Benzenamine, 3-[5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl]- | 1163302-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Benzenamine, 3-[5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl]-
• 英文别名: 3-[5-bromo-1-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyridin-3-yl]aniline
• CAS: 1163302-93-9
• 化学式: C₂₀H₁₆BrN₃O₂S
• 分子量: 442.336
• InChiKey: WEDWMRNEMYVUBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  86.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzenamine, 3-[5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl]- 、 异氰酸2-联苯酯 以 四氢呋喃 为溶剂， 生成 1-([1,1'-biphenyl]-2-yl)-3-(3-(5-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl)urea
  参考文献：
  名称：

  Discovery of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines as potent inhibitors of the insulin-like growth factor-1 receptor (IGF-1R) tyrosine kinase

  摘要：

  Exploration of the SAR around a series of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines led to the discovery of novel pyrrolopyridine inhibitors of the IGF-1R tyrosine kinase. Several compounds demonstrated nanomolar potency in enzyme and cellular mechanistic assays.

  DOI：

  10.1016/j.bmcl.2008.12.110
• 作为产物：
  描述：

  5-溴-3-碘-1-[(4-甲基苯基)磺酰基]-1H-吡咯并[2,3-B]吡啶 、 3-氨基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 以90%的产率得到Benzenamine, 3-[5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl]-
  参考文献：
  名称：

  Discovery of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines as potent inhibitors of the insulin-like growth factor-1 receptor (IGF-1R) tyrosine kinase

  摘要：

  Exploration of the SAR around a series of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines led to the discovery of novel pyrrolopyridine inhibitors of the IGF-1R tyrosine kinase. Several compounds demonstrated nanomolar potency in enzyme and cellular mechanistic assays.

  DOI：

  10.1016/j.bmcl.2008.12.110

文献信息

• Discovery of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines as potent inhibitors of the insulin-like growth factor-1 receptor (IGF-1R) tyrosine kinase
  作者：Samarjit Patnaik、Kirk L. Stevens、Roseanne Gerding、Felix Deanda、J. Brad Shotwell、Jun Tang、Toshihiro Hamajima、Hiroko Nakamura、M. Anthony Leesnitzer、Anne M. Hassell、Lisa M. Shewchuck、Rakesh Kumar、Huangshu Lei、Stanley D. Chamberlain

  DOI：10.1016/j.bmcl.2008.12.110

  日期：2009.6

  Exploration of the SAR around a series of 3,5-disubstituted-1H-pyrrolo[2,3-b]pyridines led to the discovery of novel pyrrolopyridine inhibitors of the IGF-1R tyrosine kinase. Several compounds demonstrated nanomolar potency in enzyme and cellular mechanistic assays.