N-{(S)-3-[3-Fluoro-4-((E)-2-fluoro-vinyl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide | 402718-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-{(S)-3-[3-Fluoro-4-((E)-2-fluoro-vinyl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
• 英文别名: N-[[(5S)-3-[3-fluoro-4-(2-fluoroethenyl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 402718-11-0
• 化学式: C₁₄H₁₄F₂N₂O₃
• 分子量: 296.274
• InChiKey: MJZIYJKHESKTTD-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-{(S)-3-[3-Fluoro-4-((E)-2-fluoro-vinyl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 偶氮二异丁腈 、 三正丁基氢锡 、 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 三叔丁基膦 作用下， 以 苯 、 1,4-二氧六环 为溶剂， 生成 N-(((5S)-3-(3-fluoro-4-((Z)-2-fluoro-2-pyrimidin-5-ylethenyl)phenyl)-2-oxo-1,3-oxazolidin-5-yl)methyl)acetamide
  参考文献：
  名称：

  The synthesis and biological evaluation of a novel series of antimicrobials of the oxazolidinone class

  摘要：

  A novel series of antimicrobials of the oxazolidinone class is disclosed. These compounds are characterized relative to previously described analogues by a 'halostilbene-derived' pharmacophore and demonstrate enhanced antimicrobial activity against key Gram-positive pathogens when compared to Linezolid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00352-9
• 作为产物：
  描述：

  4-溴-2-氟苯甲醛 在 吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 二氮烯 、 水 、 氯磷酸二乙酯 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 18.0h， 生成 N-{(S)-3-[3-Fluoro-4-((E)-2-fluoro-vinyl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  The synthesis and biological evaluation of a novel series of antimicrobials of the oxazolidinone class

  摘要：

  A novel series of antimicrobials of the oxazolidinone class is disclosed. These compounds are characterized relative to previously described analogues by a 'halostilbene-derived' pharmacophore and demonstrate enhanced antimicrobial activity against key Gram-positive pathogens when compared to Linezolid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00352-9

文献信息

• The synthesis and biological evaluation of a novel series of antimicrobials of the oxazolidinone class
  作者：Richard J. Sciotti、Marina Pliushchev、Paul E. Wiedeman、Darlene Balli、Robert Flamm、Angela M. Nilius、Kennan Marsh、DeAnne Stolarik、Robert Jolly、Roger Ulrich、Stevan W. Djuric∗

  DOI：10.1016/s0960-894x(02)00352-9

  日期：2002.8

  A novel series of antimicrobials of the oxazolidinone class is disclosed. These compounds are characterized relative to previously described analogues by a 'halostilbene-derived' pharmacophore and demonstrate enhanced antimicrobial activity against key Gram-positive pathogens when compared to Linezolid. (C) 2002 Elsevier Science Ltd. All rights reserved.