Methyl 2-[4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-5-yl]methylsulfanyl]phenoxy]acetate | 317318-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 2-[4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-5-yl]methylsulfanyl]phenoxy]acetate
• CAS: 317318-45-9
• 化学式: C₂₁H₁₈F₃NO₄S
• 分子量: 437.439
• InChiKey: AAOFPRIAVOSITG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Methyl 2-[4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-5-yl]methylsulfanyl]phenoxy]acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 2-{4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-5-yl}methyl)sulfanyl]phenoxy}acetic acid
  参考文献：
  名称：

  Novel selective small molecule agonists for peroxisome proliferator-activated receptor δ (PPARδ)—synthesis and biological activity

  摘要：

  We report the synthesis and biological activity of a new series of small molecule agonists of the human Peroxisome Proliferator-Activated Receptor delta (PPARdelta). Several hits were identified from our original libraries containing lipophilic carboxylic acids. Optimization of these hits by structure-guided design led to 7k (GW501516) and 71 (GW0742), which shows an EC50 Of 1.1 nM against PPARdelta with 1000-fold selectivity over the other human subtypes. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00207-5
• 作为产物：
  描述：

  4-methyl-2-(4-trifluoromethyl-phenyl)-oxazole-5-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 、 caesium carbonate 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成 Methyl 2-[4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-5-yl]methylsulfanyl]phenoxy]acetate
  参考文献：
  名称：

  Novel selective small molecule agonists for peroxisome proliferator-activated receptor δ (PPARδ)—synthesis and biological activity

  摘要：

  We report the synthesis and biological activity of a new series of small molecule agonists of the human Peroxisome Proliferator-Activated Receptor delta (PPARdelta). Several hits were identified from our original libraries containing lipophilic carboxylic acids. Optimization of these hits by structure-guided design led to 7k (GW501516) and 71 (GW0742), which shows an EC50 Of 1.1 nM against PPARdelta with 1000-fold selectivity over the other human subtypes. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00207-5

文献信息

• [EN] THIAZOLE AND OXAZOLE DERIVATIVES AND THEIR PHARMACEUTICAL USE<br/>[FR] DERIVES DE THIAZOL ET D'OXAZOLE ET UTILISATION PHARMACEUTIQUE DE CEUX-CI
  申请人：GLAXO GROUP LTD

  公开号：WO2001000603A1

  公开（公告）日：2001-01-04

  Compounds of Formula (I) are disclosed. These compounds include selective activators of human PPAR delta.

  本发明公开了化学式(I)的化合物。这些化合物包括选择性激活人类PPAR delta的激动剂。
• THIAZOLE AND OXAZOLE DERIVATIVES AND THEIR PHARMACEUTICAL USE
  申请人：GLAXO GROUP LIMITED

  公开号：EP1189895A1

  公开（公告）日：2002-03-27
• US6710063B1
  申请人：——

  公开号：US6710063B1

  公开（公告）日：2004-03-23