2,4,6-tris-[4-(2-chloroethyl)-piperazin-1-yl]-[1,3,5]triazine | 1186195-82-3

• 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: 2,4,6-tris-[4-(2-chloroethyl)-piperazin-1-yl]-[1,3,5]triazine
• 英文别名: 2,4,6-Tris[4-(2-chloroethyl)piperazin-1-yl]-1,3,5-triazine
• CAS: 1186195-82-3
• 化学式: C₂₁H₃₆Cl₃N₉
• 分子量: 520.936
• InChiKey: LDJLRORMRMDOHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  58.11
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,4,6-tris-[4-(2-chloroethyl)-piperazin-1-yl]-[1,3,5]triazine 、 苯酚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以92%的产率得到2,4,6-tris[4-(2-phenoxyethyl)-piperazin-1-yl]-1,3,5-triazine
  参考文献：
  名称：

  Kolesinska, Beata; Drozdowska, Danuta; Kaminski, Zbigniew J., Acta poloniae pharmaceutica, 2008, vol. 65, # 6, p. 709 - 714

  摘要：

  DOI：
• 作为产物：
  描述：

  三乙烯二胺 、 三聚氯氰 以 二氯甲烷 为溶剂， 反应 1.5h， 以81%的产率得到2,4,6-tris-[4-(2-chloroethyl)-piperazin-1-yl]-[1,3,5]triazine
  参考文献：
  名称：

  Synthesis and cytotoxicity studies of bifunctional hybrids of nitrogen mustards with potential enzymes inhibitors based on melamine framework

  摘要：

  The new class of hybrid anticancer drugs were obtained by selective functionalization of the triazine scaffold. These were prepared by rearrangement of mono-, bis- and/or tris-(1,3,5-triazin-2-yl)-1,4-diazabicyclo[2.2.2]octanium chlorides leading to formation of 2-chloroethylamino fragments attached to 1,3,5-triazine via one, two or three piperazine rings respectively. Their inhibitory effect was found strongly dependent on the structure of substituents in triazine ring. The anti-proliferative activity of the hybrids evaluated in vitro by using mammalian tumour cells estimated as IC50 was in the range 0.62-139,78 mu M. Both cytotoxicity and alkylating activity depended on the substituents of triazine ring, however, also the mono- functional analogues of nitrogen mustards, which are unable to form liaisons between two DNA strands, induced apoptosis and necrosis in the tested cells.

  DOI：

  10.3109/14756366.2011.604482