiazole
  参考文献：
  名称：

  11C-labelled PIB analogues as potential tracer agents for in vivo imaging of amyloid β in Alzheimer's disease

  摘要：

  Pittsburgh Compound-B (PIB) is currently being evaluated clinically for in vivo visualization of amyloid plaques in patients with Alzheimer's disease (AD). We have synthesized three structural isomers of 6-hydroxy-2-(4'-aminophenyl)-1,3-benzothiazole, performed radiolabelling with carbon-11 and investigated their in vivo and in vitro properties. Specific binding to amyloid plaques was demonstrated in vitro using post-mortem brain homogenates of AD patients, transgenic AD mice brain sections and postmortem human AD brain sections. In normal mice, initial brain uptake (at 2 min p.i.) was high and was followed by a fast wash-out. The three structural analogues have a high potential as tracer agents for in vivo visualization of amyloid plaques in AD patients. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.038
• 作为产物：
  描述：

  2-(4-aminophenyl)-7-methoxybenzothiazole 在 三溴化硼 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以38%的产率得到7-hydroxy-2-(4-aminophenyl)-1,3-benzothiazole
  参考文献：
  名称：

  11C-labelled PIB analogues as potential tracer agents for in vivo imaging of amyloid β in Alzheimer's disease

  摘要：

  Pittsburgh Compound-B (PIB) is currently being evaluated clinically for in vivo visualization of amyloid plaques in patients with Alzheimer's disease (AD). We have synthesized three structural isomers of 6-hydroxy-2-(4'-aminophenyl)-1,3-benzothiazole, performed radiolabelling with carbon-11 and investigated their in vivo and in vitro properties. Specific binding to amyloid plaques was demonstrated in vitro using post-mortem brain homogenates of AD patients, transgenic AD mice brain sections and postmortem human AD brain sections. In normal mice, initial brain uptake (at 2 min p.i.) was high and was followed by a fast wash-out. The three structural analogues have a high potential as tracer agents for in vivo visualization of amyloid plaques in AD patients. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.038

文献信息

• 11C-labelled PIB analogues as potential tracer agents for in vivo imaging of amyloid β in Alzheimer's disease
  作者：K. Serdons、T. Verduyckt、D. Vanderghinste、P. Borghgraef、J. Cleynhens、F. Van Leuven、H. Kung、G. Bormans、A. Verbruggen

  DOI：10.1016/j.ejmech.2008.09.038

  日期：2009.4

  Pittsburgh Compound-B (PIB) is currently being evaluated clinically for in vivo visualization of amyloid plaques in patients with Alzheimer's disease (AD). We have synthesized three structural isomers of 6-hydroxy-2-(4'-aminophenyl)-1,3-benzothiazole, performed radiolabelling with carbon-11 and investigated their in vivo and in vitro properties. Specific binding to amyloid plaques was demonstrated in vitro using post-mortem brain homogenates of AD patients, transgenic AD mice brain sections and postmortem human AD brain sections. In normal mice, initial brain uptake (at 2 min p.i.) was high and was followed by a fast wash-out. The three structural analogues have a high potential as tracer agents for in vivo visualization of amyloid plaques in AD patients. (C) 2008 Elsevier Masson SAS. All rights reserved.