6-(chloromethyl)-3-hydroxy-2-{[4-(4-methoxyphenyl)piperazin-1-yl]methyl}-4H-pyran-4-one | 1225388-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-(chloromethyl)-3-hydroxy-2-{[4-(4-methoxyphenyl)piperazin-1-yl]methyl}-4H-pyran-4-one
• 英文别名: 6-(chloromethyl)-3-hydroxy-2-[[4-(4-methoxyphenyl)piperazin-1-yl]methyl]pyran-4-one
• CAS: 1225388-75-9
• 化学式: C₁₈H₂₁ClN₂O₄
• 分子量: 364.829
• InChiKey: KPSPDLLYDBQBDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  62.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  曲酸 在 氯化亚砜 作用下， 以 甲醇 、 水 为溶剂， 反应 0.42h， 生成 6-(chloromethyl)-3-hydroxy-2-{[4-(4-methoxyphenyl)piperazin-1-yl]methyl}-4H-pyran-4-one
  参考文献：
  名称：

  Synthesis and biological activities of new Mannich bases of chlorokojic acid derivatives

  摘要：

  A novel series of 6-chloromethyl-3-hydroxy-2-substituted 4H-pyran-4-one derivatives were synthesized and tested for their antibacterial, antifungal and antiviral in vitro properties. In the view of activity results, compounds 8-11 (MIC: 8 mu g/ml) were more remarkably active against Staphylococcus aureus and Enterococcus faecalis. Compounds 1-7 were highly active against Candida albicans and C. parapsilosis with MIC value of 8 mu g/ml. Compound 9 bearing 3-chlorophenyl moiety was determined to be the most active compound against RNA virus PI-3.

  DOI：

  10.1007/s00044-010-9338-x

文献信息

• Synthesis and biological activities of new Mannich bases of chlorokojic acid derivatives
  作者：Mutlu Dilsiz Aytemir、Berrin Özçelik

  DOI：10.1007/s00044-010-9338-x

  日期：2011.5

  A novel series of 6-chloromethyl-3-hydroxy-2-substituted 4H-pyran-4-one derivatives were synthesized and tested for their antibacterial, antifungal and antiviral in vitro properties. In the view of activity results, compounds 8-11 (MIC: 8 mu g/ml) were more remarkably active against Staphylococcus aureus and Enterococcus faecalis. Compounds 1-7 were highly active against Candida albicans and C. parapsilosis with MIC value of 8 mu g/ml. Compound 9 bearing 3-chlorophenyl moiety was determined to be the most active compound against RNA virus PI-3.