(2-nitrophenyl)-(1H-pyrrolo[2,3-b]pyridine-3-yl)-methanone | 1056249-16-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-nitrophenyl)-(1H-pyrrolo[2,3-b]pyridine-3-yl)-methanone
• CAS: 1056249-16-1
• 化学式: C₁₄H₉N₃O₃
• 分子量: 267.244
• InChiKey: LECCOMIZLOJRGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.89
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2-nitrophenyl)-(1H-pyrrolo[2,3-b]pyridine-3-yl)-methanone 在 10% Pd/C 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 3.0h， 生成 (2-aminophenyl)-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of heteroaryl-ketone derivatives as a novel class of VEGFR-2 inhibitors

  摘要：

  We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation to the benzylic amine group (Fig. 1). The best compounds were demonstrated to be inactive against a small select panel of tyrosine and serine/threonine kinases with the exception of VEGFR-1 kinase, a close family member. In addition, the lead candidate 8 displayed acceptable exposure levels when administered orally to mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.083
• 作为产物：
  描述：

  7-氮杂吲哚 、 2-硝基苯甲酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以66%的产率得到(2-nitrophenyl)-(1H-pyrrolo[2,3-b]pyridine-3-yl)-methanone
  参考文献：
  名称：

  Synthesis and evaluation of heteroaryl-ketone derivatives as a novel class of VEGFR-2 inhibitors

  摘要：

  We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation to the benzylic amine group (Fig. 1). The best compounds were demonstrated to be inactive against a small select panel of tyrosine and serine/threonine kinases with the exception of VEGFR-1 kinase, a close family member. In addition, the lead candidate 8 displayed acceptable exposure levels when administered orally to mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.083