(4S,5R)-N-(4-fluorophenyl)-3-[(2R)-2-[[formyl(hydroxy)amino]methyl]hexanoyl]-5-methyl-1,3-oxazolidine-4-carboxamide | 1101196-53-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (4S,5R)-N-(4-fluorophenyl)-3-[(2R)-2-[[formyl(hydroxy)amino]methyl]hexanoyl]-5-methyl-1,3-oxazolidine-4-carboxamide
• CAS: 1101196-53-5
• 化学式: C₁₉H₂₆FN₃O₅
• 分子量: 395.431
• InChiKey: QPESMNBIHLRYSL-CPUCHLNUSA-N

物化性质

• 熔点：
  96-98 °C
• 密度：
  1.290±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  99.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2R)-2-({[(phenylmethyl)oxy]amino}methyl)hexanoic acid 在 2-propanephosphonic acid anhydride 、 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 乙醇 、 正庚烷 、 乙酸酐 、 乙酸乙酯 为溶剂， 生成 (4S,5R)-N-(4-fluorophenyl)-3-[(2R)-2-[[formyl(hydroxy)amino]methyl]hexanoyl]-5-methyl-1,3-oxazolidine-4-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activity of oxazolidine LBM-415 analogs as peptide deformylase inhibitors

  摘要：

  The drug resistant bacteria pose a severe threat to human health. The increasing resistance of those pathogens to traditional antibacterial therapy renders the identification of new antibacterial agents with novel antibacterial mechanisms an urgent need. In this study, a series of (2S)-N-substituted-1-[(formyhydroxyamino) methyl]-1-oxohexyl]-2-oxazolidinecarboxamides were designed, synthesized and evaluated for in vitro antibacterial activity. Most of these compounds displayed good activities against Gram-positive organisms comparable to reference agent LBM-415. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.097

文献信息

• Synthesis and in vitro antibacterial activity of oxazolidine LBM-415 analogs as peptide deformylase inhibitors
  作者：Linliang Yu、Weicheng Zhou、Zhenyu Wang

  DOI：10.1016/j.bmcl.2010.12.097

  日期：2011.3

  The drug resistant bacteria pose a severe threat to human health. The increasing resistance of those pathogens to traditional antibacterial therapy renders the identification of new antibacterial agents with novel antibacterial mechanisms an urgent need. In this study, a series of (2S)-N-substituted-1-[(formyhydroxyamino) methyl]-1-oxohexyl]-2-oxazolidinecarboxamides were designed, synthesized and evaluated for in vitro antibacterial activity. Most of these compounds displayed good activities against Gram-positive organisms comparable to reference agent LBM-415. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.