N-((S)-3-{4-[1-(2-Chloro-acetyl)-piperidin-4-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide | 346665-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-((S)-3-{4-[1-(2-Chloro-acetyl)-piperidin-4-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide
• CAS: 346665-68-7
• 化学式: C₁₉H₂₃ClFN₃O₅
• 分子量: 427.86
• InChiKey: QBPCQLAEOHKQAU-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  88.18
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-吡啶甲醇 、 N-((S)-3-{4-[1-(2-Chloro-acetyl)-piperidin-4-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到N-[[(5S)-3-[3-fluoro-4-[[1-[2-(2-pyridylmethoxy)acetyl]-4-piperidyl]oxy]phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2
• 作为产物：
  描述：

  氯乙酰氯 、 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 N-((S)-3-{4-[1-(2-Chloro-acetyl)-piperidin-4-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2