2-fluoro-N-isopropyl-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide | 920973-86-0

• 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: 2-fluoro-N-isopropyl-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide
• 英文别名: 2-fluoro-N-propan-2-yl-N-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]benzenesulfonamide
• CAS: 920973-86-0
• 化学式: C₁₈H₁₉F₄NO₃S
• 分子量: 405.413
• InChiKey: LHGFALDPWSWDGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-(4-aminophenyl)-1,1,1-trifluoropropan-2-ol 在 吡啶 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-fluoro-N-isopropyl-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

• Aniline sulfonamide derivatives and their uses
  申请人：Powers P. Jay

  公开号：US20070021502A1

  公开（公告）日：2007-01-25

  Aniline sulfonamide derivatives according to formula I have therapeutic utility, particularly in the treatment of diabetes, obesity and related conditions and disorders: where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and L are set forth in the description.

  根据公式I，苯胺磺酰胺衍生物具有治疗作用，特别是在糖尿病、肥胖症及相关疾病和疾病的治疗中有用，其中R1、R2、R3、R4、R5、R6和L如描述所示。
• US8076376B2
  申请人：——

  公开号：US8076376B2

  公开（公告）日：2011-12-13
• [EN] ANILINE SULFONAMIDE DERIVATIVES AND THEIR USES<br/>[FR] DERIVES DE SULFAMIDE D'ANILINE ET LEURS UTILISATIONS
  申请人：AMGEN INC

  公开号：WO2007013929A1

  公开（公告）日：2007-02-01

  [EN] Aniline sulfonamide derivatives according to formula I have therapeutic utility, particularly in the treatment of diabetes, obesity and related conditions and disorders: where R¹, R², R³, R⁴, R⁵, R⁶, and L are set forth in the description.
  [FR] La présente invention concerne des dérivés de sulfamide d'aniline de formule (I) qui ont une utilité thérapeutique, en particulier dans le traitement du diabète, de l'obésité et de maladies et troubles connexes, R¹, R², R³, R⁴, R⁵, R⁶ et L étant définis dans la description.
• 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.