(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol | 1384172-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol
• 英文别名: 1,3-Benzothiazole-2-amine, N-(2-hydroxy-5-nitro-benzylidene)-；2-[(E)-1,3-benzothiazol-2-yliminomethyl]-4-nitrophenol
• CAS: 1384172-08-0
• 化学式: C₁₄H₉N₃O₃S
• 分子量: 299.31
• InChiKey: WSKUZAQVRSHTBT-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  copper(II) chloride dihydrate 、 (E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol 以 乙醇 为溶剂， 生成 (E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol-CuCl₂
  参考文献：
  名称：

  Liberation of Copper from Amyloid Plaques: Making a Risk Factor Useful for Alzheimer’s Disease Treatment

  摘要：

  Alzheimer's disease (AD) is a complex multifactorial syndrome. Metal chelator and A beta inhibitor are showing promise against AD. In this report, three small hybrid compounds (1, 2, and 3) have been designed and synthesized utilizing salicylaldehyde (SA) based Schiff bases as the chelators and benzothiazole (BT) as the recognition moiety for AD treatment. These conjugates can capture Cu2+ from A beta and become dimers upon Cu2+ coordination and show high efficiency for both Cu2+ elimination and A beta assembly inhibition. Besides, the complexes have superoxide dismutase (SOD) activity and significant antioxidant capacity and are capable of decreasing intracellular reactive oxygen species (ROS) and increasing cell viability. All these results indicate that the multifunctional metal complexes which have A beta specific recognition moiety and metal ion chelating elements show the potential for AD treatment. Therefore, our work will provide new insights into exploration of more potent amyloid inhibitors.

  DOI：

  10.1021/jm3003813
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 5-硝基水杨醛 以 乙醇 为溶剂， 反应 8.0h， 生成 (E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol
  参考文献：
  名称：

  Liberation of Copper from Amyloid Plaques: Making a Risk Factor Useful for Alzheimer’s Disease Treatment

  摘要：

  Alzheimer's disease (AD) is a complex multifactorial syndrome. Metal chelator and A beta inhibitor are showing promise against AD. In this report, three small hybrid compounds (1, 2, and 3) have been designed and synthesized utilizing salicylaldehyde (SA) based Schiff bases as the chelators and benzothiazole (BT) as the recognition moiety for AD treatment. These conjugates can capture Cu2+ from A beta and become dimers upon Cu2+ coordination and show high efficiency for both Cu2+ elimination and A beta assembly inhibition. Besides, the complexes have superoxide dismutase (SOD) activity and significant antioxidant capacity and are capable of decreasing intracellular reactive oxygen species (ROS) and increasing cell viability. All these results indicate that the multifunctional metal complexes which have A beta specific recognition moiety and metal ion chelating elements show the potential for AD treatment. Therefore, our work will provide new insights into exploration of more potent amyloid inhibitors.

  DOI：

  10.1021/jm3003813