4,4,4-Trifluoro-3-(2-ethoxy-3,5-di-tert-butylphenyl)-but-2-enal | 460048-39-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 4,4,4-Trifluoro-3-(2-ethoxy-3,5-di-tert-butylphenyl)-but-2-enal
• 英文别名: 3-(3,5-ditert-butyl-2-ethoxyphenyl)-4,4,4-trifluorobut-2-enal
• CAS: 460048-39-9
• 化学式: C₂₀H₂₇F₃O₂
• 分子量: 356.428
• InChiKey: PNTCTCPTRZEYGT-UHFFFAOYSA-N

物化性质

• 沸点：
  408.3±45.0 °C(predicted)
• 密度：
  1.054±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4,4-Trifluoro-3-(2-ethoxy-3,5-di-tert-butylphenyl)-but-2-enal 在 lithium hydroxide 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2E,4E,6E)-7-(3,5-Di-tert-butyl-2-ethoxy-phenyl)-8,8,8-trifluoro-3-methyl-octa-2,4,6-trienoic acid
  参考文献：
  名称：

  Design and synthesis of fluorinated RXR modulators

  摘要：

  Fluorinated trienoic acid analogues of the RXR selective modulator 1 (LG101506) were synthesized, and tested for their ability to bind RXRalpha and activate RXR homo and heterodimers. Potency and efficacy were observed to be dependent upon the position of fluorination, and improvement in pharmacological profile was demonstrated in some cases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00703-0
• 作为产物：
  描述：

  2-溴-4,6-二-叔-丁基苯酚 在 正丁基锂 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,4,4-Trifluoro-3-(2-ethoxy-3,5-di-tert-butylphenyl)-but-2-enal
  参考文献：
  名称：

  Design and synthesis of fluorinated RXR modulators

  摘要：

  Fluorinated trienoic acid analogues of the RXR selective modulator 1 (LG101506) were synthesized, and tested for their ability to bind RXRalpha and activate RXR homo and heterodimers. Potency and efficacy were observed to be dependent upon the position of fluorination, and improvement in pharmacological profile was demonstrated in some cases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00703-0

文献信息

• Fluorinated trienes and their use as rxr modulators
  申请人：——

  公开号：US20040248919A1

  公开（公告）日：2004-12-09

  The present invention relates to a method of modulating retinoid X receptor activity in a mammal, novel compounds and pharmaceutical compositions for modulating retinoid X receptor activity in a mammal, and methods of making compounds that modulate retinoid X receptor activity in a mammal. The compounds are represented by Structural Formula 1: The compounds of Structural Formual 1 are efficacious insulin sensitizers and do not have the undesirable side effects of increasing triglycerides or suppressing the thyroid hormone axis. 1

  本发明涉及一种调节哺乳动物中视黄醇X受体活性的方法，用于调节哺乳动物中视黄醇X受体活性的新型化合物和制备调节哺乳动物中视黄醇X受体活性的化合物的方法。这些化合物由结构式1表示：结构式1的化合物是有效的胰岛素敏化剂，并且不具有增加三酰甘油或抑制甲状腺激素轴的不良副作用。
• Design and synthesis of fluorinated RXR modulators
  作者：D.L. Gernert、R. Ajamie、R.A. Ardecky、M.G. Bell、M.D. Leibowitz、D.A. Mais、C.M. Mapes、P.Y. Michellys、D. Rungta、A. Reifel-Miller、J.S. Tyhonas、N. Yumibe、T.A. Grese

  DOI：10.1016/s0960-894x(03)00703-0

  日期：2003.10

  Fluorinated trienoic acid analogues of the RXR selective modulator 1 (LG101506) were synthesized, and tested for their ability to bind RXRalpha and activate RXR homo and heterodimers. Potency and efficacy were observed to be dependent upon the position of fluorination, and improvement in pharmacological profile was demonstrated in some cases. (C) 2003 Elsevier Ltd. All rights reserved.