(S)-N-[3-[2-[4-(N-t-butoxycarbonyl)piperazin-1-yl]pyridin-5-yl]-2-oxooxazolidin-5-ylmethyl]acetamide | 510729-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-N-[3-[2-[4-(N-t-butoxycarbonyl)piperazin-1-yl]pyridin-5-yl]-2-oxooxazolidin-5-ylmethyl]acetamide
• 英文别名: 4-{5-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-pyridin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester；tert-butyl 4-[5-[(5S)-5-(acetamidomethyl)-2-oxo-1,3-oxazolidin-3-yl]pyridin-2-yl]piperazine-1-carboxylate
• CAS: 510729-47-2
• 化学式: C₂₀H₂₉N₅O₅
• 分子量: 419.481
• InChiKey: MVQBWPJKPQLFOF-INIZCTEOSA-N

物化性质

• 熔点：
  184-186 °C
• 沸点：
  646.4±55.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-N-[3-[2-[4-(N-t-butoxycarbonyl)piperazin-1-yl]pyridin-5-yl]-2-oxooxazolidin-5-ylmethyl]acetamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(5S)-2-oxo-3-(6-piperazin-1-yl-pyridin-3-yl)-oxazolidin-5-ylmethyl]-acetamide
  参考文献：
  名称：

  含吡啶联噁唑烷酮类化合物及其合成方法和应用

  摘要：

  本发明公开了含吡啶联噁唑烷酮类化合物及其合成方法和应用。本发明所提供的含吡啶联噁唑烷酮类化合物的结构通式为通式I所示。本发明将利奈唑胺的B环苯环替换为吡啶杂环，吡啶环的引入改变了电子云的分布，增加了分子的碱性，并进一步对C环进行了改造。为进一步提高抗菌活性，本发明在部分产物的吡啶环上连上氟，其抗菌活性得到明显提高。体外抗菌活性测试表明，本发明所提供的含吡啶联噁唑烷酮类化合物均具有确切的抗菌活性，有望成为利奈唑胺的替代品用于临床。

  公开号：

  CN116675685A
• 作为产物：
  描述：

  tert-butyl 4-{5-[(5R)-5-hydroxymethyl-2-oxo-1,3-oxazolan-3-yl]pyridin-2-yl}piperazine-1-carboxylate 在 palladium on activated charcoal sodium azide 、 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 (S)-N-[3-[2-[4-(N-t-butoxycarbonyl)piperazin-1-yl]pyridin-5-yl]-2-oxooxazolidin-5-ylmethyl]acetamide
  参考文献：
  名称：

  Design, Synthesis and Biological Evaluation of Oxazolidinone–Quinolone Hybrids

  摘要：

  Oxazolidinone-quinolone hybrids that combine the pharmacophores of a quinolone and an oxazolidinone were synthesised and shown to be active against a variety of resistant and susceptible Gram-positive and fastidious Gram-negative organisms. The best compounds in this series overcome all types of resistance in relevant clinical Gram-positive pathogens. The nature of the spacer greatly influences the antibacterial activity. The dual mode of action could be demonstrated for compounds having a piperazinyl spacer. Antibacterial activity was higher at acidic pH. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00083-x

文献信息

• [EN] OXAZOLIDINONE DERIVATIVES AS ANTIBACTERIAL AGENTS<br/>[FR] DERIVES DE L'OXAZOLIDINONE, AGENTS ANTIBACTERIENS
  申请人：ORCHID CHEMICALS & PHARM LTD

  公开号：WO2004009587A1

  公开（公告）日：2004-01-29

  The present invention provides novel compounds of the general formula (I), their derivatives, their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their hydrates, their solvates, their pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them. The present invention more particularly provides novel oxazolidinone derivatives of the general formula (I).

  本发明提供了一般式(I)的新化合物，它们的衍生物、类似物、互变异构体、立体异构体、多晶形态、水合物、溶剂合物、药用可接受盐和含有它们的药用可接受组合物。本发明特别提供了一般式(I)的新噁唑啉酮衍生物。
• Dual action antibiotics
  申请人：Hubschwerlen Christian

  公开号：US20050096343A1

  公开（公告）日：2005-05-05

  The present invention relates to compounds of the Formula (I) that are useful antimicrobial agents and effective against a variety of multi-drug resistant bacteria.

  本发明涉及式(I)化合物，其是有用的抗微生物剂，并且对多种多药耐药菌有效。
• DUAL ACTION ANTIBIOTICS
  申请人：Hubschwerlen Christian

  公开号：US20110059946A1

  公开（公告）日：2011-03-10

  The present invention relates to compounds of the Formula (I) that are useful antimicrobial agents and effective against a variety of multi-drug resistant bacteria:

  本发明涉及式（I）的化合物，它们是有用的抗微生物药物，并且对各种多药耐药细菌有效。
• [EN] OXAZOLE DERIVATIVES AS ANTIBACTERIAL AGENTS<br/>[FR] COMPOSES NOUVEAUX UTILES COMME AGENTS ANTI-BACTERIENS
  申请人：ORCHID CHEMICALS & PHARM LTD

  公开号：WO2005003087A3

  公开（公告）日：2005-03-17
• Syntheses and antibacterial activity of a series of 3-(pyridine-3-yl)-2-oxazolidinone
  作者：Yingjie Cui、Yaxian Dang、Yushe Yang、Shuhua Zhang、Ruyun Ji

  DOI：10.1016/j.ejmech.2004.10.012

  日期：2005.2

  The syntheses of substituted piperazinyl pyridyl oxazolidinones 8-16 are described. Their in vitro activities against Gram-positive organisms such as Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus and enterococcus were evaluated by minimum inhibitory concentration (MIC) determination. Compound 8 and 10 were found to be superior to linezolid. (C) 2005 Elsevier SAS. All rights reserved.