N-{3-[5-(2-{[6-(4-acetyl-1-piperazinyl)-3-pyridinyl]amino}-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]phenyl}-4-fluorobenzenesulfonamide | 1244641-37-9

• 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: N-{3-[5-(2-{[6-(4-acetyl-1-piperazinyl)-3-pyridinyl]amino}-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]phenyl}-4-fluorobenzenesulfonamide
• 英文别名: N-[3-[5-[2-[[6-(4-acetylpiperazin-1-yl)pyridin-3-yl]amino]pyrimidin-4-yl]-2-propan-2-yl-1,3-thiazol-4-yl]phenyl]-4-fluorobenzenesulfonamide
• CAS: 1244641-37-9
• 化学式: C₃₃H₃₃FN₈O₃S₂
• 分子量: 672.807
• InChiKey: GMZHHUMQOXMDBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  47
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  170
• 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) 、 2,2,2-三氟乙醇 、 lithium hexamethyldisilazane 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-{3-[5-(2-{[6-(4-acetyl-1-piperazinyl)-3-pyridinyl]amino}-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]phenyl}-4-fluorobenzenesulfonamide
  参考文献：
  名称：

  Development of potent B-RafV600E inhibitors containing an arylsulfonamide headgroup

  摘要：

  A potent series of inhibitors against the B-RafV600E kinase have been developed that show excellent activity in cellular assays and good oral bioavailability in rats. The key structural features of the series are an arylsulfonamide headgroup, a thiazole core, and a fluorine ortho to the sulfonamide nitrogen. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.021

文献信息

• [EN] THIAZOLE SULFONAMIDE AND OXAZOLE SULFONAMIDE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE THIAZOLE SULFONAMIDE ET OXAZOLE SULFONAMIDE KINASES
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2010104899A1

  公开（公告）日：2010-09-16

  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恶唑磺酰胺化合物、含有该化合物的组合物，以及它们的制备方法和作为药物的使用方法。
• Thiazole Sulfonamide And Oxazole Sulfonamide Kinase Inhibitors
  申请人：Adjabeng George

  公开号：US20110319392A1

  公开（公告）日：2011-12-29

  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，含有它们的组合物，以及制备它们的过程和作为药物剂的方法。
• Development of potent B-RafV600E inhibitors containing an arylsulfonamide headgroup
  作者：John C. Stellwagen、George M. Adjabeng、Marc R. Arnone、Scott H. Dickerson、Chao Han、Keith R. Hornberger、Alastair J. King、Robert A. Mook、Kimberly G. Petrov、Tara R. Rheault、Cynthia M. Rominger、Olivia W. Rossanese、Kimberly N. Smitheman、Alex G. Waterson、David E. Uehling

  DOI：10.1016/j.bmcl.2011.06.021

  日期：2011.8

  A potent series of inhibitors against the B-RafV600E kinase have been developed that show excellent activity in cellular assays and good oral bioavailability in rats. The key structural features of the series are an arylsulfonamide headgroup, a thiazole core, and a fluorine ortho to the sulfonamide nitrogen. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.