4-(4-methyl-2-(4-(octyloxy)phenyl)thiazol-5-yl)pyrimidin-2-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-methyl-2-(4-(octyloxy)phenyl)thiazol-5-yl)pyrimidin-2-amine
• 英文别名: 4-[4-Methyl-2-(4-octoxyphenyl)-1,3-thiazol-5-yl]pyrimidin-2-amine；4-[4-methyl-2-(4-octoxyphenyl)-1,3-thiazol-5-yl]pyrimidin-2-amine
• 化学式: C₂₂H₂₈N₄OS
• 分子量: 396.557
• InChiKey: QAYQOKDUVKYDEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4-octyloxyphenyl)-4-methy-5-acetylthiazole 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 4-(4-methyl-2-(4-(octyloxy)phenyl)thiazol-5-yl)pyrimidin-2-amine
  参考文献：
  名称：

  Alkoxyphenylthiazoles with broad-spectrum activity against multidrug-resistant gram-positive bacterial pathogens

  摘要：

  With the continued rise of antibiotic resistance and reduced susceptibility to almost all front-line antibiotics, multidrug-resistant Gram-positive bacterial infections represent an incessant threat to healthcare providers. This study presents a new series of phenylthiazole compounds where two active moieties were combined into one scaffold. The antibacterial activity of the hybrid structures extended to include several clinically-relevant multi-drug resistant pathogens including methicillin-resistant and vancomycin-resistant Staphylococcus aureus, methicillin-resistant Staphylococcus epidermidis, vancomycin-resistant enterococci, cephalosporin-resistant and methicillin-resistant Streptococcus pneumoniae, and Listeria monocytogenes. In addition, the most potent compounds, 16a and 17a, exhibited a fast bactericidal mode of action in vitro with low susceptibility to induce bacterial resistance. In addition to its potent spectrum of activity against Gram-positive bacterial pathogens, compound 17a was found to be metabolically stable in rats, with a half-life of 4 h. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.04.049