2-methyl-5-(3-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline | 1377503-59-7

• 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: 2-methyl-5-(3-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline
• 英文别名: 2-methyl-5-(3-pyridin-4-yl-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline
• CAS: 1377503-59-7
• 化学式: C₁₉H₁₆N₄
• 分子量: 300.363
• InChiKey: FNDGPDBNDDYSKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(苯磺酰基)-5-溴-3-碘吡咯并[2,3-b]吡啶 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 水 、 potassium carbonate 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.5h， 生成 2-methyl-5-(3-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of 3,5-Disubstituted 7-Azaindoles as Trk Inhibitors with Anticancer and Antiangiogenic Activities

  摘要：

  Tropomyosin-related kinase A (TrkA) is considered a promising target in the development of a therapeutic treatment of cancer and pain. In this study, we designed and synthesized a series of novel 7-azaindole-based Trk kinase inhibitors through the structure-based design strategy. By varying the functional groups at the 3 and 5 positions of a 7-azaindole scaffold, we studied the structure-activity relationships (SAR) profiles and identified a series of potent Trk inhibitors. Representative derivatives showed desirable activity in cellular proliferation and apoptosis assays. Moreover, these inhibitors exhibited noteworthy antiangiogenic activity.

  DOI：

  10.1021/jm3002982

文献信息

• INDOLE-LIKE TRK RECEPTOR ANTAGONISTS
  申请人：Tallinn University of Technology

  公开号：US20170057948A1

  公开（公告）日：2017-03-02

  A tropomyosin receptor kinase (Trk) antagonist having a compound of formula (I) or a pharmaceutically acceptable salt thereof, wherein R1 is CH 3 , R2 is OCH 3 , R3 is SO 2 N(CH 3 ) 2 , and R4 is H; or R1 is CH 3 , R2 is OH, R3 is SO 2 N(CH 3 ) 2 , and R4 is H.

  一种具有化合物(I)或其药学上可接受的盐的tropomyosin receptor kinase (Trk)拮抗剂，其中R1为CH3，R2为O ，R3为SO2N( )2，R4为H；或R1为 ，R2为OH，R3为SO2N( )2，R4为H。