2-chloro-N-(4-(2,6-dichloroquinolin-3-yl)-6-(4-hydroxyphenyl)pyrimidin-2-yl)acetamide | 1383576-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-chloro-N-(4-(2,6-dichloroquinolin-3-yl)-6-(4-hydroxyphenyl)pyrimidin-2-yl)acetamide
• CAS: 1383576-65-5
• 化学式: C₂₁H₁₃Cl₃N₄O₂
• 分子量: 459.719
• InChiKey: PPRXKTXTINYUPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  88.0
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  吗啉 、 2-chloro-N-(4-(2,6-dichloroquinolin-3-yl)-6-(4-hydroxyphenyl)pyrimidin-2-yl)acetamide 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 以51%的产率得到N-(4-(2,6-dichloroquinolin-3-yl)-6-(4-hydroxyphenyl)pyrimidin-2-yl)-2-morpholinoacetamide
  参考文献：
  名称：

  Synthesis of promising antimicrobial agents: a novel series of N-(4-(2,6-dichloroquinolin-3-yl)-6-(aryl)pyrimidin-2-yl)-2-morpholinoacetamides

  摘要：

  A series of novel compounds N-(4-(2,6-dichloroquinolin-3-yl)-6-(aryl)pyrimidin-2-yl)-2-morpholinoacetamides (5a-l) were synthesized by a series of multistep reactions. Newly synthesized compounds have been characterized by IR, H-1 NMR, C-13 NMR, and mass spectral data. Antimicrobial screening of title compounds 5a-l was examined against Gram-positive bacteria (Staphylococcus aureus and Streptococcus pyogenes), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and three fungi (Candida albicans, Aspergillus niger, and Aspergillus clavatus) by serial broth dilution method. Synthesized compounds showed potent inhibitory action against test organisms. Screened compounds 5e-g and 5i-l were associated with considerably higher antibacterial and antifungal activities than commercially used antibiotics.

  DOI：

  10.1007/s00044-012-0121-z
• 作为产物：
  描述：

  2,6-二氯喹啉-3-甲醛 在 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 反应 48.0h， 生成 2-chloro-N-(4-(2,6-dichloroquinolin-3-yl)-6-(4-hydroxyphenyl)pyrimidin-2-yl)acetamide
  参考文献：
  名称：

  Synthesis of promising antimicrobial agents: a novel series of N-(4-(2,6-dichloroquinolin-3-yl)-6-(aryl)pyrimidin-2-yl)-2-morpholinoacetamides

  摘要：

  A series of novel compounds N-(4-(2,6-dichloroquinolin-3-yl)-6-(aryl)pyrimidin-2-yl)-2-morpholinoacetamides (5a-l) were synthesized by a series of multistep reactions. Newly synthesized compounds have been characterized by IR, H-1 NMR, C-13 NMR, and mass spectral data. Antimicrobial screening of title compounds 5a-l was examined against Gram-positive bacteria (Staphylococcus aureus and Streptococcus pyogenes), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and three fungi (Candida albicans, Aspergillus niger, and Aspergillus clavatus) by serial broth dilution method. Synthesized compounds showed potent inhibitory action against test organisms. Screened compounds 5e-g and 5i-l were associated with considerably higher antibacterial and antifungal activities than commercially used antibiotics.

  DOI：

  10.1007/s00044-012-0121-z