(3R)-3-(2-fluoro-4-nitro-phenylamino)-pyrrolidine-1-carboxylic acid allyl ester | 510728-62-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3R)-3-(2-fluoro-4-nitro-phenylamino)-pyrrolidine-1-carboxylic acid allyl ester
• 英文别名: prop-2-enyl (3R)-3-(2-fluoro-4-nitroanilino)pyrrolidine-1-carboxylate
• CAS: 510728-62-8
• 化学式: C₁₄H₁₆FN₃O₄
• 分子量: 309.297
• InChiKey: PSMHWQDMJHFKEX-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R)-3-(2-fluoro-4-nitro-phenylamino)-pyrrolidine-1-carboxylic acid allyl ester 在 palladium on activated charcoal bis-triphenylphosphine-palladium(II) chloride 、 氢气 、 三正丁基氢锡 、 碳酸氢钠 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 丙酮 为溶剂， 反应 4.0h， 生成 (3R)-3-[(4-benzyloxycarbonylamino-2-fluoro-phenyl)amino]-pyrrolidine-1-carboxylic acid tert-butyl ester
  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
• 作为产物：
  描述：

  3,4-二氟硝基苯 、 (3R)-1-allyloxycarbonyl-3-amino-pyrrolidine 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 20.0h， 以59%的产率得到(3R)-3-(2-fluoro-4-nitro-phenylamino)-pyrrolidine-1-carboxylic acid allyl ester
  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

• 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。
• US7820823B2
  申请人：——

  公开号：US7820823B2

  公开（公告）日：2010-10-26
• US8329908B2
  申请人：——

  公开号：US8329908B2

  公开（公告）日：2012-12-11
• [EN] DUAL ACTIONS ANTIBIOTICS COMPRISING A OXAZOLDINONE AND A QUINOLONE OR NAPHTHYRIDINONE MOIETY<br/>[FR] ANTIBIOTIQUES A ACTION DUALE RENFERMANT UNE OXAZOLIDINONE ET UNE QUINOLONE OU UNE FRACTION DE NAPHTHYRIDINONE
  申请人：MORPHOCHEM AG KOMB CHEMIE

  公开号：WO2003031443A1

  公开（公告）日：2003-04-17

  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.