4-(2,4-Dichloroanilino)-7-iodo-6-methoxyquinoline-3-carbonitrile | 929716-54-1

• 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-(2,4-Dichloroanilino)-7-iodo-6-methoxyquinoline-3-carbonitrile
• CAS: 929716-54-1
• 化学式: C₁₇H₁₀Cl₂IN₃O
• 分子量: 470.096
• InChiKey: YWTXBVIUCPBQFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2,4-Dichloroanilino)-7-iodo-6-methoxyquinoline-3-carbonitrile 、 1-(3-丁炔-1-基)-4-甲基哌嗪 在 三乙胺 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三苯基膦 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.0h， 生成 4-(2,4-Dichlorophenylamino)-6-methoxy-7-(4-(4-methylpiperazin-1-yl)but-1-ynyl)quinoline-3-carbonitrile
  参考文献：
  名称：

  Inhibition of Src kinase activity by 7-ethynyl-4-phenylamino-3-quinolinecarbonitriles: Identification of SKS-927

  摘要：

  Of a series of 7-ethynyl-3-quinolinecarbonitriles, the most potent Src inhibitory activity was observed with 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[4-(4-methylpiperazin-1-yl)but-1-ynyl]-3-quinolinecarbonitrile (SKS-927). Variation of the solubilizing amine tail or removal of the methoxy group from either C-6 of the quinoline core or C-5 of the aniline headpiece led to reduced activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.077
• 作为产物：
  描述：

  2-cyano-N-(2,4-dichloro-phenyl)-3-(3-iodo-4-methoxy-phenylamino)-acrylamide 在 三氯氧磷 作用下， 以 various solvent(s) 为溶剂， 生成 4-(2,4-Dichloroanilino)-7-iodo-6-methoxyquinoline-3-carbonitrile
  参考文献：
  名称：

  Inhibition of Src kinase activity by 7-ethynyl-4-phenylamino-3-quinolinecarbonitriles: Identification of SKS-927

  摘要：

  Of a series of 7-ethynyl-3-quinolinecarbonitriles, the most potent Src inhibitory activity was observed with 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[4-(4-methylpiperazin-1-yl)but-1-ynyl]-3-quinolinecarbonitrile (SKS-927). Variation of the solubilizing amine tail or removal of the methoxy group from either C-6 of the quinoline core or C-5 of the aniline headpiece led to reduced activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.077