Ethyl 3-(4-cyanophenoxy)-6-(trifluoromethyl)quinoxaline-2-carboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 3-(4-cyanophenoxy)-6-(trifluoromethyl)quinoxaline-2-carboxylate
• 化学式: C₁₉H₁₂F₃N₃O₃
• 分子量: 387.318
• InChiKey: XCEQMAUVVNGPPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  85.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-羟基苯甲腈 、 3-氯-6-(三氟甲基)喹喔啉-2-羧酸乙酯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以92%的产率得到Ethyl 3-(4-cyanophenoxy)-6-(trifluoromethyl)quinoxaline-2-carboxylate
  参考文献：
  名称：

  Quinoxaline chemistry

  摘要：

  Thirty quinoxalines bearing a substituted phenoxy or hydroxybenzoylglutamate group on position 2, a carboethoxy or carboxy group on position 3 and a trifluoromethyl group on position 6 or 7 of the heterocycle were prepared in order to evaluate the in vitro anticancer activity. Screening over 21 compounds selected at the National Cancer Institute (Bethesda, MD) showed that only few derivatives exhibited a moderate growth inhibition activity on various tumor panel cell lines at 10(-4) molar concentration. The acid derivatives showed no growth inhibition activity. The results obtained in this series seem to indicate that in general carboxy or carboethoxy groups close to O-link with phenyl or benzoyl glutamates on position 2 are detrimental for anticancer activity. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00075-5

文献信息

• Quinoxaline chemistry
  作者：Gabriella Vitale、Paola Corona、Mario Loriga、Giuseppe Paglietti

  DOI：10.1016/s0014-827x(98)00075-5

  日期：1998.8

  Thirty quinoxalines bearing a substituted phenoxy or hydroxybenzoylglutamate group on position 2, a carboethoxy or carboxy group on position 3 and a trifluoromethyl group on position 6 or 7 of the heterocycle were prepared in order to evaluate the in vitro anticancer activity. Screening over 21 compounds selected at the National Cancer Institute (Bethesda, MD) showed that only few derivatives exhibited a moderate growth inhibition activity on various tumor panel cell lines at 10(-4) molar concentration. The acid derivatives showed no growth inhibition activity. The results obtained in this series seem to indicate that in general carboxy or carboethoxy groups close to O-link with phenyl or benzoyl glutamates on position 2 are detrimental for anticancer activity. (C) 1998 Elsevier Science S.A. All rights reserved.