(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol | 807629-84-1

• 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)-6-methoxyphenol
• 英文别名: 2-(Benzothiazol-2-yliminomethyl)-6-methoxyphenol；2-[(E)-1,3-benzothiazol-2-yliminomethyl]-6-methoxyphenol
• CAS: 807629-84-1
• 化学式: C₁₅H₁₂N₂O₂S
• 分子量: 284.338
• InChiKey: JBVUJMWDIUBMJR-CXUHLZMHSA-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：

  锌 、 (E)-2-((benzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol 以 乙醇 为溶剂， 以78%的产率得到Zn(o-vanillidene-2-aminobenzothiazole(-H))2
  参考文献：
  名称：

  Spectral, XRD, SEM and biological activities of transition metal complexes of polydentate ligands containing thiazole moiety

  摘要：

  Metal complexes of o-vanillidene-2-aminobenzothiazole have been prepared and characterized by elemental and spectral (vibrational, electronic, H-1 NMR and EPR) data as well as magnetic susceptibility measurements and thermo gravimetric analysis (TG/DTA). The low molar conductance values reveal the non-electrolytic nature of these complexes. The elemental analysis suggests that the stoichiometry to be 1:2 (metal:ligand). Magnetic susceptibility data coupled with electronic spectra suggest that two ligands coordinate to each metal atom by phenolic oxygen and imino nitrogen to form high spin octahedral complex with Co(II), Mn(II) and Ni(II). The fifth and sixth position of metal ion is satisfied with water molecules. The thermal behaviour (TG/DTA) of the synthesised complexes shows that the complexes loss water molecules in the first step followed by decomposition of the ligand. Spin Hamiltonian parameters predict a distorted tetrahedral geometry for the copper complex. XRD and SEM analysis provide the crystalline nature and the morphology of the metal complexes. The in vitro biological activity of the metal chelates is tested against the Gram positive bacteria (Bacillus amyloliquifacians) and gram negative bacteria (Pseudomonas species), fungus (Aspergillus niger) and yeast (Sacchromyces cereviaceae). Most of the metal chelates exhibited higher biological activities. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2008.01.023
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 邻香草醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以32%的产率得到(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol
  参考文献：
  名称：

  1-Phenyl-N-(benzothiazol-2-yl)methanimine derivatives as Middle East respiratory syndrome coronavirus inhibitors

  摘要：

  一系列新颖的1-苯基-N-(苯并噻唑-2-基)甲醛亚胺衍生物被合成，并在MERS-S假病毒上评估了它们的体外抑制效力。

  DOI：

  10.1039/d0ra08442e

文献信息

• Biologically active mixed ligand complexes of Co(II), Ni(II), Cu(II) and Zn(II) as potential antimalarial, antidibetic and anticancer agents
  作者：Vikas D. Ragole、Dnyaneshwar S. Wankhede、Sonaji V. Gayakwad

  DOI：10.1080/24701556.2022.2043377

  日期：2022.9.2

  Abstract Mixed ligand complexes of transition metal ions Co(II), Ni(II), Cu(II) and Zn(II) were synthesized using bidentate Schiff’s base (E)-2-((benzo[d]thiazol-2-yliminomethyl)-6-methoxyphenol (L1), derived from condensation reaction of 2-aminobenzothiazole and 2-hydroxy-3-methoxybenzaldehyde, and 5-Chloro-8-hydroxyquinoline (5CHQ) (L2) as ligands. All the synthesized compounds were characterized

  摘要 使用二齿席夫碱 (E)-2-((benzo[d]thiazol-2-yliminomethyl) 合成过渡金属离子 Co(II)、Ni(II)、Cu(II) 和 Zn(II) 的混合配体配合物-6-甲氧基苯酚 (L1)，由 2-氨基苯并噻唑和 2-羟基-3-甲氧基苯甲醛和 5-氯-8-羟基喹啉 (5CHQ) (L2) 作为配体的缩合反应得到。分析，IR，电子，1 H 和13C NMR光谱、TGA-DTA和粉末XRD分析、摩尔电导率和磁化率测量。基于获得的结果，所有合成的配合物都被认为具有四面体几何形状。使用MTT法筛选所有合成的化合物的抗氧化、抗菌、抗疟、抗糖尿病、抗癌活性和细胞毒性研究。该复合物被认为具有潜在的抗疟疾、抗糖尿病和抗癌活性。