4-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)phenol | 16779-11-6

• 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: 4-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)phenol
• 英文别名: 6-Methoxy-2-(4-hydroxy-benzylidenamino)-benzthiazol；4-[(6-methoxy-benzothiazol-2-ylimino)-methyl]-phenol；4-[(6-Methoxy-1,3-benzothiazol-2-yl)iminomethyl]phenol；4-[(6-methoxy-1,3-benzothiazol-2-yl)iminomethyl]phenol
• CAS: 16779-11-6
• 化学式: C₁₅H₁₂N₂O₂S
• 分子量: 284.338
• InChiKey: KAGUEVACNDTNKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)phenol 在 吡啶 作用下， 以 苯 为溶剂， 生成 Piperidin-1-yl-acetic acid 4-{[(E)-6-methoxy-benzothiazol-2-ylimino]-methyl}-phenyl ester
  参考文献：
  名称：

  Dash; Mahapatra; Panda, Journal of the Indian Chemical Society, 1984, vol. 61, # 11-12, p. 1061 - 1064

  摘要：

  DOI：
• 作为产物：
  描述：

  甲氧苯胺 在 溴 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 20.0h， 生成 4-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)phenol
  参考文献：
  名称：

  基于3-羟基吡啶-4-酮和苯甲醛的部分苯并噻唑衍生物的合成及其对β-淀粉样蛋白聚集抑制作用的实验方法和分子动力学模拟评价

  摘要：

  一些基于(苯并[ d ]噻唑-2-基)-1-苯基甲胺衍生物的新型抑制剂被设计用于减少阿尔茨海默病的聚集过程。这些结构似乎模仿了二苯乙烯样支架，而苯并噻唑部分“锁定”了硫黄素 T 结合位点。其他抑制剂是基于2-((苯并[ d ]噻唑-2-基亚氨基)甲基)-5-(苄氧基)-1-甲基吡啶-4(H)-酮衍生物设计的。

  DOI：

  10.1002/cbdv.202301113

文献信息

• Preparation and Characterization of some new Benzothiazole-Heterocyclic Derivatives
  作者：Radhiya Aldujaili、Ahmed Alhasan

  DOI：10.21608/ejchem.2021.73818.3650

  日期：2021.6.1

  In this work new different hetero cyclic derivatives were synthesized that which including β-Lactam, teterazole and also thiazole rings.The starting material is 2-amino-6-methoxy-Benzothiazole. All these reactions follow by (TLC) and Measurement melting points for some of these derivatives. The compounds identified by FT-IR and some of them by 1H-NMR and 13C-NMR spectra., The prepared benzothiazole derivatives in this study gave good results through appearance of new bands and disapearance of other bands in formatted compounds that gave first data to formation benzothiazole derivative , while second technique represented by resonance spectra that gave also good results for formatted benzothiazole derivative.m in addition to flowing of all reactions by paper chromatography.

  这项工作合成了新的不同杂环衍生物，其中包括 β-内酰胺、特拉唑和噻唑环。所有这些反应都是通过（TLC）和测量其中一些衍生物的熔点进行的。本研究中制备的苯并噻唑衍生物通过在格式化的化合物中出现新的条带和其他条带的消失获得了良好的结果，这为苯并噻唑衍生物的形成提供了第一手数据，而以共振光谱为代表的第二项技术也为格式化的苯并噻唑衍生物提供了良好的结果。
• Benzothiazole Schiff-bases as potential imaging agents for β-amyloid plaques in Alzheimer’s disease
  作者：Changsheng Gan、Lin Zhou、Zhenzhen Zhao、Haoshu Wang

  DOI：10.1007/s00044-012-0416-0

  日期：2013.9

  A series of benzothiazole Schiff-bases as potential diagnostic imaging agents targeting beta-amyloid (A beta) plaques in Alzheimer's disease (AD) were synthesized and evaluated. When in vitro binding studies using AD homogenate with [I-125] 6-iodo-2-(4'-dimethyl- amino)-phenyl-imidazo[1,2-alpha]pyridine ([I-125]IMPY) as the reference ligand were carried out with the derivatives, the compounds showed high to low binding affinities for AD homogenate at the K (i) values ranged from 4.38 to 514.65 nM, depending on the substitution on the phenyl ring. Fluorescent staining in vitro showed that one compound with a N,N-dimethylamino group intensely stained A beta plaques within brain sections of postmortem AD patients. The results strongly suggest that these derivatives are worthy of further study and may be a useful amyloid imaging agents for early detection of amyloid plaques in the brain of AD.