(5R)-3-dibenzo-p-dioxin-2-yl-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one | 1021187-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: (5R)-3-dibenzo-p-dioxin-2-yl-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one
• CAS: 1021187-12-1
• 化学式: C₁₈H₁₄N₄O₄
• 分子量: 350.334
• InChiKey: LMYNZIZWNNDFMW-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  78.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-[[(5R)-3-dibenzo-p-dioxin-2-yl-2-oxo-1,3-oxazolidin-5-yl]methyl]triazole-4-carboxylic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 以90.1%的产率得到(5R)-3-dibenzo-p-dioxin-2-yl-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of novel oxazolidinone antimicrobial agents

  摘要：

  The oxazolidinone class of antimicrobials represents a promising advance in the fight against resistant Gram-positive bacterial infections. Four novel oxazolidinone antimicrobial compounds, each containing a benzodioxin ring system, have been prepared. The general synthesis of each compound begins with the construction of a benzodioxin ring system containing a nitro substituent that ultimately becomes the nitrogen of the oxazolidinone ring. Three of the compounds utilize high yielding 'click chemistry' in their final step. The antimicrobial activities of the new oxazolidinones have been measured and the MIC against Staphylococcus aureus for one of the antimicrobials was determined to be 2-3 mu g/mL, which is comparable to the well-known oxazolidinone, linezolid. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.040

文献信息

• Synthesis of novel oxazolidinone antimicrobial agents
  作者：David C. Ebner、Jeffrey C. Culhane、Tyler N. Winkelman、Mitchell D. Haustein、Jayna L. Ditty、J. Thomas Ippoliti

  DOI：10.1016/j.bmc.2007.11.040

  日期：2008.3

  The oxazolidinone class of antimicrobials represents a promising advance in the fight against resistant Gram-positive bacterial infections. Four novel oxazolidinone antimicrobial compounds, each containing a benzodioxin ring system, have been prepared. The general synthesis of each compound begins with the construction of a benzodioxin ring system containing a nitro substituent that ultimately becomes the nitrogen of the oxazolidinone ring. Three of the compounds utilize high yielding 'click chemistry' in their final step. The antimicrobial activities of the new oxazolidinones have been measured and the MIC against Staphylococcus aureus for one of the antimicrobials was determined to be 2-3 mu g/mL, which is comparable to the well-known oxazolidinone, linezolid. (C) 2007 Elsevier Ltd. All rights reserved.