{3-[(2-fluoro-4-nitrophenyl)oxy]propyl}dimethylamine | 221198-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {3-[(2-fluoro-4-nitrophenyl)oxy]propyl}dimethylamine
• 英文别名: 3-(2-fluoro-4-nitrophenoxy)-N,N-dimethylpropan-1-amine
• CAS: 221198-63-6
• 化学式: C₁₁H₁₅FN₂O₃
• 分子量: 242.25
• InChiKey: FHBROXVAWOEBSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  58.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {3-[(2-fluoro-4-nitrophenyl)oxy]propyl}dimethylamine 在 4-二甲氨基吡啶 、 palladium on activated charcoal 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies

  摘要：

  VEGFR-2 plays an essential role in angiogenesis and is a central target for anticancer drug discovery. In order to develop novel VEGFR-2 inhibitors, we designed and synthesized 33 biphenyl amides based on our previously reported lead compound. The biological results indicated that four compounds (18b, 20e, 20h and 20j) are potent VEGFR-2 inhibitors which are comparable to positive control. Compound 18b displayed the most potent VEGFR-2 inhibition with IC50 value of 2.02 nM. Moreover, it exhibited promising antiproliferative activity against MCF-7 and SMMC-7721 cells with IC50 values of 1.47 mu M and 5.98 mu M, respectively. Molecular docking and 3D-QSAR studies were also carried out. The results indicated that these biphenyl amides could serve as promising leads for further optimization as novel VEGFR-2 inhibitors. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.006
• 作为产物：
  描述：

  2-氟-4-硝基苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 {3-[(2-fluoro-4-nitrophenyl)oxy]propyl}dimethylamine
  参考文献：
  名称：

  Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies

  摘要：

  VEGFR-2 plays an essential role in angiogenesis and is a central target for anticancer drug discovery. In order to develop novel VEGFR-2 inhibitors, we designed and synthesized 33 biphenyl amides based on our previously reported lead compound. The biological results indicated that four compounds (18b, 20e, 20h and 20j) are potent VEGFR-2 inhibitors which are comparable to positive control. Compound 18b displayed the most potent VEGFR-2 inhibition with IC50 value of 2.02 nM. Moreover, it exhibited promising antiproliferative activity against MCF-7 and SMMC-7721 cells with IC50 values of 1.47 mu M and 5.98 mu M, respectively. Molecular docking and 3D-QSAR studies were also carried out. The results indicated that these biphenyl amides could serve as promising leads for further optimization as novel VEGFR-2 inhibitors. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.006

文献信息

• 2-Pyrimidinyl Pyrazolopyridine Erbb Kinase Inhibitors
  申请人：Uehling Edward David

  公开号：US20080051395A1

  公开（公告）日：2008-02-28

  The present invention provides 2-pyrimidinyl pyrazolopyridine compounds, compositions containing the same, as well as processes for the preparation and their use as pharmaceutical agents.

  本发明提供了2-嘧啶基吡唑吡啶化合物，含有这些化合物的组合物，以及其制备过程和作为药物剂的用途。
• 2-pyrimidinyl pyrazolopyridine ErbB kinase inhibitors
  申请人：GlaxoSmithKline LLC

  公开号：US07812022B2

  公开（公告）日：2010-10-12

  The present invention provides 2-pyrimidinyl pyrazolopyridine compounds, compositions containing the same, as well as processes for the preparation and their use as pharmaceutical agents.

  本发明提供了2-嘧啶基吡唑吡啶化合物，含有它们的组合物，以及制备它们的方法和它们作为药物的用途。
• 2-PYRIMIDINYL PYRAZOLOPYRIDINE ERBB KINASE INHIBITORS
  申请人：SmithKline Beecham Corporation

  公开号：EP1828185B1

  公开（公告）日：2009-05-06
• US7812022B2
  申请人：——

  公开号：US7812022B2

  公开（公告）日：2010-10-12
• [EN] 2-PYRIMIDINYL PYRAZOLOPYRIDINE ERBB KINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA KINASE ERBB A BASE DE 2-PYRIMIDINYLE PYRAZOLOPYRIDINE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2006068826A2

  公开（公告）日：2006-06-29

  [EN] The present invention provides 2-pyrimidinyl pyrazolopyridine compounds, compositions containing the same, as well as processes for the preparation and their use as pharmaceutical agents.
  [FR] La présente invention a trait à des composés à base de 2-pyrimidinyle pyrazolopyridine, des compositions les contenant, ainsi qu'à des procédés pour leur préparation et leur utilisation en tant qu'agents pharmaceutiques.