4-amino-6-methyl-3-phenylpyridin-2(1H)-one | 138485-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-amino-6-methyl-3-phenylpyridin-2(1H)-one
• 英文别名: 4-amino-6-methyl-3-phenyl-1H-pyridin-2-one
• CAS: 138485-26-4
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: PKHXWUQLBSPSTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-amino-6-methyl-3-phenylpyridin-2(1H)-one 反应 0.5h， 以85%的产率得到4-acetylamino-6-methyl-3-phenylpyridin-2(1H)-one
  参考文献：
  名称：

  Anti-mycobacterial 4-hydroxy-3-phenylpyridin-2 (1H)-ones

  摘要：

  4-Hydroxy-3-phenylpyridin-2 (1H)-ones with different substituents either at N-1 or in the phenyl group were synthesized by reaction of ethyl-beta-aminocrotonates with dialkyl malonates or 'magic malonates' (2,4,6-trichlorophenyl malonates). The evaluation of these compounds on Mycobacterium tuberculosis H37Ra, Escherichia coli B and Staphylococcus aureus ATCC 25923 showed significant inhibitory effects on M tuberculosis (5g and 5s, MIC = 8-mu-g/ml). A structure-activity relationship is discussed.

  DOI：

  10.1016/0223-5234(91)90194-r
• 作为产物：
  描述：

  苯基丙二酸二乙酯 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 18.5h， 生成 4-amino-6-methyl-3-phenylpyridin-2(1H)-one
  参考文献：
  名称：

  Anti-mycobacterial 4-hydroxy-3-phenylpyridin-2 (1H)-ones

  摘要：

  4-Hydroxy-3-phenylpyridin-2 (1H)-ones with different substituents either at N-1 or in the phenyl group were synthesized by reaction of ethyl-beta-aminocrotonates with dialkyl malonates or 'magic malonates' (2,4,6-trichlorophenyl malonates). The evaluation of these compounds on Mycobacterium tuberculosis H37Ra, Escherichia coli B and Staphylococcus aureus ATCC 25923 showed significant inhibitory effects on M tuberculosis (5g and 5s, MIC = 8-mu-g/ml). A structure-activity relationship is discussed.

  DOI：

  10.1016/0223-5234(91)90194-r

文献信息

• Anti-mycobacterial 4-hydroxy-3-phenylpyridin-2 (1H)-ones
  作者：G Dannhardt、W Meindl、BD Schober、T Kappe

  DOI：10.1016/0223-5234(91)90194-r

  日期：1991.9

  4-Hydroxy-3-phenylpyridin-2 (1H)-ones with different substituents either at N-1 or in the phenyl group were synthesized by reaction of ethyl-beta-aminocrotonates with dialkyl malonates or 'magic malonates' (2,4,6-trichlorophenyl malonates). The evaluation of these compounds on Mycobacterium tuberculosis H37Ra, Escherichia coli B and Staphylococcus aureus ATCC 25923 showed significant inhibitory effects on M tuberculosis (5g and 5s, MIC = 8-mu-g/ml). A structure-activity relationship is discussed.