Diethyl 2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)butyl]propanedioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Diethyl 2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)butyl]propanedioate
• 英文别名: diethyl 2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)butyl]propanedioate
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: IMZPFXNXGANJOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl 2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)butyl]propanedioate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 4-[5,5-Bis(hydroxymethyl)pentyl]-5-methyl-2-phenyloxazole
  参考文献：
  名称：

  Discovery of a novel class of 1,3-dioxane-2-carboxylic acid derivatives as subtype-selective peroxisome proliferator-activated receptor α (PPARα) agonists

  摘要：

  A new series of 1,3-dioxane-2-carboxylic acid derivatives was synthesized and evaluated for agonist activity at human peroxisome proliferator-activated receptor ( PPAR) subtypes. Structure-activity relationship studies led to the identification of 2-methyl-c-5-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl) butyl]-1,3-dioxane-r-2-carboxylic acid 4b as a potent PPAR alpha agonist with high subtype selectivity at human receptor subtypes. This compound exhibited a substantial hypolipidemic effect in type 2 diabetic KK-A(y) mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.086
• 作为产物：
  描述：

  4-(4-bromobutyl)-5-methyl-2-phenyloxazole 、 丙二酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 Diethyl 2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)butyl]propanedioate
  参考文献：
  名称：

  Discovery of a novel class of 1,3-dioxane-2-carboxylic acid derivatives as subtype-selective peroxisome proliferator-activated receptor α (PPARα) agonists

  摘要：

  A new series of 1,3-dioxane-2-carboxylic acid derivatives was synthesized and evaluated for agonist activity at human peroxisome proliferator-activated receptor ( PPAR) subtypes. Structure-activity relationship studies led to the identification of 2-methyl-c-5-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl) butyl]-1,3-dioxane-r-2-carboxylic acid 4b as a potent PPAR alpha agonist with high subtype selectivity at human receptor subtypes. This compound exhibited a substantial hypolipidemic effect in type 2 diabetic KK-A(y) mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.086

文献信息

• Discovery of a novel class of 1,3-dioxane-2-carboxylic acid derivatives as subtype-selective peroxisome proliferator-activated receptor α (PPARα) agonists
  作者：Tomiyoshi Aoki、Tetsuo Asaki、Taisuke Hamamoto、Yukiteru Sugiyama、Shinji Ohmachi、Kenji Kuwabara、Kohji Murakami、Makoto Todo

  DOI：10.1016/j.bmcl.2008.01.086

  日期：2008.3

  A new series of 1,3-dioxane-2-carboxylic acid derivatives was synthesized and evaluated for agonist activity at human peroxisome proliferator-activated receptor ( PPAR) subtypes. Structure-activity relationship studies led to the identification of 2-methyl-c-5-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl) butyl]-1,3-dioxane-r-2-carboxylic acid 4b as a potent PPAR alpha agonist with high subtype selectivity at human receptor subtypes. This compound exhibited a substantial hypolipidemic effect in type 2 diabetic KK-A(y) mice. (c) 2008 Elsevier Ltd. All rights reserved.