(S)-N-[[3-[4-[4-(N-methyl-)amino piperidine-1-yl]-3-fluorophenyl]-2oxo-oxazolidin-5-yl]methyl]acetamide | 172966-99-3

• 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-[4-(N-methyl-)amino piperidine-1-yl]-3-fluorophenyl]-2oxo-oxazolidin-5-yl]methyl]acetamide
• 英文别名: (S)-N-[[3-[4-[4-(N-methyl-)aminopiperidine-1-yl]-3-fluorophenyl]-2oxo-oxazolidin-5-yl]methyl]acetamide；(S)-N-{3-[3-fluoro-4-(4-methylamino-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide；N-[[(5S)-3-[3-fluoro-4-[4-(methylamino)piperidin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 172966-99-3
• 化学式: C₁₈H₂₅FN₄O₃
• 分子量: 364.42
• InChiKey: JUFMLPKUKKEQBI-HNNXBMFYSA-N

物化性质

• 沸点：
  591.9±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

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：

  (S)-N-[[3-[4-[4-(N-methyl-)amino piperidine-1-yl]-3-fluorophenyl]-2oxo-oxazolidin-5-yl]methyl]acetamide 、 5-硝基糠醛 在 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 为溶剂， 生成 N-[[(5S)-3-[3-fluoro-4-[4-[methyl-[(5-nitrofuran-2-yl)methyl]amino]piperidin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid

  摘要：

  Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles. These modifications led to several compounds with potent activity against a spectrum of resistant and susceptible Gram-positive organisms, along with the identification of ranbezolid (RBx 7644) as a clinical candidate. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.063
• 作为产物：
  描述：

  3,4-二氟硝基苯 在 palladium on activated charcoal 正丁基锂 、 sodium azide 、 TEA 、 氢气 、 四丁基碘化铵 、 sodium hydride 、 碳酸氢钠 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， -78.0~80.0 ℃ 、379.21 kPa 条件下， 反应 1.5h， 生成 (S)-N-[[3-[4-[4-(N-methyl-)amino piperidine-1-yl]-3-fluorophenyl]-2oxo-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid

  摘要：

  Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles. These modifications led to several compounds with potent activity against a spectrum of resistant and susceptible Gram-positive organisms, along with the identification of ranbezolid (RBx 7644) as a clinical candidate. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.063

文献信息

• Oxazolidinone derivatives as potential antimicrobials
  申请人：——

  公开号：US20030119817A1

  公开（公告）日：2003-06-26

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms such as Bacterioides spp. and Clostridia spp. species, and acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑烷酮以及其合成过程。本发明还涉及含有本发明化合物作为抗微生物药物的药物组合物。这些化合物是有用的抗微生物剂，对许多人类和兽医病原体具有有效作用，包括革兰氏阳性厌氧细菌，如多重耐药葡萄球菌，链球菌和肠球菌，以及厌氧微生物，如拟杆菌属和梭菌属物种，以及耐酸微生物，如结核分枝杆菌，分枝杆菌和分枝杆菌属。
• Oxazolidinone derivatives as antimicrobials disease
  申请人：——

  公开号：US20020103186A1

  公开（公告）日：2002-08-01

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effec number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms such as Bacterioides spp. and Clostridia spp. species, and acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑烷酮及其合成过程。本发明还涉及含有本发明化合物作为抗微生物药物的制药组合物。这些化合物是有用的抗微生物剂，可有效对抗多种人类和兽医病原体，包括革兰氏阳性厌氧菌如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌如Bacterioides spp.和Clostridia spp.种，和酸性快速生长菌如结核分枝杆菌、非结核分枝杆菌和分枝杆菌属。
• [EN] OXAZOLIDINONE DERIVATIVES AS ANTIMICROBIALS<br/>[FR] DERIVES D'OXAZOLIDINONE UTILISES EN TANT QU'ANTIMICROBIENS
  申请人：RANBAXY LAB LTD

  公开号：WO2002006278A1

  公开（公告）日：2002-01-24

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharma-ceutical compositions containing the compounds of the present invention as anti-microbials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms such as Bacterioides spp. and Clostridia spp. species, and acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑烷酮及其合成方法。本发明还涉及以本发明化合物作为抗微生物药物的药物组合物。这些化合物是有用的抗微生物剂，对多种人类和兽医病原体有效，包括革兰氏阳性需氧菌，如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，如拟杆菌属和梭菌属物种，以及酸性快速生长菌，如结核分枝杆菌、鸟型分枝杆菌和分枝杆菌属物种。
• Oxazolidinone derivatives as pontential antimicrobials
  申请人：——

  公开号：US20040242591A1

  公开（公告）日：2004-12-02

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms such as Bacteroides spp. and Clostridium spp. species, and acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑啉酮以及其合成的方法。本发明还涉及含有本发明化合物作为抗微生物药物的制剂。这些化合物是有用的抗微生物剂，对许多人类和兽医病原体有效，包括革兰氏阳性的需氧菌，如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，如Bacteroides属和Clostridium属物种，以及酸性快速菌，如结核分枝杆菌、埃及分枝杆菌和分枝杆菌属。
• Oxazolidinone derivatives and pharmaceutical compositions containing them
  申请人：Pharmacia & Upjohn Company

  公开号：US05668286A1

  公开（公告）日：1997-09-16

  The present invention provides agents having high antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel oxazolidinone derivatives represented by chemical formula (I), or pharmaceutically acceptable salts thereof, as well as antimicrobial compositions containing said derivatives or salts thereof as active ingredients. ##STR1##

  本发明提供了具有高抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了化学式（I）所代表的新型噁唑烷酮衍生物，或其药学上可接受的盐，以及含有该衍生物或其盐作为活性成分的抗微生物组合物。 ##STR1##