ethyl 5-(2,4-dichlorophenyl)-4-hydroxy-2-methyl-6-oxo-1H-pyridine-3-carboxylate | 138485-39-9

• 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: ethyl 5-(2,4-dichlorophenyl)-4-hydroxy-2-methyl-6-oxo-1H-pyridine-3-carboxylate
• CAS: 138485-39-9
• 化学式: C₁₅H₁₃Cl₂NO₄
• 分子量: 342.179
• InChiKey: MWEBZJHUXYKUSK-UHFFFAOYSA-N

物化性质

• 沸点：
  505.7±50.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 5-(2,4-dichlorophenyl)-4-hydroxy-2-methyl-6-oxo-1H-pyridine-3-carboxylate 在 sodium hydroxide 作用下， 反应 2.0h， 以94%的产率得到3-(2,4-dichlorophenyl)-4-hydroxy-6-methyl-1H-pyridin-2-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：

  2,4-二氯苯乙酸甲酯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 ethyl 5-(2,4-dichlorophenyl)-4-hydroxy-2-methyl-6-oxo-1H-pyridine-3-carboxylate
  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.