methyl (E)-3-(4-fluorophenyl)-2-((5-oxo-4-phenyl-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate | 1415645-90-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (E)-3-(4-fluorophenyl)-2-((5-oxo-4-phenyl-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate
• 英文别名: methyl (E)-3-(4-fluorophenyl)-2-[(5-oxo-4-phenyltetrazol-1-yl)methyl]prop-2-enoate
• CAS: 1415645-90-7
• 化学式: C₁₈H₁₅FN₄O₃
• 分子量: 354.341
• InChiKey: UJHHLWWRRFADAU-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate 在 硫酸 、 氢溴酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 methyl (E)-3-(4-fluorophenyl)-2-((5-oxo-4-phenyl-4,5-dihydro-1H-tetrazol-1-yl)methyl)acrylate
  参考文献：
  名称：

  A facile route for the synthesis 1,4-disubstituted tetrazolone derivatives and evaluation of their antimicrobial activity

  摘要：

  A facile route for the synthesis of 20 new 1,4-disubstituted tetrazolone derivatives from allyl bromides of Baylis-Hillman adducts and various 1-substituted tetrazolones is described. All the synthesized compounds were screened for in vitro antibacterial and antifungal activity. Out of 20 newly synthesized compounds 16 compounds showed very good activity against the Gram-positive bacteria Bacillus subtilis compare to the standard drug ciprofloxacin. The compounds 7b, 7n and 7o showed remarkable activity against both the Gram-positive bacteria B. subtilis and Staphylococcus aureus. Two compounds 7l and 7o showed very good activity against the Gram-negative bacteria Escherichia coli. The compounds, when tested for antifungal activity four compounds- 7b, 7l, 7o and 7s- showed very good activity against the strain Aspergillus niger, whereas seven compounds- 7e, 7g, 7h, 7l, 7o and 7s- display good activity against Candida albicans. Compounds 7b, 7e, 7g, 7l and 7o exhibited very good-to-high activity towards all the strains tested.

  DOI：

  10.1007/s00044-012-0331-4

文献信息

• A facile route for the synthesis 1,4-disubstituted tetrazolone derivatives and evaluation of their antimicrobial activity
  作者：Amlipur Santhoshi、Partha Sarathi Sadhu、Rekulapally Sriram、Chebolu Naga Sesha Sai Pavan Kumar、Budde Mahendar、Manda Sarangapani、Vaidya Jayathirtha Rao

  DOI：10.1007/s00044-012-0331-4

  日期：2013.7

  A facile route for the synthesis of 20 new 1,4-disubstituted tetrazolone derivatives from allyl bromides of Baylis-Hillman adducts and various 1-substituted tetrazolones is described. All the synthesized compounds were screened for in vitro antibacterial and antifungal activity. Out of 20 newly synthesized compounds 16 compounds showed very good activity against the Gram-positive bacteria Bacillus subtilis compare to the standard drug ciprofloxacin. The compounds 7b, 7n and 7o showed remarkable activity against both the Gram-positive bacteria B. subtilis and Staphylococcus aureus. Two compounds 7l and 7o showed very good activity against the Gram-negative bacteria Escherichia coli. The compounds, when tested for antifungal activity four compounds- 7b, 7l, 7o and 7s- showed very good activity against the strain Aspergillus niger, whereas seven compounds- 7e, 7g, 7h, 7l, 7o and 7s- display good activity against Candida albicans. Compounds 7b, 7e, 7g, 7l and 7o exhibited very good-to-high activity towards all the strains tested.