(R)-[3-[3-fluoro-4-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}phenyl]-2-oxo-5-oxazolidinyl]-methanol | 250372-38-4

• 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: (R)-[3-[3-fluoro-4-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}phenyl]-2-oxo-5-oxazolidinyl]-methanol
• 英文别名: tert-butyl 4-{2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenoxy}piperidine-1-carboxylate；tert-butyl 4-[2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenoxy]piperidine-1-carboxylate
• CAS: 250372-38-4
• 化学式: C₂₀H₂₇FN₂O₆
• 分子量: 410.443
• InChiKey: CNTAVVCAQFSTCR-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 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：
  88.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-[3-[3-fluoro-4-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}phenyl]-2-oxo-5-oxazolidinyl]-methanol 在 sodium azide 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 tert-butyl 4-[4-[(5R)-5-(azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-fluorophenoxy]piperidine-1-carboxylate
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2
• 作为产物：
  描述：

  3,4-二氟硝基苯 在 palladium on activated charcoal 正丁基锂 、 potassium tert-butylate 、 ammonium formate 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 反应 9.0h， 生成 (R)-[3-[3-fluoro-4-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}phenyl]-2-oxo-5-oxazolidinyl]-methanol
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2

文献信息

• [EN] OXAZOLIDINONE DERIVATIVES AS ANTIMICROBIALS<br/>[FR] DERIVES D'OXAZOLIDINONE A ACTIVITE ANTIMICROBIENNE
  申请人：RANBAXY LAB LTD

  公开号：WO2006035283A1

  公开（公告）日：2006-04-06

  The present invention relates to substituted phenyl oxazolidinones and processes for preparing thereof. This invention also relates to pharmaceutical compositions comprising compounds of the present invention. Such compounds can be useful antimicrobial agents that can be particularly effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria (e.g., multiple-resistant staphylococci, streptococci and enterococci), anaerobic organisms (e.g., Bacterioides spp. and Clostridia spp. species), and acid-fast organisms (e.g., Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp).Formula (I).

  本发明涉及取代苯基噁唑烷酮及其制备方法。本发明还涉及包含本发明化合物的药物组合物。这些化合物可以是有用的抗微生物剂，特别是对许多人类和兽医病原体具有特效，包括革兰氏阳性厌氧细菌（例如，多耐药葡萄球菌、链球菌和肠球菌）、厌氧菌（例如，拟杆菌属和梭菌属物种）和耐酸菌（例如，结核分枝杆菌、分枝杆菌和分枝杆菌属）。公式（I）。
• Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent
  作者：Michele A. Weidner-Wells、Christine M. Boggs、Barbara D. Foleno、John Melton、Karen Bush、Raul M. Goldschmidt、Dennis J. Hlasta

  DOI：10.1016/s0968-0896(02)00065-2

  日期：2002.7

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.