ethyl 2-(4-hydroxybenzyl)-3-methylbutyrate | 710326-82-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-(4-hydroxybenzyl)-3-methylbutyrate
• 英文别名: Ethyl 2-[(4-hydroxyphenyl)methyl]-3-methylbutanoate
• CAS: 710326-82-2
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: HWZSHCWMMOPFHV-UHFFFAOYSA-N

物化性质

• 沸点：
  341.3±17.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-hydroxybenzyl)-3-methylbutyrate 在 sodium hydroxide 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3-Methyl-2-(4-{2-[1-(4-pyridin-2-yl-phenyl)-eth-(E)-ylideneaminooxy]-ethoxy}-benzyl)-butyric acid
  参考文献：
  名称：

  Synthesis and biological activity of novel α-substituted β-phenylpropionic acids having pyridin-2-ylphenyl moiety as antihyperglycemic agents

  摘要：

  We previously reported the identification of novel oximes having 5-benzyl-2,4-thiazolidinedione with anti hyperglycemic activity. We now report the synthesis and biological activity of a novel series of oximes and amides having alpha-substituted-beta-phenylpropionic acids. In this series, we obtained potent PPARalpha/gamma dual agonist (S)-9d, with which activation of PPARalpha and PPARgamma was considerably more potent than that of the reference compounds GW9578 22 and rosiglitazone 3, respectively. This means (S)-9d is of the strongest class of PPARalpha/gamma dual agonists. In the course of this study, we also obtained 8h, which indicated potent plasma glucose lowering effect in spite of weak PPARalpha/gamma agonistic activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.048
• 作为产物：
  描述：

  4-苄氧基氯化苄 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 乙二醇甲醚 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 ethyl 2-(4-hydroxybenzyl)-3-methylbutyrate
  参考文献：
  名称：

  Synthesis and biological activity of novel α-substituted β-phenylpropionic acids having pyridin-2-ylphenyl moiety as antihyperglycemic agents

  摘要：

  We previously reported the identification of novel oximes having 5-benzyl-2,4-thiazolidinedione with anti hyperglycemic activity. We now report the synthesis and biological activity of a novel series of oximes and amides having alpha-substituted-beta-phenylpropionic acids. In this series, we obtained potent PPARalpha/gamma dual agonist (S)-9d, with which activation of PPARalpha and PPARgamma was considerably more potent than that of the reference compounds GW9578 22 and rosiglitazone 3, respectively. This means (S)-9d is of the strongest class of PPARalpha/gamma dual agonists. In the course of this study, we also obtained 8h, which indicated potent plasma glucose lowering effect in spite of weak PPARalpha/gamma agonistic activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.048

文献信息

• [EN] SUBSTITUTED N-(PHENETHYL)BENZAMIDE DERIVATIVES, PREPARATION AND USES THEREOF<br/>[FR] COMPOSES DERIVES DE N-(PHENETHYL)BENZAMIDE SUBSTITUES, PREPARATION ET UTILISATIONS
  申请人：GENFIT

  公开号：WO2007118963A2

  公开（公告）日：2007-10-25

  [EN] The invention concerns polysubstituted N-(phenethyl)benzamide derivatives, pharmaceutical compositions containing same, as well as their therapeutic uses, in particular in the field of human and animal health. The invention also concerns a method for preparing said derivatives.
  [FR] La présente invention concerne des dérivés du type N-(phénéthyl)benzamide poly-substitués, les compositions pharmaceutiques les comprenant ainsi que leurs applications thérapeutiques, notamment dans les domaines de la santé humaine et animale. La présente invention a également trait à un procédé de préparation de ces dérivés.