(S)-N-{3-[4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide | 853795-27-4

• 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: (S)-N-{3-[4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
• 英文别名: WCK 2162；(S)-N-{3-[3-fluoro-4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide；N-[[(5S)-3-[3-fluoro-4-(1-oxa-6-azaspiro[2.5]octan-6-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 853795-27-4
• 化学式: C₁₈H₂₂FN₃O₄
• 分子量: 363.389
• InChiKey: UBNOGFKMNUEPIW-AWEZNQCLSA-N

物化性质

• 沸点：
  615.3±55.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-N-{3-[4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以55%的产率得到(S)-N-{3-[4-(4-hydroxymethyl-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
  参考文献：
  名称：

  [EN] SUBSTITUTED PIPERIDINO PHENYLOXAZOLIDINONES HAVING ANTIMICRIOBIAL ACTIVITY WITH IMPROVED IN VIVO EFFICACY
  [FR] PIPERIDINO PHENYLOXAZOLIDINONES SUBSTITUEES DONT L'ACTIVITE ANTIMICROBIENNE A UN MEILLEUR RENDEMENT IN VIVO

  摘要：

  公开号：

  WO2005054234A3
• 作为产物：
  描述：

  三甲基碘化亚砜 、 N-[3-{3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide 在 sodium hydride 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 反应 3.5h， 以62%的产率得到(S)-N-{3-[4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
  参考文献：
  名称：

  [EN] BICYCLIC NITROIMIDAZOLES COVALENTLY LINKED TO SUBSTITUTED PHENYL OXAZOLIDINONES
  [FR] NITROIMIDAZOLES BICYCLIQUES LIÉS PAR COVALENCE À DES PHÉNYLOXAZOLIDINONES SUBSTITUÉES

  摘要：

  公开号：

  WO2009120789A8

文献信息

• Substituted piperidino phenyloxazolidinones having antimicrobial activity with improved in vivo efficacy
  申请人：Deshpande Keshav Prasad

  公开号：US20050143421A1

  公开（公告）日：2005-06-30

  The present invention provides agents having antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel substituted piperidino phenyloxazolidinone derivatives, processes for making compounds as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating bacterial infections with the said derivatives.

  本发明提供了具有抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了新型的取代哌啶基苯并噁唑啉衍生物，制备该类化合物的方法，以及包含上述衍生物作为活性成分的抗微生物组合物和使用该类衍生物治疗细菌感染的方法。
• BICYCLIC NITROIMIDAZOLE-SUBSTITUTED PHENYL OXAZOLIDINONES
  申请人：Ding Charles Z.

  公开号：US20090281088A1

  公开（公告）日：2009-11-12

  The current invention provides a series of bicyclic nitroimidazole-substituted phenyl oxazolidinones in which a bicyclic nitroimidazole pharmacophore is covalently bonded to a phenyl oxazolidinone, their pharmaceutical compositions, and the method of use of the compositions for prevention and treatment of bacterial infections. The bicyclic nitroimidazole-substituted phenyl oxazolidinones possess surprising antibacterial activity against wild-type and resistant strains of pathogens, and are therefore useful for the prevention, control and treatment of a number of human and veterinary bacterial infections caused by these pathogens, such as Mycobacterium tuberculosis.

  本发明提供了一系列双环硝基咪唑取代的苯基噁唑烷酮，其中双环硝基咪唑药效团与苯基噁唑烷酮共价键合，它们的制药组合物以及用于预防和治疗细菌感染的组合物的使用方法。这些双环硝基咪唑取代的苯基噁唑烷酮对野生型和耐药菌株具有惊人的抗菌活性，因此对于预防、控制和治疗由这些病原体引起的许多人类和兽医细菌感染是有用的，如结核分枝杆菌。
• SUBSTITUTED PIPERIDINO PHENYLOXAZOLIDINONES HAVING ANTIMICROBIAL ACTIVITY WITH IMPROVED IN VIVO EFFICACY
  申请人：Deshpande Prasad Keshav

  公开号：US20100144735A1

  公开（公告）日：2010-06-10

  The present invention provides agents having antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel substituted piperidino phenyloxazolidinone derivatives, processes for making compounds as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating bacterial infections with the said derivatives.

  本发明提供具有抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了新型的取代的哌啶基苯并噁唑啉衍生物，制备该化合物的方法以及含有该衍生物作为活性成分的抗微生物组合物和使用该衍生物治疗细菌感染的方法。
• WCK 4034: A promising oxazolidinone for treating gram positive infections
  作者：Satish Bhawsar、Shivaji Pawar、Prasad Deshpande、Ravindra Yeole、Rajesh Chavan、Manohar Nandanwar、Sachin Bhagwat、Mahesh Patel

  DOI：10.1016/j.bmcl.2022.128842

  日期：2022.9
• SUBSTITUTED PIPERIDINO PHENYLOXAZOLIDINONES HAVING ANTIMICRIOBIAL ACTIVITY WITH IMPROVED I IN VIVO /I EFFICACY
  申请人：Wockhardt Limited

  公开号：EP1664038A2

  公开（公告）日：2006-06-07