N-{1-[1-(3,3-dimethylbutanoyl)-L-prolyl]piperidin-4-yl}-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide | 915763-24-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-{1-[1-(3,3-dimethylbutanoyl)-L-prolyl]piperidin-4-yl}-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide
• 英文别名: 5-(benzenesulfonyl)-N-[1-[(2S)-1-(3,3-dimethylbutanoyl)pyrrolidine-2-carbonyl]piperidin-4-yl]-2-(trifluoromethyl)benzenesulfonamide
• CAS: 915763-24-5
• 化学式: C₂₉H₃₆F₃N₃O₆S₂
• 分子量: 643.749
• InChiKey: WNOXBWBWUOWWNS-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3,3-二甲基丁酰氯 、 5-(phenylsulfonyl)-N-(1-L-prolylpiperidin-4-yl)-2-(trifluoromethyl)benzenesulfonamide hydrochloride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到N-{1-[1-(3,3-dimethylbutanoyl)-L-prolyl]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

  摘要：

  The diphenylsulfonyl sulfonamide scaffold represented by 1 (WAY-316606) are small molecule inhibitors of the secreted protein sFRP-1, an endogeneous antagonist of the secreted glycoprotein Wnt. Modulators of the Writ pathway have been proposed as anabolic agents for the treatment of osteoporosis or other bone-related disorders. Details of the structure-activity relationships and biological activity from the first structural class of this scaffold will be discussed.

  DOI：

  10.1021/jm801144h

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。
• Modulation of Wnt Signaling Through Inhibition of Secreted Frizzled-Related Protein I (sFRP-1) with N-Substituted Piperidinyl Diphenylsulfonyl Sulfonamides
  作者：William J. Moore、Jeffrey C. Kern、Ramesh Bhat、Thomas J. Commons、Shoichi Fukayama、Igor Goljer、Girija Krishnamurthy、Ronald L. Magolda、Lisa Nogle、Keith Pitts、Barb Stauffer、Eugene J. Trybulski、Gregory S. Welmaker、Matthew Wilson、Peter V. N. Bodine

  DOI：10.1021/jm801144h

  日期：2009.1.8

  The diphenylsulfonyl sulfonamide scaffold represented by 1 (WAY-316606) are small molecule inhibitors of the secreted protein sFRP-1, an endogeneous antagonist of the secreted glycoprotein Wnt. Modulators of the Writ pathway have been proposed as anabolic agents for the treatment of osteoporosis or other bone-related disorders. Details of the structure-activity relationships and biological activity from the first structural class of this scaffold will be discussed.