3-methylene-1-thiaflavone | 78115-51-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 3-methylene-1-thiaflavone
• 英文别名: 3-Methylidene-2-phenylthiochromen-4-one
• CAS: 78115-51-2
• 化学式: C₁₆H₁₂OS
• 分子量: 252.337
• InChiKey: YZVDJDKWBYRTQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四甲基甲烷二胺 、 2-phenyl-thiochroman-4-one 在 乙酸酐 作用下， 反应 3.0h， 以51%的产率得到3-methylene-1-thiaflavone
  参考文献：
  名称：

  Antimicrobial 3-methylene flavanones

  摘要：

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.

  DOI：

  10.1021/jm00141a011

文献信息

• WARD, F. E.;GARLING, D. L.;BUCKLER, R. T.;LAWLER, D. M.;CUMMINGS, D. P., J. MED. CHEM., 1981, 24, N 9, 1073-1077
  作者：WARD, F. E.、GARLING, D. L.、BUCKLER, R. T.、LAWLER, D. M.、CUMMINGS, D. P.

  DOI：——

  日期：——
• Antimicrobial 3-methylene flavanones
  作者：Frederick E. Ward、David L. Garling、Robert T. Buckler、David M. Lawler、Dennis P. Cummings

  DOI：10.1021/jm00141a011

  日期：1981.9

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.