N-(1-[(3-cyanophenyl)sulfonyl]piperidin-4-yl)-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide | 915762-41-3

• 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: N-(1-[(3-cyanophenyl)sulfonyl]piperidin-4-yl)-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide
• 英文别名: N-{1-[(3-Cyanophenyl)sulfonyl]piperidin-4-yl}-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide；5-(benzenesulfonyl)-N-[1-(3-cyanophenyl)sulfonylpiperidin-4-yl]-2-(trifluoromethyl)benzenesulfonamide
• CAS: 915762-41-3
• 化学式: C₂₅H₂₂F₃N₃O₆S₃
• 分子量: 613.659
• InChiKey: XFXVQPUPMFDVMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  167
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-(1-[(3-cyanophenyl)sulfonyl]piperidin-4-yl)-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide 在 叠氮基三甲基硅烷 、 三甲基铝 、 盐酸 作用下， 以 甲苯 、 水 为溶剂， 以45%的产率得到5-(phenylsulfonyl)-N-(1-([3-(2H-tetrazol-5-yl)phenyl]-sulfonyl)piperidin-4-yl)-2-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Modulation of Wnt signaling through inhibition of secreted frizzled-related protein I (sFRP-1) with N-substituted piperidinyl diphenylsulfonyl sulfonamides: Part II

  摘要：

  Piperidinyl diphenylsulfonyl sulfonamides are a novel class of molecules that have inhibitory binding affinity for sFRP-1. As a secreted protein sFRP-1 inhibits the function of the secreted Wnt glycoprotein. Therefore, as inhibitors of sFRP-1 these small molecules facilitate the Wnt/beta-catenin canonical signaling pathway. Details of the structure-activity relationships and biological activity of this structural class of compounds will be discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.002
• 作为产物：
  描述：

  5-(苯磺酰基)-N-(哌啶-4-基)-2-(三氟甲基)苯磺酰胺; WAY 316606 、 3-氰基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(1-[(3-cyanophenyl)sulfonyl]piperidin-4-yl)-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Modulation of Wnt signaling through inhibition of secreted frizzled-related protein I (sFRP-1) with N-substituted piperidinyl diphenylsulfonyl sulfonamides: Part II

  摘要：

  Piperidinyl diphenylsulfonyl sulfonamides are a novel class of molecules that have inhibitory binding affinity for sFRP-1. As a secreted protein sFRP-1 inhibits the function of the secreted Wnt glycoprotein. Therefore, as inhibitors of sFRP-1 these small molecules facilitate the Wnt/beta-catenin canonical signaling pathway. Details of the structure-activity relationships and biological activity of this structural class of compounds will be discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.002

文献信息

• Diarylsulfone sulfonamides and use thereof
  申请人：Gopalsamy Ariamala

  公开号：US20060276464A1

  公开（公告）日：2006-12-07

  Compounds of Formula 1, or pharmaceutically acceptable salts thereof, are provided: which are modulators of secreted frizzled related protein-1. The compounds, and compositions containing the compounds, can be used to treat a variety of disorders, including osteoporosis.

  提供公式1的化合物或其药用可接受盐：它们是分泌的毛细胞突变相关蛋白-1的调节剂。这些化合物和含有这些化合物的组合物可用于治疗多种疾病，包括骨质疏松症。
• DIARYLSULFONE SULFONAMIDES AND USE THEROF
  申请人：Wyeth

  公开号：EP1879859A2

  公开（公告）日：2008-01-23
• [EN] DIARYLSULFONE SULFONAMIDES AND USE THEROF<br/>[FR] SULFAMIDES DE DIARYLSULFONE ET LEUR UTILISATION
  申请人：WYETH CORP

  公开号：WO2006124875A2

  公开（公告）日：2006-11-23

  [EN] Compounds of Formula (I), or pharmaceutically acceptable salts thereof, are provided, which are modulators of secreted frizzled related protein-1. The compounds, and compositions containing the compounds, can be used to treat a variety of disorders, including osteoporosis.
  [FR] L'invention porte sur des composés de formule (I), ou sur leurs sels acceptables d'un point de vue pharmaceutique, qui sont des modulateurs de la protéine Frizzled sécrétée 1. Les composés et les compositions contenant ces composés peuvent être utilisés pour traiter diverses pathologiques telles que l'ostéoporose.
• Modulation of Wnt signaling through inhibition of secreted frizzled-related protein I (sFRP-1) with N-substituted piperidinyl diphenylsulfonyl sulfonamides: Part II
  作者：William J. Moore、Jeffrey C. Kern、Ramesh Bhat、Peter V.N. Bodine、Shoichi Fukyama、Girija Krishnamurthy、Ronald L. Magolda、Keith Pitts、Barb Stauffer、Eugene J. Trybulski

  DOI：10.1016/j.bmc.2009.11.002

  日期：2010.1

  Piperidinyl diphenylsulfonyl sulfonamides are a novel class of molecules that have inhibitory binding affinity for sFRP-1. As a secreted protein sFRP-1 inhibits the function of the secreted Wnt glycoprotein. Therefore, as inhibitors of sFRP-1 these small molecules facilitate the Wnt/beta-catenin canonical signaling pathway. Details of the structure-activity relationships and biological activity of this structural class of compounds will be discussed. (C) 2009 Elsevier Ltd. All rights reserved.