2-(((4-(2-methoxyphenyl)thiazol-2-yl)imino)methyl)-6-methylphenol | 1446148-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(((4-(2-methoxyphenyl)thiazol-2-yl)imino)methyl)-6-methylphenol
• CAS: 1446148-29-3
• 化学式: C₁₈H₁₆N₂O₂S
• 分子量: 324.403
• InChiKey: OPMLPYKKVVPANG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  54.71
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 、 4-(2-甲氧基苯基)-2-氨基噻唑 反应 0.01h， 以95%的产率得到2-(((4-(2-methoxyphenyl)thiazol-2-yl)imino)methyl)-6-methylphenol
  参考文献：
  名称：

  Synthesis and anti-biofilm activity of thiazole Schiff bases

  摘要：

  A series of thiazole Schiff bases (SB-1 to SB-7) have been synthesized by reacting 4-(o-methoxyphenyl)-2-aminothiazole and R substituted salicylaldehyde (R = H, 3-Me, 4-Me, 5-Me, 3-OMe and 5-Br) or 2-hydroxy-1-naphthaldehyde under microwave irradiation (a green chemistry approach). The compounds were characterized by spectral (UV-Vis, IR, H-1 NMR, C-13 NMR and GC-MS) and thermal analyses, and tested for the evaluation of anti-biofilm activity against Pseudomonas aeruginosa and anti-bacterial activity against Gram positive (Bacillus subtilis NCIM 2063) and Gram negative (Escherichia coli NCIM 2931) bacteria. The scanning electron microscopic images of the bacterial surfaces have shown that the Schiff bases have impeded the biofilm formation at 50-100 mu g/mL concentration, without affecting the growth of the cells (and thus behave as antiquorum sensing agents). Confocal laser scanning microscopy has also confirmed the biofilm inhibition. The antibiofilm and anti-bacterial activities of the Schiff bases are promising in the design and bio-fabrication of medical devices to combat the biofilm-forming pathogenic organisms.

  DOI：

  10.1007/s00044-013-0672-7