3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4(1H)-one | 1154422-01-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4(1H)-one
• 英文别名: 1-(3-hydroxyphenyl)-2-methyl-3-hydroxy-pyridin-4-one；3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4-one
• CAS: 1154422-01-1
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: UQSAKLAHSWLXNK-UHFFFAOYSA-N

物化性质

• 熔点：
  268-269 °C(Solvent: Methanol)
• 沸点：
  413.1±45.0 °C(predicted)
• 密度：
  1.390±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 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：
  60.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  麦芽醇 、 3-氨基苯酚 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以40%的产率得到3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4(1H)-one
  参考文献：
  名称：

  Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives

  摘要：

  A series of Mannich bases of 2-alkyl-3-hydroxy-pyridine-4-ones, namely 2-alkyl-3-hydroxy-5-N-piperidylmethyl or N,N-dialkylaminomethyl pyridine-4-ones 9, 10 and 15-18, two derivatives of N-aryl-2methyl-3-hydroxy-pyridine-4-ones 19, 20 and two N-alkyl derivatives of maltol, 21 and 22 were prepared. They were screened for their antibacterial and antifungal activities against a variety of microorganisms using micro plate Alamar Blues assay (MABA) method. Multiple linear regressions (MLR) analysis was performed for the synthesized compounds as well as a series of pyridinone and pyranone derivatives 23-43 which have been synthesized and evaluated for antimicrobial activity by other researchers previously. Studied compounds showed a better quantitative structure-activity relationship (QSAR) model for the antimicrobial activity against Candida albicans and Staphylococcus aureus in comparison with other tested microorganisms. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.10.022

文献信息

• Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives
  作者：Afshin Fassihi、Daryoush Abedi、Lotfollah Saghaie、Razieh Sabet、Hossein Fazeli、Ghasem Bostaki、Omid Deilami、Hekmatollah Sadinpour

  DOI：10.1016/j.ejmech.2008.10.022

  日期：2009.5

  A series of Mannich bases of 2-alkyl-3-hydroxy-pyridine-4-ones, namely 2-alkyl-3-hydroxy-5-N-piperidylmethyl or N,N-dialkylaminomethyl pyridine-4-ones 9, 10 and 15-18, two derivatives of N-aryl-2methyl-3-hydroxy-pyridine-4-ones 19, 20 and two N-alkyl derivatives of maltol, 21 and 22 were prepared. They were screened for their antibacterial and antifungal activities against a variety of microorganisms using micro plate Alamar Blues assay (MABA) method. Multiple linear regressions (MLR) analysis was performed for the synthesized compounds as well as a series of pyridinone and pyranone derivatives 23-43 which have been synthesized and evaluated for antimicrobial activity by other researchers previously. Studied compounds showed a better quantitative structure-activity relationship (QSAR) model for the antimicrobial activity against Candida albicans and Staphylococcus aureus in comparison with other tested microorganisms. (C) 2008 Elsevier Masson SAS. All rights reserved.