4,5-dibromo-1-methyl-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-1H-pyrrole-2-carboxamide | 1415036-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4,5-dibromo-1-methyl-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-1H-pyrrole-2-carboxamide
• 英文别名: 4,5-dibromo-1-methyl-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)pyrrole-2-carboxamide
• CAS: 1415036-40-6
• 化学式: C₁₆H₁₅Br₂N₃O₂S
• 分子量: 473.188
• InChiKey: WMYIQFUPHXANRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2,2-trichloro-1-(4,5-dibromo-1-methyl-1H-pyrrol-2-yl)ethanone 在 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 4,5-dibromo-1-methyl-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  Synthesis and antibiofilm activity of marine natural product-based 4-thiazolidinones derivatives

  摘要：

  4-Thiazolidinones derivatives of marine bromopyrrole alkaloids were synthesized as potential antibiofilm compounds. Among the synthesized compounds, some showed promising antibiofilm activity. Biological data revealed that 1,3-thiazolidin-4-one derivatives are more potent antibiofilm agents compared to 1,3-thiazinan-4-ones. Antibiofilm activity of compound 4b, 4c (MIC = 0.78 mu g/ml) was 3-fold superior than standard vancomycin (MIC = 3.125 mu g/ml) while activity of compound 4d, 4f, 4g and 4h was 2-fold (MIC = 1.56 mu g/ml) against Staphylococcus aureus biofilm. Compound 4b-4h showed equal antibiofilm activity against Staphylococcus epidermidis compared to standard Vancomycin (MIC = 3.125 mu g/ml). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.073

文献信息

• Synthesis and antibiofilm activity of marine natural product-based 4-thiazolidinones derivatives
  作者：Rajesh A. Rane、Niteshkumar U. Sahu、Chetan P. Shah

  DOI：10.1016/j.bmcl.2012.09.073

  日期：2012.12

  4-Thiazolidinones derivatives of marine bromopyrrole alkaloids were synthesized as potential antibiofilm compounds. Among the synthesized compounds, some showed promising antibiofilm activity. Biological data revealed that 1,3-thiazolidin-4-one derivatives are more potent antibiofilm agents compared to 1,3-thiazinan-4-ones. Antibiofilm activity of compound 4b, 4c (MIC = 0.78 mu g/ml) was 3-fold superior than standard vancomycin (MIC = 3.125 mu g/ml) while activity of compound 4d, 4f, 4g and 4h was 2-fold (MIC = 1.56 mu g/ml) against Staphylococcus aureus biofilm. Compound 4b-4h showed equal antibiofilm activity against Staphylococcus epidermidis compared to standard Vancomycin (MIC = 3.125 mu g/ml). (C) 2012 Elsevier Ltd. All rights reserved.