2,6-Difluoro-N-{3-[2-(1-methylethyl)-5-(2-{[2-(methylsulfonyl)ethyl]amino}-4-pyrimidinyl)-1,3-thiazol-4-yl]phenyl}benzenesulfonamide | 1195764-67-0

• 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: 2,6-Difluoro-N-{3-[2-(1-methylethyl)-5-(2-{[2-(methylsulfonyl)ethyl]amino}-4-pyrimidinyl)-1,3-thiazol-4-yl]phenyl}benzenesulfonamide
• 英文别名: 2,6-difluoro-N-[3-[5-[2-(2-methylsulfonylethylamino)pyrimidin-4-yl]-2-propan-2-yl-1,3-thiazol-4-yl]phenyl]benzenesulfonamide
• CAS: 1195764-67-0
• 化学式: C₂₅H₂₅F₂N₅O₄S₃
• 分子量: 593.699
• InChiKey: BROBBTNGBMGVFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  176
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3-氨基苯甲酸甲酯 在 吡啶 、 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 2,2,2-三氟乙醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 1.25h， 生成 2,6-Difluoro-N-{3-[2-(1-methylethyl)-5-(2-{[2-(methylsulfonyl)ethyl]amino}-4-pyrimidinyl)-1,3-thiazol-4-yl]phenyl}benzenesulfonamide
  参考文献：
  名称：

  Discovery of Dabrafenib: A Selective Inhibitor of Raf Kinases with Antitumor Activity against B-Raf-Driven Tumors

  摘要：

  Hyperactive signaling of the MAP kinase pathway resulting from the constitutively active B-Raf(v600E) mutated enzyme has been observed in a number of human tumors, including melanomas. Herein we report the discovery and biological evaluation of GSK2118436, a selective inhibitor of Raf kinases with potent in vitro activity in oncogenic B-Raf-driven melanoma and colorectal carcinoma cells and robust in vivo antitumor and pharmacodynamic activity in mouse models of B-Raf(v600E) human melanoma. GSK2118436 was identified as a development candidate, and early clinical results have shown significant activity in patients with B-Raf mutant melanoma.

  DOI：

  10.1021/ml4000063

文献信息

• Benzene Sulfonamide Thiazole and Oxazole Compounds
  申请人：Adams Jerry Leroy

  公开号：US20090298815A1

  公开（公告）日：2009-12-03

  The present invention provides thiazole sulfonamide and oxazole sulfonamide compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.

  本发明提供了噻唑磺胺和噁唑磺胺化合物，含有这些化合物的组合物，以及用作药物制剂的制备方法和使用方法。
• Benzene Sulfonamide Thiazole And Oxazole Compounds
  申请人：Adjabeng George

  公开号：US20110172215A1

  公开（公告）日：2011-07-14

  The present invention provides thiazole sulfonamide and oxazole sulfonamide compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.

  本发明提供了噻唑磺酰胺和噁唑磺酰胺化合物，含有这些化合物的组合物，以及制备这些化合物的过程和将其用作药物的方法。
• Benzene sulfonamide thiazole and oxazole compounds
  申请人：Glaxo Smith Kline LLC

  公开号：US07994185B2

  公开（公告）日：2011-08-09

  The present invention provides thiazole sulfonamide and oxazole sulfonamide compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.

  本发明提供了噻唑磺酰胺和噁唑磺酰胺化合物，包含它们的组合物，以及制备这些化合物的方法和将其用作药物的方法。
• BENZENE SULFONAMIDE THIAZOLE AND OXAZOLE COMPOUNDS
  申请人：Novartis AG

  公开号：EP3106462A1

  公开（公告）日：2016-12-21

  The present invention provides thiazole sulfonamide and oxazole sulfonamide compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.

  本发明提供了噻唑磺酰胺和噁唑磺酰胺化合物、含有这些化合物的组合物以及它们作为药剂使用的制备工艺和方法。
• US7994185B2
  申请人：——

  公开号：US7994185B2

  公开（公告）日：2011-08-09