6-Chloro-N-(4-fluoro-phenyl)-1-oxy-nicotinamide | 364078-26-2

• 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: 6-Chloro-N-(4-fluoro-phenyl)-1-oxy-nicotinamide
• 英文别名: 6-chloro-N-(4-fluorophenyl)-1-oxidopyridin-1-ium-3-carboxamide
• CAS: 364078-26-2
• 化学式: C₁₂H₈ClFN₂O₂
• 分子量: 266.659
• InChiKey: MEWOMDUCJFJDGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium methansulfinate 、 6-Chloro-N-(4-fluoro-phenyl)-1-oxy-nicotinamide 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到N-(4-Fluoro-phenyl)-6-methanesulfonyl-1-oxy-nicotinamide
  参考文献：
  名称：

  Nicotinamide N -Oxides as CXCR2 antagonists

  摘要：

  A series of nicotinamide N-oxides was synthesized and shown to be novel, potent, and selective antagonists of the CXCR2 receptor. Furthermore, these compounds showed significant Functional activity against GRO-alpha -driven human neutrophil chemotaxis. Compounds of this class may be useful for the treatment of inflammatory, auto-immune, and allergic disorders. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00326-2
• 作为产物：
  描述：

  6-氯吡啶-3-羰酰氯 在 双氧水 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 6-Chloro-N-(4-fluoro-phenyl)-1-oxy-nicotinamide
  参考文献：
  名称：

  Nicotinamide N -Oxides as CXCR2 antagonists

  摘要：

  A series of nicotinamide N-oxides was synthesized and shown to be novel, potent, and selective antagonists of the CXCR2 receptor. Furthermore, these compounds showed significant Functional activity against GRO-alpha -driven human neutrophil chemotaxis. Compounds of this class may be useful for the treatment of inflammatory, auto-immune, and allergic disorders. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00326-2

文献信息

• Pharmaceutical uses and synthesis of nicotinanilide-N-oxides
  申请人：Darwin Discovery Ltd.

  公开号：US20030004189A1

  公开（公告）日：2003-01-02

  Disclosed are nicotinanilide-N-oxide compounds, methods for their production, pharmaceutical compositions which include these compounds, and methods for their use in various therapies.

  本文披露了尼古丁酰胺-N-氧化物化合物，其生产方法，包括这些化合物的药物组合物，以及在各种治疗中使用这些化合物的方法。
• PHARMACEUTICAL USES AND SYNTHESIS OF NICOTINANILIDE-N-OXIDES
  申请人：Cutshall Neil S.

  公开号：US20100063105A1

  公开（公告）日：2010-03-11

  Disclosed are nicotinanilide-N-oxide compounds, methods for their production, pharmaceutical compositions which include these compounds, and methods for their use in various therapies.

  本发明涉及烟酰苯甲酰胺-N-氧化物化合物、其制备方法、包括这些化合物的制药组合物，以及在各种治疗中使用它们的方法。
• US7141590B2
  申请人：——

  公开号：US7141590B2

  公开（公告）日：2006-11-28
• [EN] PHARMACEUTICAL USES AND SYNTHESIS OF NICOTINANILIDE-N-OXIDES<br/>[FR] UTILISATIONS PHARMACEUTIQUES ET SYNTHESE DE NICOTINANILIDE-N-OXYDES
  申请人：DARWIN DISCOVERY LTD

  公开号：WO2002053544A1

  公开（公告）日：2002-07-11

  Disclosed are nicotinanilide-N-oxide compounds, having the structure (I) and optical isomer, diastereomers, enantiomers and pharmaceutically acceptable salts thereof, wherein R1 is selected from R?5 and R5-(C¿1-C6heteroalkylene)- where R5 is selected from hydrogen, halogen, alkyl, heteroalkyl, aryl, heteroaryl, carbocycle aliphatic ring and heterocycle aliphatic ring, amino or hydroxy; R?2 and R3¿ are independently hydrogen, alkyl, heteroalkyl, aryl, aryl(akylene), heteroaryl, heteroaryl(alkylene), carbocycle, carbocycle(alkylene), heterocycle, and heterocycle(alkylene); each occurrence of R4 is independently selected from halogen, alkyl, heteroalkyl, aryl, heteroaryl, carbocyle aliphatic ring and heterocycle aliphatic ring, amino or hydroxy; and is 0, 1, 2 or 3, methods for their production, pharmaceutical compositions which include these compounds, and methods for their use in various therapies.
• Nicotinamide N -Oxides as CXCR2 antagonists
  作者：Neil S Cutshall、Rocky Ursino、Kristin A Kucera、John Latham、Nathan C Ihle

  DOI：10.1016/s0960-894x(01)00326-2

  日期：2001.7

  A series of nicotinamide N-oxides was synthesized and shown to be novel, potent, and selective antagonists of the CXCR2 receptor. Furthermore, these compounds showed significant Functional activity against GRO-alpha -driven human neutrophil chemotaxis. Compounds of this class may be useful for the treatment of inflammatory, auto-immune, and allergic disorders. (C) 2001 Elsevier Science Ltd. All rights reserved.