N-{[(5S)-3-(3-fluoro-4-{4-[(5-nitro-2-furyl)methyl]piperazin-1-yl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-nitrothiophene-2-carboxamide

• 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: N-{[(5S)-3-(3-fluoro-4-{4-[(5-nitro-2-furyl)methyl]piperazin-1-yl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-nitrothiophene-2-carboxamide
• 英文别名: N-[[(5S)-3-[3-fluoro-4-[4-[(5-nitrofuran-2-yl)methyl]piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]-5-nitrothiophene-2-carboxamide
• 化学式: C₂₄H₂₃FN₆O₈S
• 分子量: 574.546
• InChiKey: BENBIWBGMYXAAF-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  198
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (5S)-5-(aminomethyl)-3-(3-fluoro-4-{4-[(5-nitro-2-furyl)methyl]piperazin-1-yl}phenyl)-1,3-oxazolidin-2-one 、 5-硝基噻吩-2-甲酸 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以12%的产率得到N-{[(5S)-3-(3-fluoro-4-{4-[(5-nitro-2-furyl)methyl]piperazin-1-yl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-nitrothiophene-2-carboxamide
  参考文献：
  名称：

  Synthesis and biological activity of novel oxazolidinones

  摘要：

  A number of 5-substituted derivatives of Ranbezolid, a novel oxazolidinone were synthesized. Antibacterial activity of the compounds against a number of sensitive and resistant bacteria showed promising results. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.054

文献信息

• WO2006/43121
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] OXAZOLIDINONE DERIVATIVES AS ANTIMICROBIALS<br/>[FR] DERIVES D'OXAZOLIDINONE SERVANT D'ANTIMICROBIENS
  申请人：RANBAXY LAB LTD

  公开号：WO2006043121A1

  公开（公告）日：2006-04-27

  [EN] 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 multiple-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.
  [FR] L'invention concerne certaines oxazolidinones phényle substituées et des procédés pour la synthèse de celles-ci. L'invention concerne également des compositions pharmaceutiques contenant les composés de l'invention, servant d'antimicrobiens. Ces composés constituent des agents antimicrobiens utiles, ils sont efficaces contre un certain nombre de pathogènes humains et vétérinaires, notamment des bactéries aérobies Gram positives, notamment des staphylocoques, des streptocoques et des entérocoques multirésistants, ainsi que des organismes anaérobies, notamment les espèces Bacterioides spp. et Clostridia spp., et des organismes rapides acides, notamment Mycobacterium tuberculosis, Mycobacterium avium et Mycobacterium spp.
• Synthesis and biological activity of novel oxazolidinones
  作者：Biswajit Das、A.V.S. Rajarao、Sonali Rudra、Ajay Yadav、Abhijit Ray、Manisha Pandya、Ashok Rattan、Anita Mehta

  DOI：10.1016/j.bmcl.2009.09.054

  日期：2009.11

  A number of 5-substituted derivatives of Ranbezolid, a novel oxazolidinone were synthesized. Antibacterial activity of the compounds against a number of sensitive and resistant bacteria showed promising results. (C) 2009 Elsevier Ltd. All rights reserved.