3,5-dimethyl-2,6-bis(p-methoxyphenyl)tetrahydropyran-4-one thiosemicarbazone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-dimethyl-2,6-bis(p-methoxyphenyl)tetrahydropyran-4-one thiosemicarbazone
• 英文别名: [[2,6-Bis(4-methoxyphenyl)-3,5-dimethyl-tetrahydropyran-4-ylidene]amino]thiourea；[[2,6-bis(4-methoxyphenyl)-3,5-dimethyloxan-4-ylidene]amino]thiourea
• 化学式: C₂₂H₂₇N₃O₃S
• 分子量: 413.541
• InChiKey: IHTXSCJACLKALY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-戊酮 在 盐酸 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 50.0h， 生成 3,5-dimethyl-2,6-bis(p-methoxyphenyl)tetrahydropyran-4-one thiosemicarbazone
  参考文献：
  名称：

  Synthesis, stereochemistry, antimicrobial evaluation and QSAR studies of 2,6-diaryltetrahydropyran-4-one thiosemicarbazones

  摘要：

  A series of 2,6-diaryltetrahydropyran-4-one thiosemicarbazones (11-27) were synthesized and characterized for evaluation of potential antibacterial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, Bacillus subtilis and Klebsiella pneumonia and antifungal activity against Cryptococcus neoformans, Candida albicans, Rhizopus sp., Aspergillus niger and Aspergillus kiwis were evaluated. Compounds 21 and 22 showed maximum inhibition potency at low concentration (6.25 mu g/ml) against P. aeruginosa. For antifungal activity, 20 and 21 were effective against C. neoformans and 22-24 against C. albicans at minimum concentration. Further, the results of QSAR studies of these synthesized compounds indicated the importance of weakly polar component of surface area, hydrophobicity and ionization potential parameters in defining their antimicrobial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.029

文献信息

• Synthesis, stereochemistry, antimicrobial evaluation and QSAR studies of 2,6-diaryltetrahydropyran-4-one thiosemicarbazones
  作者：S. Umamatheswari、B. Balaji、M. Ramanathan、S. Kabilan

  DOI：10.1016/j.ejmech.2011.01.029

  日期：2011.4

  A series of 2,6-diaryltetrahydropyran-4-one thiosemicarbazones (11-27) were synthesized and characterized for evaluation of potential antibacterial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, Bacillus subtilis and Klebsiella pneumonia and antifungal activity against Cryptococcus neoformans, Candida albicans, Rhizopus sp., Aspergillus niger and Aspergillus kiwis were evaluated. Compounds 21 and 22 showed maximum inhibition potency at low concentration (6.25 mu g/ml) against P. aeruginosa. For antifungal activity, 20 and 21 were effective against C. neoformans and 22-24 against C. albicans at minimum concentration. Further, the results of QSAR studies of these synthesized compounds indicated the importance of weakly polar component of surface area, hydrophobicity and ionization potential parameters in defining their antimicrobial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.