5,7-dinitro-3-phenyl-2-(4-methoxyphenylthio)quinoxaline | 1148020-93-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,7-dinitro-3-phenyl-2-(4-methoxyphenylthio)quinoxaline
• 英文别名: 2-(4-Methoxyphenyl)sulfanyl-5,7-dinitro-3-phenylquinoxaline
• CAS: 1148020-93-2
• 化学式: C₂₁H₁₄N₄O₅S
• 分子量: 434.432
• InChiKey: QUJDCFSDNWGVEO-UHFFFAOYSA-N

物化性质

• 熔点：
  192-193 °C(Solvent: Acetonitrile)
• 沸点：
  622.9±55.0 °C(predicted)
• 密度：
  1.51±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,7-dinitro-3-phenyl-2-(4-methoxyphenylthio)quinoxaline 在 乙醇 、 palladium 10% on activated carbon 、 肼 作用下， 反应 8.5h， 以54%的产率得到5,7-diamino-3-phenyl-2-(4-methoxyphenylthio)quinoxaline
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of new quinoxaline derivatives

  摘要：

  A series of novel 5,7-diamino-3-phenyl-2-benzylamino, 2-phenoxy, and 2-thiophenyl substituted quinoxalines has been designed, synthesized and evaluated for their in vitro antitumor activity towards cell lines of nine different types of human cancers. Some of these compounds exhibited inhibitory effects on the growth of a wide range of cancer cell lines generally at 10(-6) M, in some cases at 10(-7) M and 10(-8) M concentrations. Within this series the benzylamino quinoxaline derivatives 1b-7b were the most active, whereas compound 2c showed the highest MG_MD value (-5.66). (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.025
• 作为产物：
  描述：

  4-甲氧基苯硫酚 、 5,7-二硝基-3-苯基-2-氯喹喔啉 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以96%的产率得到5,7-dinitro-3-phenyl-2-(4-methoxyphenylthio)quinoxaline
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of new quinoxaline derivatives

  摘要：

  A series of novel 5,7-diamino-3-phenyl-2-benzylamino, 2-phenoxy, and 2-thiophenyl substituted quinoxalines has been designed, synthesized and evaluated for their in vitro antitumor activity towards cell lines of nine different types of human cancers. Some of these compounds exhibited inhibitory effects on the growth of a wide range of cancer cell lines generally at 10(-6) M, in some cases at 10(-7) M and 10(-8) M concentrations. Within this series the benzylamino quinoxaline derivatives 1b-7b were the most active, whereas compound 2c showed the highest MG_MD value (-5.66). (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.025

文献信息

• Synthesis and in vitro antitumor activity of new quinoxaline derivatives
  作者：Paola Corona、Antonio Carta、Mario Loriga、Gabriella Vitale、Giuseppe Paglietti

  DOI：10.1016/j.ejmech.2008.07.025

  日期：2009.4

  A series of novel 5,7-diamino-3-phenyl-2-benzylamino, 2-phenoxy, and 2-thiophenyl substituted quinoxalines has been designed, synthesized and evaluated for their in vitro antitumor activity towards cell lines of nine different types of human cancers. Some of these compounds exhibited inhibitory effects on the growth of a wide range of cancer cell lines generally at 10(-6) M, in some cases at 10(-7) M and 10(-8) M concentrations. Within this series the benzylamino quinoxaline derivatives 1b-7b were the most active, whereas compound 2c showed the highest MG_MD value (-5.66). (C) 2008 Elsevier Masson SAS. All rights reserved.