1-(4-oxo-4H-1-benzopyran-3-yl)-1,1-bis(4-hydroxy-6,7-dimethyl-1-benzopyran-2-one-3-yl)methane | 1262854-92-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1-(4-oxo-4H-1-benzopyran-3-yl)-1,1-bis(4-hydroxy-6,7-dimethyl-1-benzopyran-2-one-3-yl)methane
• 英文别名: 4-Hydroxy-3-[(4-hydroxy-6,7-dimethyl-2-oxo-chromen-3-yl)-(4-oxochromen-3-yl)methyl]-6,7-dimethyl-chromen-2-one；4-hydroxy-3-[(4-hydroxy-6,7-dimethyl-2-oxochromen-3-yl)-(4-oxochromen-3-yl)methyl]-6,7-dimethylchromen-2-one
• CAS: 1262854-92-1
• 化学式: C₃₂H₂₄O₈
• 分子量: 536.538
• InChiKey: MTOHAWYRGURNTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  40
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-羟基-6,7-二甲基香豆素 、 色酮-3-甲醛 以 neat (no solvent) 为溶剂， 反应 0.12h， 以87%的产率得到1-(4-oxo-4H-1-benzopyran-3-yl)-1,1-bis(4-hydroxy-6,7-dimethyl-1-benzopyran-2-one-3-yl)methane
  参考文献：
  名称：

  Solvent- and catalyst-free synthesis of bis-adducts of 3-formylchromone as potential antimicrobial agents

  摘要：

  A facile and ecofriendly synthesis of new (chromon-3-yl)bis(heteroaryl)methanes 5a-d, from 3-formylchromone 1 and active methylene compounds 2-4 is reported under solvent-free, catalyst-free thermal heating condition in good yields. The synthesized compounds were characterized on the basis of elemental and spectral (IR, H-1 NMR, and mass spectrometry) analysis. All the target compounds were evaluated for their in vitro antimicrobial activity against Streptococcus pyogenes, Methicillin resistant Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae, and Escherichia coli bacterial strains, and fungal cultures of Candida albicans, Aspergillus fumigatus, Trichophyton mentagrophytes, and Penicillium marneffei by disk diffusion assay with slight modifications. The minimum inhibitory concentration was determined for the test compounds as well as for reference standards. Among the tested compounds, 5b has shown the most potent antibacterial as well as antifungal activities.

  DOI：

  10.1007/s00044-012-0013-2

文献信息

• Solvent- and catalyst-free synthesis of bis-adducts of 3-formylchromone as potential antimicrobial agents
  作者：Zeba N. Siddiqui、T. N. Mohammed Musthafa、Shagufta Praveen

  DOI：10.1007/s00044-012-0013-2

  日期：2013.1

  A facile and ecofriendly synthesis of new (chromon-3-yl)bis(heteroaryl)methanes 5a-d, from 3-formylchromone 1 and active methylene compounds 2-4 is reported under solvent-free, catalyst-free thermal heating condition in good yields. The synthesized compounds were characterized on the basis of elemental and spectral (IR, H-1 NMR, and mass spectrometry) analysis. All the target compounds were evaluated for their in vitro antimicrobial activity against Streptococcus pyogenes, Methicillin resistant Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae, and Escherichia coli bacterial strains, and fungal cultures of Candida albicans, Aspergillus fumigatus, Trichophyton mentagrophytes, and Penicillium marneffei by disk diffusion assay with slight modifications. The minimum inhibitory concentration was determined for the test compounds as well as for reference standards. Among the tested compounds, 5b has shown the most potent antibacterial as well as antifungal activities.