N-cyclobutyl-4-(1,1,1-trifluoro-2-trimethylsilyloxypropan-2-yl)aniline | 920974-16-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclobutyl-4-(1,1,1-trifluoro-2-trimethylsilyloxypropan-2-yl)aniline
• CAS: 920974-16-9
• 化学式: C₁₆H₂₄F₃NOSi
• 分子量: 331.453
• InChiKey: VEUBQRCXGPLETR-UHFFFAOYSA-N

物化性质

• 沸点：
  347.7±42.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-cyclobutyl-4-(1,1,1-trifluoro-2-trimethylsilyloxypropan-2-yl)aniline 在 四丁基氟化铵 作用下， 生成 2-(4-(cyclobutylamino)phenyl)-1,1,1-trifluoropropan-2-ol
  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
• 作为产物：
  描述：

  4-溴苯乙酮 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四丁基氟化铵 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 N-cyclobutyl-4-(1,1,1-trifluoro-2-trimethylsilyloxypropan-2-yl)aniline
  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。
• 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.