4-[4-(2-Hydroxy-ethyl)-5-methyl-oxazol-2-yl]-benzonitrile | 919361-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[4-(2-Hydroxy-ethyl)-5-methyl-oxazol-2-yl]-benzonitrile
• 英文别名: 4-[4-(2-Hydroxyethyl)-5-methyl-1,3-oxazol-2-yl]benzonitrile；4-[4-(2-hydroxyethyl)-5-methyl-1,3-oxazol-2-yl]benzonitrile
• CAS: 919361-21-0
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: QEASJYGIJWYJHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4-(2-Hydroxy-ethyl)-5-methyl-oxazol-2-yl]-benzonitrile 在 racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl 、 palladium diacetate 、 lithium hydroxide 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 反应 32.0h， 生成 2-((6-(2-(2-(4-Cyanophenyl)-5-methyloxazol-4-yl)ethoxy)pyridin-3-yl)methyl)-tetrahydrofuran-2-carboxylic acid
  参考文献：
  名称：

  Pyridine-3-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents

  摘要：

  A series of novel pyridine-3-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compounds (S)-14 and (S)-19 were selected for further profiling.

  DOI：

  10.1016/j.bmcl.2006.08.110

文献信息

• Indanylacetic acids as PPAR-δ activator insulin sensitizers
  作者：Philip Wickens、Chengzhi Zhang、Xin Ma、Qian Zhao、John Amatruda、William Bullock、Michael Burns、Louis-David Cantin、Chih-Yuan Chuang、Thomas Claus、Miao Dai、Fernando Dela Cruz、David Dickson、Frederick J. Ehrgott、Dongping Fan、Sarah Heald、Martin Hentemann、Christiana I. Iwuagwu、Jeffrey S. Johnson、Ellalahewage Kumarasinghe、David Ladner、Rico Lavoie、Sidney Liang、James N. Livingston、Derek Lowe、Steve Magnuson、Gretchen Mannelly、Ingo Mugge、Herbert Ogutu、Susan Pleasic-Williams、Robert W. Schoenleber、Jeff Shapiro、Tatiana Shelekhin、Laurel Sweet、Christopher Town、Manami Tsutsumi

  DOI：10.1016/j.bmcl.2007.03.057

  日期：2007.8

  A series of indane acetic acid derivatives were prepared which show a spectrum of activity as insulin sensitizers and PPAR-ot and PPAR-delta ligands. In vivo data are presented for insulin sensitizers with selectivity for PPAR-delta over PPAR-Oc. (c) 2007 Published by Elsevier Ltd.
• Pyridine-3-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents
  作者：Paul S. Humphries、Simon Bailey、Jonathon V. Almaden、Sandra J. Barnum、Thomas J. Carlson、Lance C. Christie、Quyen-Quyen T. Do、James D. Fraser、Mary Hess、Jack Kellum、Young H. Kim、Guy A. McClellan、Kathleen M. Ogilvie、Brett H. Simmons、Donald Skalitzky、Shaoxian Sun、David Wilhite、Luke R. Zehnder

  DOI：10.1016/j.bmcl.2006.08.110

  日期：2006.12

  A series of novel pyridine-3-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compounds (S)-14 and (S)-19 were selected for further profiling.