4-((4-(2-bromo-4-methylphenoxy)-6-chloro-1,3,5-triazin-2-yl)amino)benzonitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-((4-(2-bromo-4-methylphenoxy)-6-chloro-1,3,5-triazin-2-yl)amino)benzonitrile
• 英文别名: 4-[[4-(2-Bromo-4-methyl-phenoxy)-6-chloro-1,3,5-triazin-2-yl]amino]benzonitrile；4-[[4-(2-bromo-4-methylphenoxy)-6-chloro-1,3,5-triazin-2-yl]amino]benzonitrile
• 化学式: C₁₇H₁₁BrClN₅O
• 分子量: 416.664
• InChiKey: DBLNUPBFCRDFDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-((4-(2-bromo-4-methylphenoxy)-6-chloro-1,3,5-triazin-2-yl)amino)benzonitrile 在 氨 作用下， 以 异丙醇 为溶剂， 以35%的产率得到4-((4-amino-6-(2-bromo-4-methylphenoxy)-1,3,5-triazin-2-yl)amino)benzonitrile
  参考文献：
  名称：

  From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

  摘要：

  The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.

  DOI：

  10.1016/j.bmc.2014.08.005
• 作为产物：
  描述：

  2-溴-4-甲基苯酚 在 四丁基硫酸氢铵 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 86.0h， 生成 4-((4-(2-bromo-4-methylphenoxy)-6-chloro-1,3,5-triazin-2-yl)amino)benzonitrile
  参考文献：
  名称：

  From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds

  摘要：

  The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.

  DOI：

  10.1016/j.bmc.2014.08.005

文献信息

• From human immunodeficiency virus non-nucleoside reverse transcriptase inhibitors to potent and selective antitrypanosomal compounds
  作者：Muthusamy Venkatraj、Kevin K. Ariën、Jan Heeres、Jurgen Joossens、Bertrand Dirié、Sophie Lyssens、Johan Michiels、Paul Cos、Paul J. Lewi、Guido Vanham、Louis Maes、Pieter Van der Veken、Koen Augustyns

  DOI：10.1016/j.bmc.2014.08.005

  日期：2014.10

  The presence of a structural recognition motif for the nucleoside P2 transporter in a library of pyrimidine and triazine non-nucleoside HIV-1 reverse transcriptase inhibitors, prompted for the evaluation of antitrypanosomal activity. It was demonstrated that the structure-activity relationship for anti-HIV and antitrypanosomal activity was different. Optimization in the diaryl triazine series led to 6-(mesityloxy)-N2-phenyl-1,3,5-triazine-2,4-diamine (69), a compound with potent in vitro and moderate in vivo antitrypanosomal activity.