4-((4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yl)oxy)benzonitrile | 1609280-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-((4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yl)oxy)benzonitrile
• 英文别名: 4-[[4-(4-Methylpiperazin-1-yl)-6-[4-(4-oxo-2-phenyl-thiazolidin-3-yl)phenyl]-1,3,5-triazin-2-yl]oxy]benzonitrile；4-[[4-(4-methylpiperazin-1-yl)-6-[4-(4-oxo-2-phenyl-1,3-thiazolidin-3-yl)phenyl]-1,3,5-triazin-2-yl]oxy]benzonitrile
• CAS: 1609280-50-3
• 化学式: C₃₀H₂₇N₇O₂S
• 分子量: 549.656
• InChiKey: JBOCXYIRGFVGTQ-UHFFFAOYSA-N

物化性质

• 熔点：
  255-257 °C
• 沸点：
  848.5±75.0 °C(predicted)
• 密度：
  1.43±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：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-((4-(4-aminophenyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-yl)oxy)benzonitrile 在 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 生成 4-((4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yl)oxy)benzonitrile
  参考文献：
  名称：

  Facile synthesis of benzonitrile/nicotinonitrile based s-triazines as new potential antimycobacterial agents

  摘要：

  A common strategy to synthesize 4/6-(4-(4-methylpiperazin-1-yl)-6-(4-(4-oxo-2-phenylthiazolidin-3-yl)phenyl)-1,3,5-triazin-2-yloxy)benzonitriles/nicotinonitriles was developed by applying an efficient palladium-catalyzed C-C Suzuki coupling. Moreover, the synthesized compounds were also tested for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv using BACTEC MGIT and Lowenstein-Jensen MIC methods. Several compounds displayed profound antimycobacterial activity in combination with low toxicity towards mammalian cells. The best results were observed amongst the nicotinonitrile substituted s-triazine analogs and it could be a potential starting point to develop new lead compounds in the fight against M. tuberculosis H(37)Rv. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.085