N-tert-butyl-2-chloro-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide | 1380539-59-2

• 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-tert-butyl-2-chloro-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide
• CAS: 1380539-59-2
• 化学式: C₁₉H₂₁ClF₃NO₃S
• 分子量: 435.895
• InChiKey: VJIHIPNEMHPLDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(4-aminophenyl)-1,1,1-trifluoropropan-2-ol 在 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-tert-butyl-2-chloro-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide
  参考文献：
  名称：

  Discovery and optimization of benzenesulfonanilide derivatives as a novel class of 11β-HSD1 inhibitors

  摘要：

  A novel series of benzenesulfonanilide derivatives of 11 beta-HSD1 inhibitors were identified via modification of the sulfonamide core of the arylsulfonylpiperazine lead structures. The synthesis, in vitro biological evaluation, and structure-activity relationship of these compounds are presented. Optimization of this series rapidly resulted in the discovery of compounds (S)-10 and (S)-23 (11 beta-HSD1 SPA IC50 = 1.8 and 1.4 nM, respectively). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.005

文献信息

• Discovery and optimization of benzenesulfonanilide derivatives as a novel class of 11β-HSD1 inhibitors
  作者：Yosup Rew、Michael DeGraffenreid、Xiao He、Juan C. Jaen、Dustin L. McMinn、Daqing Sun、Hua Tu、Stefania Ursu、Jay P. Powers

  DOI：10.1016/j.bmcl.2012.04.005

  日期：2012.6

  A novel series of benzenesulfonanilide derivatives of 11 beta-HSD1 inhibitors were identified via modification of the sulfonamide core of the arylsulfonylpiperazine lead structures. The synthesis, in vitro biological evaluation, and structure-activity relationship of these compounds are presented. Optimization of this series rapidly resulted in the discovery of compounds (S)-10 and (S)-23 (11 beta-HSD1 SPA IC50 = 1.8 and 1.4 nM, respectively). (C) 2012 Elsevier Ltd. All rights reserved.