4-Chloro-6-(4-morpholinylsulfonyl)-3-quinolinecarboxamide | 849591-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-Chloro-6-(4-morpholinylsulfonyl)-3-quinolinecarboxamide
• 英文别名: 4-Chloro-6-morpholin-4-ylsulfonylquinoline-3-carboxamide
• CAS: 849591-92-0
• 化学式: C₁₄H₁₄ClN₃O₄S
• 分子量: 355.802
• InChiKey: GMUMEQXRTXYEAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-Chloro-6-(4-morpholinylsulfonyl)-3-quinolinecarboxamide 、 间氨基苯甲醚 以 乙腈 为溶剂， 生成 4-(3-Methoxyanilino)-6-morpholin-4-ylsulfonylquinoline-3-carboxamide
  参考文献：
  名称：

  Quinolines as a novel structural class of potent and selective PDE4 inhibitors. Optimisation for inhaled administration

  摘要：

  Crystallography driven optimisation of a lead derived from similarity searching of the GSK compound collection resulted in the discovery of quinoline-3-carboxamides as highly potent and selective inhibitors of phosphodiesterase 4B. This series has been optimized to GSK256066, a potent PDE4B inhibitor which also inhibits LPS induced production of TNF-alpha from isolated human peripheral blood mononuclear cells with a pIC(50) of 11.1. GSK256066 also has a suitable pro. le for inhaled dosing. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.012
• 作为产物：
  描述：

  吗啉 、 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-Chloro-6-(4-morpholinylsulfonyl)-3-quinolinecarboxamide
  参考文献：
  名称：

  Quinolines as a novel structural class of potent and selective PDE4 inhibitors. Optimisation for inhaled administration

  摘要：

  Crystallography driven optimisation of a lead derived from similarity searching of the GSK compound collection resulted in the discovery of quinoline-3-carboxamides as highly potent and selective inhibitors of phosphodiesterase 4B. This series has been optimized to GSK256066, a potent PDE4B inhibitor which also inhibits LPS induced production of TNF-alpha from isolated human peripheral blood mononuclear cells with a pIC(50) of 11.1. GSK256066 also has a suitable pro. le for inhaled dosing. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.012

文献信息

• [EN] 4-AMINOQUINOLINE-3-CARBOXAMIDE DERIVATIVES AS PDE4 INHIBITORS<br/>[FR] DERIVES DE 4-AMINOQUINOLINE-3-CARBOXAMIDE UTILISES COMME INHIBITEURS DE PDE4
  申请人：GLAXO GROUP LTD

  公开号：WO2005030212A1

  公开（公告）日：2005-04-07

  Compounds of formula (I) or pharmaceutically acceptable salts thereof: (I) are inhibitors of phosphodiesterase type IV (PDE4) and are of use in the treatment of inflammatory and/or allergic diseases.

  式(I)化合物或其药学上可接受的盐：(I)是磷酸二酯酶IV型(PDE4)的抑制剂，可用于治疗炎症和/或过敏性疾病。
• 4-AMINOQUINOLINE-3-CARBOXAMIDE DERIVATIVES AS PDE4 INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1673086A1

  公开（公告）日：2006-06-28
• 4-Aminoquinoline-3-Carboxamide Derivatives as Pde4 Inhibitors
  申请人：Edlin Christopher D.

  公开号：US20080096884A1

  公开（公告）日：2008-04-24

  Compounds of formula (I) or pharmaceutically acceptable salts thereof are inhibitors of phosphodiesterase type IV (PDE4) and are of use in the treatment of inflammatory and/or allergic diseases.