4-chloro-6,7-(2-methoxyethoxy)-quinoline-3-carbonitrile | 263171-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-chloro-6,7-(2-methoxyethoxy)-quinoline-3-carbonitrile
• 英文别名: 4-Chloro-6,7-bis(2-methoxyethoxy)quinoline-3-carbonitrile
• CAS: 263171-59-1
• 化学式: C₁₆H₁₇ClN₂O₄
• 分子量: 336.775
• InChiKey: UVDNSUMNEQTJPL-UHFFFAOYSA-N

物化性质

• 沸点：
  495.9±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲氧基苯胺 、 4-chloro-6,7-(2-methoxyethoxy)-quinoline-3-carbonitrile 在 吡啶盐酸盐 作用下， 以 乙二醇乙醚 为溶剂， 生成 6,7-Bis-(2-methoxy-ethoxy)-4-(3,4,5-trimethoxy-phenylamino)-quinoline-3-carbonitrile
  参考文献：
  名称：

  Investigation of the effect of varying the 4-anilino and 7-alkoxy groups of 3-quinolinecarbonitriles on the inhibition of Src kinase activity

  摘要：

  Several 7-alkoxy-4-anilino-3-quinolinecarbonitriles were synthesized and evaluated for Src kinase inhibitory activity. Optimal inhibition of both Src enzymatic and cellular activity was seen with analogues having a 2,4-dichloro-5-methoxyaniline group at C-4. Compound 18, which has a 1-methylpiperidinemethoxy group at C-7, showed in vivo activity in a xenograft model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.001
• 作为产物：
  描述：

  2-氨基-4,5-双(2-甲氧基乙氧基)-苯甲酸甲酯 在 正丁基锂 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成 4-chloro-6,7-(2-methoxyethoxy)-quinoline-3-carbonitrile
  参考文献：
  名称：

  Syntheses and EGFR and HER-2 kinase inhibitory activities of 4-anilinoquinoline-3-carbonitriles: analogues of three important 4-anilinoquinazolines currently undergoing clinical evaluation as therapeutic antitumor agents

  摘要：

  The syntheses and biological evaluations of 4-anilinoquinoline-3-carbonitrile analogues of the three clinical lead 4-anilinoquinazolines Iressa(TM), Tarceva(TM), and CI-1033 are described. The EGFR and HER-2 kinase inhibitory activities and the cell growth inhibition of the two series are compared with each other and with the clinical lead EKB-569. Similar activities are observed between these two series. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00598-x