N-[1-(1H-imidazol-1-ylacetyl)piperidin-4-yl]-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide hydrochloride | 1095322-83-0

• 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: N-[1-(1H-imidazol-1-ylacetyl)piperidin-4-yl]-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide hydrochloride
• 英文别名: 5-(benzenesulfonyl)-N-[1-(2-imidazol-1-ylacetyl)piperidin-4-yl]-2-(trifluoromethyl)benzenesulfonamide;hydrochloride
• CAS: 1095322-83-0
• 化学式: C₂₃H₂₃F₃N₄O₅S₂*ClH
• 分子量: 593.048
• InChiKey: QPZYGRYMIVOZGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  咪唑-1-乙酸 、 5-(phenylsulfonyl)-N-piperidine-4-yl-2-(trifluoromethyl)benzenesulfonamide hydrochloride 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以55%的产率得到N-[1-(1H-imidazol-1-ylacetyl)piperidin-4-yl]-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide hydrochloride
  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

• 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.