Ethyl 2-[4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-oxazol-2-yl]triazol-1-yl]acetate | 1572047-68-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 2-[4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-oxazol-2-yl]triazol-1-yl]acetate
• 英文别名: ethyl 2-[4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-oxazol-2-yl]triazol-1-yl]acetate
• CAS: 1572047-68-7
• 化学式: C₂₀H₁₆FN₅O₃
• 分子量: 393.377
• InChiKey: XPYFSCDYHNBFAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  95.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-(4-氟苯基)-2-(4-吡啶基)乙酮 在 copper(l) iodide 、 四(三苯基膦)钯 、 copper(ll) sulfate pentahydrate 、 硫酸 、 四丁基氟化铵 、 溴 、 碘 、 溶剂黄146 、 sodium ascorbate 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 0.25h， 生成 Ethyl 2-[4-[4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-oxazol-2-yl]triazol-1-yl]acetate
  参考文献：
  名称：

  Syntheses and structure–activity relationships for some triazolyl p38α MAPK inhibitors

  摘要：

  The design, synthesis and biological evaluation of novel triazolyl p38 alpha MAPK inhibitors with improved water solubility for formulation in cationic liposomes (SAINT-O-Somes) targeted at diseased endothelial cells is described. Water-solubilizing groups were introduced via a 'click' reaction of functional azides with 2-alkynyl imidazoles and isosteric oxazoles to generate two small libraries of 1,4-disubstituted 1,2,3-triazolyl p38 alpha MAPK inhibitors. Triazoles with low IC50 values and desired physicochemical properties were screened for in vitro downregulation of proinflammatory gene expression and were formulated in SAINT-O-Somes. Triazolyl p38 alpha MAPK inhibitor 88 (IC50 = 0.096 mu M) displayed the most promising in vitro activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.034

文献信息

• Syntheses and structure–activity relationships for some triazolyl p38α MAPK inhibitors
  作者：Jean-Paul G. Seerden、Gabriela Leusink-Ionescu、Robin Leguijt、Catherine Saccavini、Edith Gelens、Bas Dros、Titia Woudenberg-Vrenken、Grietje Molema、Jan A.A.M. Kamps、Richard M. Kellogg

  DOI：10.1016/j.bmcl.2014.01.034

  日期：2014.3

  The design, synthesis and biological evaluation of novel triazolyl p38 alpha MAPK inhibitors with improved water solubility for formulation in cationic liposomes (SAINT-O-Somes) targeted at diseased endothelial cells is described. Water-solubilizing groups were introduced via a 'click' reaction of functional azides with 2-alkynyl imidazoles and isosteric oxazoles to generate two small libraries of 1,4-disubstituted 1,2,3-triazolyl p38 alpha MAPK inhibitors. Triazoles with low IC50 values and desired physicochemical properties were screened for in vitro downregulation of proinflammatory gene expression and were formulated in SAINT-O-Somes. Triazolyl p38 alpha MAPK inhibitor 88 (IC50 = 0.096 mu M) displayed the most promising in vitro activity. (C) 2014 Elsevier Ltd. All rights reserved.