trifluoromethanesulfonic acid 2-(4-fluorophenyl)-2-(3-nitropyridin-4-yl)vinyl ester

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: trifluoromethanesulfonic acid 2-(4-fluorophenyl)-2-(3-nitropyridin-4-yl)vinyl ester
• 英文别名: [(E)-2-(4-fluorophenyl)-2-(3-nitropyridin-2-yl)-1-pyridin-4-ylethenyl] trifluoromethanesulfonate
• 化学式: C₁₉H₁₁F₄N₃O₅S
• 分子量: 469.373
• InChiKey: UTXGXBXASGFUPO-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  trifluoromethanesulfonic acid 2-(4-fluorophenyl)-2-(3-nitropyridin-4-yl)vinyl ester 在 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以700 mg的产率得到3-(4-fluorophenyl)-1-hydroxy-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b]pyridine
  参考文献：
  名称：

  Design and Synthesis of 4-Azaindoles as Inhibitors of p38 MAP Kinase

  摘要：

  Inhibition of the biosynthesis of proinflammatory cytokines such as tumor necrosis factor and interleukin-1 via p38 has been an approach toward the development of a disease modifying agent for the treatment of chronic inflammation and autoimmune diseases. The development of a new core structure of p38 inhibitors, 3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b] pyridine, is described. X-ray crystallographic data of the lead bound to the active site of p38 was used to guide the optimization of the series. Specific focus was placed on modulating the physical properties of the core while maintaining potent inhibition of p38. These efforts identified 42c as a potent inhibitor of p38, which also possessed the required physical properties worthy of advanced studies.

  DOI：

  10.1021/jm0301787
• 作为产物：
  描述：

  异烟酸甲酯 在 吡啶 、 氢溴酸 、 sodium 、 sodium hydride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 trifluoromethanesulfonic acid 2-(4-fluorophenyl)-2-(3-nitropyridin-4-yl)vinyl ester
  参考文献：
  名称：

  Design and Synthesis of 4-Azaindoles as Inhibitors of p38 MAP Kinase

  摘要：

  Inhibition of the biosynthesis of proinflammatory cytokines such as tumor necrosis factor and interleukin-1 via p38 has been an approach toward the development of a disease modifying agent for the treatment of chronic inflammation and autoimmune diseases. The development of a new core structure of p38 inhibitors, 3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b] pyridine, is described. X-ray crystallographic data of the lead bound to the active site of p38 was used to guide the optimization of the series. Specific focus was placed on modulating the physical properties of the core while maintaining potent inhibition of p38. These efforts identified 42c as a potent inhibitor of p38, which also possessed the required physical properties worthy of advanced studies.

  DOI：

  10.1021/jm0301787

文献信息

• p38 MAP kinase inhibitors
  申请人：——

  公开号：US20010044538A1

  公开（公告）日：2001-11-22

  The present invention relates to compounds of Formula (I) 1 that are p-38 MAP kinase inhibitors, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.

  本发明涉及公式（I）1的化合物，它们是p-38 MAP激酶抑制剂，包含它们的制药组合物，使用它们的方法，以及制备这些化合物的方法。
• p38 map kinase inhibitors
  申请人：——

  公开号：US20020013354A1

  公开（公告）日：2002-01-31

  The present invention relates to compounds of Formula (I) 1 that are p-38 MAP kinase inhibitors, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.

  本发明涉及一种式（I）的化合物，该化合物是p-38 MAP激酶抑制剂，包含它们的制药组合物，使用它们的方法以及制备这些化合物的方法。
• BICYCLIC KINASE INHIBITORS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1025102A1

  公开（公告）日：2000-08-09
• US6316464B1
  申请人：——

  公开号：US6316464B1

  公开（公告）日：2001-11-13
• US6479507B2
  申请人：——

  公开号：US6479507B2

  公开（公告）日：2002-11-12