N-[[(5S)-3-[3-Fluoro-4-(methyl-4-piperidinylamino)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide | 952285-87-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[[(5S)-3-[3-Fluoro-4-(methyl-4-piperidinylamino)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
• 英文别名: N-[[(5S)-3-[3-fluoro-4-[methyl(piperidin-4-yl)amino]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 952285-87-9
• 化学式: C₁₈H₂₅FN₄O₃
• 分子量: 364.42
• InChiKey: WXIADJCFAKBUGE-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  73.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[[(5S)-3-[3-Fluoro-4-(methyl-4-piperidinylamino)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide 、 对硝基肉桂酸 在 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[[(5S)-3-[3-fluoro-4-[methyl-[1-[(E)-3-(4-nitrophenyl)prop-2-enoyl]piperidin-4-yl]amino]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activity of novel methylamino piperidinyl oxazolidinones

  摘要：

  Design and synthesis of a few novel methylamino piperidinyl substituted oxazolidinones are reported. Their antibacterial activities have been evaluated in a MIC assay against broader panel of both susceptible and resistant Gram-positive strains. (S)-N-{3-[3-Fluoro-4-(methyl-{1-[3-(5-nitrofuran-2-yl)-acryloyl]-piperidin-4-yl}-amino)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 4i has shown comparable antibacterial activity to linezolid and eperezolid in the MIC assay, additionally compound 4i showed good antibacterial activity with an in vitro MIC value of 2-4 mu g/mL against linezolid resistant Staphylococcus aureus (linezolid >= 16 mu g/mL). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.075
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到N-[[(5S)-3-[3-Fluoro-4-(methyl-4-piperidinylamino)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activity of novel methylamino piperidinyl oxazolidinones

  摘要：

  Design and synthesis of a few novel methylamino piperidinyl substituted oxazolidinones are reported. Their antibacterial activities have been evaluated in a MIC assay against broader panel of both susceptible and resistant Gram-positive strains. (S)-N-{3-[3-Fluoro-4-(methyl-{1-[3-(5-nitrofuran-2-yl)-acryloyl]-piperidin-4-yl}-amino)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 4i has shown comparable antibacterial activity to linezolid and eperezolid in the MIC assay, additionally compound 4i showed good antibacterial activity with an in vitro MIC value of 2-4 mu g/mL against linezolid resistant Staphylococcus aureus (linezolid >= 16 mu g/mL). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.075

文献信息

• Synthesis and in vitro antibacterial activity of novel methylamino piperidinyl oxazolidinones
  作者：Brijesh Kumar Srivastava、Rina Soni、Jayendra Z. Patel、Manish Solanki、Darshan Valani、Sunil Gupta、Bhupendra Mishra、Vijay Takale、Purvi Pandya、Mukul R. Jain、Pankaj R. Patel

  DOI：10.1016/j.bmcl.2007.06.075

  日期：2007.9

  Design and synthesis of a few novel methylamino piperidinyl substituted oxazolidinones are reported. Their antibacterial activities have been evaluated in a MIC assay against broader panel of both susceptible and resistant Gram-positive strains. (S)-N-3-[3-Fluoro-4-(methyl-1-[3-(5-nitrofuran-2-yl)-acryloyl]-piperidin-4-yl}-amino)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 4i has shown comparable antibacterial activity to linezolid and eperezolid in the MIC assay, additionally compound 4i showed good antibacterial activity with an in vitro MIC value of 2-4 mu g/mL against linezolid resistant Staphylococcus aureus (linezolid >= 16 mu g/mL). (c) 2007 Elsevier Ltd. All rights reserved.