4-chloro-5-(3-(2-methoxyethoxy)phenyl)nicotinonitrile | 1160621-57-7

• 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: 4-chloro-5-(3-(2-methoxyethoxy)phenyl)nicotinonitrile
• CAS: 1160621-57-7
• 化学式: C₁₅H₁₃ClN₂O₂
• 分子量: 288.733
• InChiKey: VPKHYRIMZALWEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-氨基吲哚 、 4-chloro-5-(3-(2-methoxyethoxy)phenyl)nicotinonitrile 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 乙二醇二甲醚 为溶剂， 生成 4-(1H-indol-4-ylamino)-5-[3-(2-methoxyethoxy)phenyl]nicotinonitrile
  参考文献：
  名称：

  Synthesis and PKCθ inhibitory activity of a series of 4-indolylamino-5-phenyl-3-pyridinecarbonitriles

  摘要：

  A series of 4-indolylamino-5-phenyl-3-pyridinecarbonitrile inhibitors of PKC theta were synthesized as potential anti-inflammatory agents. The effects of specific substitution on the 5-phenyl moiety and variations of the positional isomers of the 4-indolylamino substituent were explored. This study led to the discovery of compound 12d, which had an IC50 value of 18 nM for the inhibition of PKC theta. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.053
• 作为产物：
  描述：

  1-(3,4-dimethoxybenzyl)-5-(3-(2-methoxyethoxy)phenyl)-4-oxo-1,4-dihydropyridine-3-carbonitrile 在 lithium chloride 、 三氯氧磷 作用下， 生成 4-chloro-5-(3-(2-methoxyethoxy)phenyl)nicotinonitrile
  参考文献：
  名称：

  Synthesis and PKCθ inhibitory activity of a series of 4-indolylamino-5-phenyl-3-pyridinecarbonitriles

  摘要：

  A series of 4-indolylamino-5-phenyl-3-pyridinecarbonitrile inhibitors of PKC theta were synthesized as potential anti-inflammatory agents. The effects of specific substitution on the 5-phenyl moiety and variations of the positional isomers of the 4-indolylamino substituent were explored. This study led to the discovery of compound 12d, which had an IC50 value of 18 nM for the inhibition of PKC theta. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.053