4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2,6-difluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

• 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: 4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2,6-difluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: (S)-N-[[3-[3,5-difluoro-4-[4-(tert-butoxycarbonyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide；tert-butyl 4-[4-[(5S)-5-(acetamidomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2,6-difluorophenyl]piperazine-1-carboxylate
• 化学式: C₂₁H₂₈F₂N₄O₅
• 分子量: 454.474
• InChiKey: VACIUAIUFNAHRC-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2,6-difluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 27.5h， 生成 4-[4-((5S)-5-aminomethyl-2-oxo-oxazolidin-3-yl)-2,6-difluoro-phenyl]-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Oxazolidinone antibacterial agents having a thiocarbonyl functionality

  摘要：

  本发明提供了式1化合物： 或药物可接受的盐，其中A，G和R1如权利要求中所定义，它们是抗菌剂。

  公开号：

  US06342513B1
• 作为产物：
  描述：

  4-[4-((5R)-5-azidomethyl-2-oxo-oxazolidin-3-yl)-2,6-difluoro-phenyl]-piperazine-1-carboxylic acid tert-butyl ester 、 硫代乙酸 反应 12.0h， 以70%的产率得到4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2,6-difluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  [EN] NOVEL ANTIMICROBIALS
  [FR] NOUVEAUX AGENTS ANTIMICROBIENS

  摘要：

  公开号：

  WO2010058423A9

文献信息

• Oxazolidinone antimicrobials containing substituted diazine moieties
  申请人：The Upjohn Company

  公开号：US05547950A1

  公开（公告）日：1996-08-20

  A compound of structural Formula I: ##STR1## or pharmaceutically acceptable salts thereof wherein: each n is independently 1 to 3; Y is chosen from a-n as defined herein; wherein each occurrence of said C.sub.1-6 alkyl may be substituted with one or more F, Cl, Br, I, OR.sup.1, CO.sub.2 R.sup.1, CN, SR.sup.1, or R.sup.1 (where R.sup.1 is a hydrogen or C.sub.1-4 alkyl); X and Z are independently C.sub.1-6 alkyl, C.sub.3-12 cycloalkyl or hydrogen, or X and Z form a C.sub.0-3 bridging group, preferably X and Z are hydrogen; U, V and W are independently C.sub.1-6 alkyl, F, Cl, Br, hydrogen or a C.sub.1-6 alkyl substituted with one or more of F, Cl, Br or I, preferably U and V are F and W is hydrogen; R is hydrogen, C.sub.1-12 alkyl, C.sub.3-12 cycloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkyl substituted with one or more F, Cl, Br, I or OH; and q is 0 to 4 inclusive. Oxazolidinone derivatives possessing a substituted diazine moiety bonded to the N-aryl ring are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including multiply-resistant staphylococci and streptococci, as well as anaerobic organisms such as bacteroides and clostridia species, and acid-fast organisms such as Mycobacterium tuberculosis and Mycobacterium avium.

  结构式I的化合物：##STR1##或其药用可接受的盐，其中：每个n独立地为1到3；Y从a-n中选择，如此处所定义；其中所述的每个C.sub.1-6烷基的每次出现可以用一个或多个F、Cl、Br、I、OR.sup.1、CO.sub.2R.sup.1、CN、SR.sup.1或R.sup.1（其中R.sup.1是氢或C.sub.1-4烷基）替代；X和Z独立地为C.sub.1-6烷基、C.sub.3-12环烷基或氢，或X和Z形成一个C.sub.0-3桥联基，优选X和Z为氢；U、V和W独立地为C.sub.1-6烷基、F、Cl、Br、氢或一个或多个F、Cl、Br或I取代的C.sub.1-6烷基，优选U和V为F，W为氢；R为氢、C.sub.1-12烷基、C.sub.3-12环烷基、C.sub.1-6烷氧基、一个或多个F、Cl、Br、I或OH取代的C.sub.1-6烷基；q为0到4（包括4）。具有与N-芳基环结合的取代二嗪基团的噁唑烷酮衍生物是有用的抗微生物药剂，对许多人类和兽医病原体有效，包括多重耐药葡萄球菌和链球菌，以及厌氧生物，如拟杆菌和梭菌属，以及耐酸生物，如结核分枝杆菌和分枝杆菌。
• NOVEL ANTIMICROBIALS
  申请人：Jain Rajesh

  公开号：US20110245258A1

  公开（公告）日：2011-10-06

  The present invention relates to novel phenyl oxazolidinone compounds of formula I, their pharmaceutically acceptable analogs, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the synthesis of novel compounds of formula I or their pharmaceutically acceptable analogs, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The present invention also provides pharmaceutical compositions comprising novel compounds of formula I and methods of using them. The compounds of the present invention are useful as antimicrobial agents, effective against a number of aerobic and/or anaerobic Gram positive and/or Gram negative pathogens such as multi drug resistant species of Staphylococcus, Streptococcus, Enterococcus, Bacterioides, Clostridia, H. influenza, Moraxella, acid-fast organisms such as Mycobacterium tuberculosis as well as Linezolid resistant species of Staphylococcus and Enterococcus.

  本发明涉及公式I的新型苯基噁唑啉酮化合物，它们的药学上可接受的类似物、互变异构体、立体异构体、多晶形态、前药、代谢物、盐或其溶剂。本发明还涉及合成公式I的新化合物或其药学上可接受的类似物、互变异构体、立体异构体、多晶形态、前药、代谢物、盐或其溶剂的过程。本发明还提供了包含公式I的新化合物的制药组合物和使用它们的方法。本发明的化合物是抗微生物剂，对多种需氧和/或厌氧革兰阳性和/或革兰阴性病原体具有有效作用，如金黄色葡萄球菌、链球菌、肠球菌、拟杆菌、梭菌、流感嗜血杆菌、摩拉克斯氏菌、抗利多霉素的金黄色葡萄球菌和肠球菌等耐药菌。
• OXAZOLIDINONES CONTAINING A SUBSTITUTED DIAZINE MOIETY AND THEIR USE AS ANTIMICROBIALS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0640077B1

  公开（公告）日：2002-06-26
• ESTERS OF SUBSTITUTED-HYDROXYACETYL PIPERAZINE PHENYL OXAZOLIDINONES
  申请人：THE UPJOHN COMPANY

  公开号：EP0730591A1

  公开（公告）日：1996-09-11
• Novel antimicrobials
  申请人：Panacea Biotec Limited

  公开号：EP2367820A2

  公开（公告）日：2011-09-28