1-(furan-3-yl)-N-methylimidazo[1,2-a]quinoxalin-4-amine | 1187216-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-(furan-3-yl)-N-methylimidazo[1,2-a]quinoxalin-4-amine
• CAS: 1187216-22-3
• 化学式: C₁₅H₁₂N₄O
• 分子量: 264.286
• InChiKey: VIVJRTXHYAOKNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-呋喃硼酸 、 1-bromo-N-methylimidazo[1,2-a]-quinoxalin-4-amine 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.33h， 以96%的产率得到1-(furan-3-yl)-N-methylimidazo[1,2-a]quinoxalin-4-amine
  参考文献：
  名称：

  New imidazo[1,2-a]quinoxaline derivatives: Synthesis and in vitro activity against human melanoma

  摘要：

  New imidazo[1,2-a] quinoxaline analogues have been synthesized in good yields via a bimolecular condensation of 2-imidazole carboxylic acid, followed by a coupling with ortho-fluoroaniline and subsequent substitution on the imidazole ring by Suzuki Cross-coupling reaction using microwave assistance. Antitumor activities of these derivatives were evaluated by growth inhibition of A375 cells in vitro. All compounds exhibited high activities compared to imiquimod and fotemustine used as references. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.007

文献信息

• New imidazo[1,2-a]quinoxaline derivatives: Synthesis and in vitro activity against human melanoma
  作者：Carine Deleuze-Masquefa、Georges Moarbess、Sonia Khier、Nadège David、Stéphanie Gayraud-Paniagua、Françoise Bressolle、Frédéric Pinguet、Pierre-Antoine Bonnet

  DOI：10.1016/j.ejmech.2009.02.007

  日期：2009.9

  New imidazo[1,2-a] quinoxaline analogues have been synthesized in good yields via a bimolecular condensation of 2-imidazole carboxylic acid, followed by a coupling with ortho-fluoroaniline and subsequent substitution on the imidazole ring by Suzuki Cross-coupling reaction using microwave assistance. Antitumor activities of these derivatives were evaluated by growth inhibition of A375 cells in vitro. All compounds exhibited high activities compared to imiquimod and fotemustine used as references. (C) 2009 Elsevier Masson SAS. All rights reserved.