2-amino-N-[[4-[3-bromo-4-[(2,4-difluorophenyl)methoxy]-6-methyl-2-oxopyridin-1-yl]phenyl]methyl]acetamide | 847223-14-7

• 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: 2-amino-N-[[4-[3-bromo-4-[(2,4-difluorophenyl)methoxy]-6-methyl-2-oxopyridin-1-yl]phenyl]methyl]acetamide
• CAS: 847223-14-7
• 化学式: C₂₂H₂₀BrF₂N₃O₃
• 分子量: 492.32
• InChiKey: OQONUBYQAGAVSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-[4-(Aminomethyl)phenyl]-3-bromo-4-[(2,4-difluorophenyl)methoxy]-6-methylpyridin-2-one 在 盐酸 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-amino-N-[[4-[3-bromo-4-[(2,4-difluorophenyl)methoxy]-6-methyl-2-oxopyridin-1-yl]phenyl]methyl]acetamide
  参考文献：
  名称：

  Design, synthesis and activity of a potent, selective series of N -aryl pyridinone inhibitors of p38 kinase

  摘要：

  A series of N-aryl pyridinone inhibitors of p38 mitogen activated protein (MAP) kinase were designed and prepared based on the screening hit SC-25028 (1) and structural comparisons to VX-745 (5). The focus of the investigation targeted the dependence of potency and metabolic stability on the benzyloxy connectivity, the role of the C-6 position and the substitution pattern on the N-phenyl ring. Further optimization produced the highly selective and potent pyridinones 2 and 3. These inhibitors exhibited activity in both acute and chronic models of inflammation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.120

文献信息

• Design, synthesis and activity of a potent, selective series of N -aryl pyridinone inhibitors of p38 kinase
  作者：Shaun R. Selness、Terri L. Boehm、John K. Walker、Balekudru Devadas、Richard C. Durley、Ravi Kurumbail、Huey Shieh、Li Xing、Michael Hepperle、Paul V. Rucker、Kevin D. Jerome、Alan G. Benson、Laura D. Marrufo、Heather M. Madsen、Jeff Hitchcock、Tom J. Owen、Lance Christie、Michele A. Promo、Brian S. Hickory、Edgardo Alvira、Win Naing、Radhika Blevis-Bal、Rajesh V. Devraj、Dean Messing、John F. Schindler、Jeffrey Hirsch、Matthew Saabye、Sheri Bonar、Elizabeth Webb、Gary Anderson、Joseph B. Monahan

  DOI：10.1016/j.bmcl.2011.04.120

  日期：2011.7

  A series of N-aryl pyridinone inhibitors of p38 mitogen activated protein (MAP) kinase were designed and prepared based on the screening hit SC-25028 (1) and structural comparisons to VX-745 (5). The focus of the investigation targeted the dependence of potency and metabolic stability on the benzyloxy connectivity, the role of the C-6 position and the substitution pattern on the N-phenyl ring. Further optimization produced the highly selective and potent pyridinones 2 and 3. These inhibitors exhibited activity in both acute and chronic models of inflammation. (C) 2011 Elsevier Ltd. All rights reserved.