6-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-N-(cyclopropylmethyl)-3-pyridinecarboxamide | 585543-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-N-(cyclopropylmethyl)-3-pyridinecarboxamide
• 英文别名: 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(cyclopropylmethyl)pyridine-3-carboxamide
• CAS: 585543-11-9
• 化学式: C₂₁H₂₂FN₃O₂
• 分子量: 367.423
• InChiKey: ZWQSPUPMQMBACD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-cyclopropyl-5-fluoro-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide 、 6-chloro-N-cyclopropylmethylnicotinamide 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 水 、 异丙醇 为溶剂， 反应 18.0h， 以49%的产率得到6-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-N-(cyclopropylmethyl)-3-pyridinecarboxamide
  参考文献：
  名称：

  p38α Mitogen-Activated Protein Kinase Inhibitors: Optimization of a Series of Biphenylamides to Give a Molecule Suitable for Clinical Progression

  摘要：

  p38 alpha MAP kinase is a key anti-inflammatory target for rheumatoid arthritis, influencing biosynthesis of pro-inflammatory cytokines TNF alpha and IL-1 beta at a translational and transcriptional level. In this paper, we describe how we have optimized a series of novel p38 alpha/beta inhibitors using crystal structures of our inhibitors bound to p38 alpha, classical medicinal chemistry, and modeling of virtual libraries to derive a molecule suitable for progression into clinical development.

  DOI：

  10.1021/jm9004779

文献信息

• [EN] NICOTINAMIDE DERIVATES USEFUL AS P38 INHIBITORS<br/>[FR] DERIVES DE NICOTINAMIDE UTILES COMME INHIBITEURS DE P38
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003068747A1

  公开（公告）日：2003-08-21

  Compounds of formula (I), are inhibitors of p38 kinase and are useful in the treatment of conditions or disease states mediated by p38 kinase activity or mediated by cytokines produced by the activity of p38.

  公式（I）的化合物是p38激酶的抑制剂，可用于治疗由p38激酶活性介导或由p38活性产生的细胞因子介导的疾病状态或条件。
• Nicotinamide derivatives useful as p38 inhibitors
  申请人：Aston Mary Nicola

  公开号：US20050176964A1

  公开（公告）日：2005-08-11

  Compounds of formula (I): are inhibitors of p38 kinase and are useful in the treatment of conditions or disease states mediated by p38 kinase activity or mediated by cytokines produced by the activity of p38.

  式(I)的化合物是p38激酶的抑制剂，并且在治疗由p38激酶活性介导或由p38活性产生的细胞因子介导的疾病状态或条件中有用。
• Nicotinamide Derivatives Useful as p38 Inhibitors
  申请人：Aston Nicola

  公开号：US20060264479A1

  公开（公告）日：2006-11-23

  Compounds of formula (I): are inhibitors of p38 kinase and are useful in the treatment of conditions or disease states mediated by p38 kinase activity or mediated by cytokines produced by the activity of p38.

  式（I）的化合物是p38激酶的抑制剂，并且在治疗由p38激酶活性介导或由p38活性产生的细胞因子介导的疾病状态或条件中有用。
• NICOTINAMIDE DERIVATES USEFUL AS P38 INHIBITORS
  申请人：ASTON Nicola Mary

  公开号：US20100215652A1

  公开（公告）日：2010-08-26

  Compounds of formula (I): are inhibitors of p38 kinase and are useful in the treatment of conditions or disease states mediated by p38 kinase activity or mediated by cytokines produced by the activity of p38.

  化合物式（I）的化合物是p38激酶的抑制剂，并且在治疗由p38激酶活性介导或由p38活性产生的细胞因子介导的疾病状态或疾病状态中有用。
• Novel compounds
  申请人：SmithKline Beecham Corporation

  公开号：EP1864975A2

  公开（公告）日：2007-12-12

  Compounds of formula (I): are inhibitors of p38 kinase and are useful in the treatment of conditions or disease states mediated by p38 kinase activity or mediated by cytokines produced by the activity of p38.

  式(I)化合物： 是 p38 激酶的抑制剂，可用于治疗由 p38 激酶活性介导或由 p38 活性产生的细胞因子介导的病症或疾病状态。