9-methyl-2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-one | 1421963-75-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-methyl-2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-one
• 英文别名: 9-Methyl-2-(2-oxochromen-3-yl)chromeno[4,3-b]pyridin-5-one；9-methyl-2-(2-oxochromen-3-yl)chromeno[4,3-b]pyridin-5-one
• CAS: 1421963-75-8
• 化学式: C₂₂H₁₃NO₄
• 分子量: 355.35
• InChiKey: AZZXXDJGYVYUIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基-6-甲基香豆素 在 ammonium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 9.5h， 生成 9-methyl-2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-one
  参考文献：
  名称：

  Synthesis of a new series of 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones by two facile methods and evaluation of their antimicrobial activity

  摘要：

  A series of novel 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones 4a-4l have been synthesized using two methodologies (using Mannich base of 4-hydroxy coumarin and 4-chloro-3-formyl coumarin) (Patel et al., 2012) and assayed for their antibacterial activity against gram-positive bacteria viz. Bacillus subtilis (MTCC 441), Staphylococcus aureus (MTCC 96) and gram-negative bacteria viz. Escherichia coli (MTCC 443), Salmonella typhimurium (MTCC 98). The compounds 4a-4l were also assayed for their antifungal activity against Aspergillus niger (MTCC 282) and Candida albicans (MTCC 227). All the compounds 4a-4l exhibited potent inhibitory activity against gram-positive bacteria compared to standard drugs at the tested concentrations. The compounds also showed appreciable activity against gram-negative bacteria as well as fungi. The compounds 4e, 4f, 4i, 4k, and 4l are found to be the most proficient members of the series and emerged as potential molecules for further development.

  DOI：

  10.1007/s00044-013-0489-4

文献信息

• Synthesis of a new series of 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones by two facile methods and evaluation of their antimicrobial activity
  作者：Apoorva A. Patel、Hemali B. Lad、Kinnar R. Pandya、Chirag V. Patel、Dinkar I. Brahmbhatt

  DOI：10.1007/s00044-013-0489-4

  日期：2013.10

  A series of novel 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones 4a-4l have been synthesized using two methodologies (using Mannich base of 4-hydroxy coumarin and 4-chloro-3-formyl coumarin) (Patel et al., 2012) and assayed for their antibacterial activity against gram-positive bacteria viz. Bacillus subtilis (MTCC 441), Staphylococcus aureus (MTCC 96) and gram-negative bacteria viz. Escherichia coli (MTCC 443), Salmonella typhimurium (MTCC 98). The compounds 4a-4l were also assayed for their antifungal activity against Aspergillus niger (MTCC 282) and Candida albicans (MTCC 227). All the compounds 4a-4l exhibited potent inhibitory activity against gram-positive bacteria compared to standard drugs at the tested concentrations. The compounds also showed appreciable activity against gram-negative bacteria as well as fungi. The compounds 4e, 4f, 4i, 4k, and 4l are found to be the most proficient members of the series and emerged as potential molecules for further development.