2-chloro-4-(6-methylpyridin-3-yl)oxy-pyridine | 1117686-41-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-4-(6-methylpyridin-3-yl)oxy-pyridine
• 英文别名: 2-chloro-4-(6-methylpyridin-3-yl)oxypyridine
• CAS: 1117686-41-5
• 化学式: C₁₁H₉ClN₂O
• 分子量: 220.658
• InChiKey: UVWUTLNZOKUILD-UHFFFAOYSA-N

物化性质

• 沸点：
  335.0±42.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4-(6-methylpyridin-3-yl)oxy-pyridine 、 3,4,5-三甲氧基苯胺 在 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(6-methylpyridin-3-yl)oxy-N-(3,4,5-trimethoxyphenyl)-pyridin-2-amine
  参考文献：
  名称：

  Rapid Generation of a High Quality Lead for Transforming Growth Factor-β (TGF-β) Type I Receptor (ALK5)

  摘要：

  A novel class of 4-pyridinoxy-2-anilinopyridine-based TGF-beta type I receptor (also known as activin-like kinase 5 or ALK5) inhibitors is reported. The binding mode of this scaffold was successfully predicted by analyzing possible docked binding modes of literature inhibitors and novel synthetic ideas. Compounds such as 19 are potent ALK5 inhibitors with good physicochemical and pharmacokinetic properties and thus represent high quality leads for further optimization.

  DOI：

  10.1021/jm900807w
• 作为产物：
  描述：

  3-羟基-6-甲基吡啶 、 2,4-二氯吡啶 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以67%的产率得到2-chloro-4-(6-methylpyridin-3-yl)oxy-pyridine
  参考文献：
  名称：

  Rapid Generation of a High Quality Lead for Transforming Growth Factor-β (TGF-β) Type I Receptor (ALK5)

  摘要：

  A novel class of 4-pyridinoxy-2-anilinopyridine-based TGF-beta type I receptor (also known as activin-like kinase 5 or ALK5) inhibitors is reported. The binding mode of this scaffold was successfully predicted by analyzing possible docked binding modes of literature inhibitors and novel synthetic ideas. Compounds such as 19 are potent ALK5 inhibitors with good physicochemical and pharmacokinetic properties and thus represent high quality leads for further optimization.

  DOI：

  10.1021/jm900807w

文献信息

• CHEMICAL COMPOUNDS-821
  申请人：Finlay Maurice Raymond

  公开号：US20090048269A1

  公开（公告）日：2009-02-19

  The invention relates to chemical compounds of the formula (I), or pharmaceutically acceptable salts thereof, which possess ALK5 (TGFβR1) inhibitory activity and are accordingly useful for their anti-cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments for use in the production of an anti-cancer effect in a warm-blooded animal such as man.

  该发明涉及化学式(I)的化合物，或其药学上可接受的盐，具有ALK5（TGFβR1）抑制活性，因此在抗癌活性方面有用，从而在治疗人体或动物体的方法中有用。该发明还涉及制造上述化学化合物的方法，含有它们的药物组合物，以及它们在制造用于在温血动物（如人）中产生抗癌效果的药物中的使用。
• 2-AMINOPYRIMIDIN-6-ONES AND ANALOGS EXHIBITING ANTI-CANCER AND ANTI-PROLIFERATIVE ACTIVITIES
  申请人：Deciphera Pharmaceuticals, LLC

  公开号：EP2968286B1

  公开（公告）日：2017-09-13
• [EN] PYRIDINYIIOXY PYRIDINES AS ALK5 INHIBITORS<br/>[FR] COMPOSÉS CHIMIQUES 1 - 821
  申请人：ASTRAZENECA AB

  公开号：WO2009022171A1

  公开（公告）日：2009-02-19

  The invention relates to chemical compounds of the formula (I) or pharmaceutically acceptable salts thereof, which possess ALK5 (TGFβRl) inhibitory activity and are accordingly useful for their anti-cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments for use in the production of an anti¬ cancer effect in a warm-blooded animal such as man.
• Rapid Generation of a High Quality Lead for Transforming Growth Factor-β (TGF-β) Type I Receptor (ALK5)
  作者：Frederick W. Goldberg、Richard A. Ward、Steven J. Powell、Judit É. Debreczeni、Richard A. Norman、Nicola J. Roberts、Allan P. Dishington、Helen J. Gingell、Kate F. Wickson、Andrew L. Roberts

  DOI：10.1021/jm900807w

  日期：2009.12.10

  A novel class of 4-pyridinoxy-2-anilinopyridine-based TGF-beta type I receptor (also known as activin-like kinase 5 or ALK5) inhibitors is reported. The binding mode of this scaffold was successfully predicted by analyzing possible docked binding modes of literature inhibitors and novel synthetic ideas. Compounds such as 19 are potent ALK5 inhibitors with good physicochemical and pharmacokinetic properties and thus represent high quality leads for further optimization.