[6-(2,4-Difluoro-phenylamino)-pyridin-3-yl]-[5-(3-hydroxy-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-methanone | 724767-96-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [6-(2,4-Difluoro-phenylamino)-pyridin-3-yl]-[5-(3-hydroxy-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-methanone
• 英文别名: [6-(2,4-difluoroanilino)pyridin-3-yl]-[5-(3-hydroxy-3-methylbut-1-ynyl)-2-methoxyphenyl]methanone
• CAS: 724767-96-8
• 化学式: C₂₄H₂₀F₂N₂O₃
• 分子量: 422.431
• InChiKey: HFJGIQBCTVOLOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [6-(2,4-Difluoro-phenylamino)-pyridin-3-yl]-[5-(3-hydroxy-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-methanone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以85%的产率得到[6-(2,4-Difluoro-phenylamino)-pyridin-3-yl]-[5-(3-hydroxy-3-methyl-butyl)-2-methoxy-phenyl]-methanone
  参考文献：
  名称：

  SAR of benzoylpyridines and benzophenones as p38α MAP kinase inhibitors with oral activity

  摘要：

  Benzoylpyridines and benzophenones were synthesized and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Oral activity was found to depend upon substitution: 1,1-dimethylpropynylamine substituted benzophenone 10b (IC50: 14 nM) and pyridinoyl substituted benzimidazole 17b (IC50: 21 nM) showed highest efficacy and selectivity with ED50S of 9.5 and 8.6 mg/kg po in CIA. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.111
• 作为产物：
  描述：

  2,4-二氟苯胺 在 chromium(VI) oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 palladium diacetate 、 copper(l) iodide 、 正丁基锂 、 硫酸 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 三乙胺 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 2.67h， 生成 [6-(2,4-Difluoro-phenylamino)-pyridin-3-yl]-[5-(3-hydroxy-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-methanone
  参考文献：
  名称：

  SAR of benzoylpyridines and benzophenones as p38α MAP kinase inhibitors with oral activity

  摘要：

  Benzoylpyridines and benzophenones were synthesized and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Oral activity was found to depend upon substitution: 1,1-dimethylpropynylamine substituted benzophenone 10b (IC50: 14 nM) and pyridinoyl substituted benzimidazole 17b (IC50: 21 nM) showed highest efficacy and selectivity with ED50S of 9.5 and 8.6 mg/kg po in CIA. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.111

文献信息

• SAR of benzoylpyridines and benzophenones as p38α MAP kinase inhibitors with oral activity
  作者：Laszlo Revesz、Ernst Blum、Franco E. Di Padova、Thomas Buhl、Roland Feifel、Hermann Gram、Peter Hiestand、Ute Manning、Gerard Rucklin

  DOI：10.1016/j.bmcl.2004.03.111

  日期：2004.7

  Benzoylpyridines and benzophenones were synthesized and evaluated in vitro as p38alpha inhibitors and in vivo in several models of rheumatoid arthritis. Oral activity was found to depend upon substitution: 1,1-dimethylpropynylamine substituted benzophenone 10b (IC50: 14 nM) and pyridinoyl substituted benzimidazole 17b (IC50: 21 nM) showed highest efficacy and selectivity with ED50S of 9.5 and 8.6 mg/kg po in CIA. (C) 2004 Elsevier Ltd. All rights reserved.