5-((3-(6,8-dichloro-2-oxo-2H-chromene-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)dihydrothioxopyrimidine-4,6(1H,5H)-dione | 1375188-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-((3-(6,8-dichloro-2-oxo-2H-chromene-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)dihydrothioxopyrimidine-4,6(1H,5H)-dione
• 英文别名: 5-[[3-(6,8-Dichloro-2-oxo-chromen-3-yl)-1-phenyl-pyrazol-4-yl]methylene]-2-thioxo-hexahydropyrimidine-4,6-dione；5-[[3-(6,8-dichloro-2-oxochromen-3-yl)-1-phenylpyrazol-4-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 1375188-19-4
• 化学式: C₂₃H₁₂Cl₂N₄O₄S
• 分子量: 511.345
• InChiKey: HYXRNWQHKVMXNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-乙酰基-6,8-二氯-2H-色烯-2-酮 在 溶剂黄146 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 1.17h， 生成 5-((3-(6,8-dichloro-2-oxo-2H-chromene-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)dihydrothioxopyrimidine-4,6(1H,5H)-dione
  参考文献：
  名称：

  Synthesis and antimicrobial activity of coumarin pyrazole pyrimidine 2,4,6(1H,3H,5H)triones and thioxopyrimidine4,6(1H,5H)diones

  摘要：

  A series of 5-((3-(2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione (4a-f) and dihydro-5-((3-(2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-2-thioxopyrimidine-4,6(1H,5H)-dione (5a-f) derivatives were synthesized by the condensation of 3-(2-oxo2H-chromen-3-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (3a-f) with barbituric acid and thiobarbituric acid in acetic acid under microwave irradiation method. The newly synthesized compounds were evaluated for their antibacterial activity against Bcillus subtilis, Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Pseudomonas aeoginosa, and Klebsiella pneumoniae. All the compounds were found to be moderately active against used microorganisms, whereas compounds (4d) and (4e) exhibited good antifungal activity against Aspergillus niger.

  DOI：

  10.1007/s00044-012-0078-y