4-[4-(4-Fluoro-phenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester | 742078-97-3

• 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-(4-Fluoro-phenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 742078-97-3
• 化学式: C₂₄H₂₇FN₄O₃S
• 分子量: 470.568
• InChiKey: HDUAARUQQSNUNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  81.35
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-[4-(4-Fluoro-phenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester 在 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以90%的产率得到4-[4-(4-Fluoro-phenyl)-5-(2-methanesulfinyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Novel p38 inhibitors with potent oral efficacy in several models of rheumatoid arthritis

  摘要：

  A library of trisubstituted oxazoles, thiazoles, imidazoles (1,2,4- and 2,4,5-substituted) and imidazo[1,2-b]pyridines was prepared and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Four structures 32, 37, 45 and 59-were identified as potent inhibitors of p38alpha with high efficacy in the LPS induced TNFalpha release model in the mouse, the adjuvant induced arthritis and the collagen induced arthritis in the rat with ED(50)s between 1.0 and 9.5 mg/kg p.o. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.106
• 作为产物：
  描述：

  1-叔丁氧羰基-4-哌啶甲酰胺 、 2-bromo-1-(4-fluorophenyl)-2-(2-methylsulfanylpyrimidin-4-yl)ethanone 在 N,N-二甲基丙烯基脲 作用下， 反应 0.25h， 以40%的产率得到4-[4-(4-Fluoro-phenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Novel p38 inhibitors with potent oral efficacy in several models of rheumatoid arthritis

  摘要：

  A library of trisubstituted oxazoles, thiazoles, imidazoles (1,2,4- and 2,4,5-substituted) and imidazo[1,2-b]pyridines was prepared and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Four structures 32, 37, 45 and 59-were identified as potent inhibitors of p38alpha with high efficacy in the LPS induced TNFalpha release model in the mouse, the adjuvant induced arthritis and the collagen induced arthritis in the rat with ED(50)s between 1.0 and 9.5 mg/kg p.o. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.106