2,4-di(4--methoxybenzylamino)-6-(propargylamino)-1,3,5-triazine | 1391054-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2,4-di(4--methoxybenzylamino)-6-(propargylamino)-1,3,5-triazine
• 英文别名: 2,4-di(4-methoxybenzylamino)-6-(propargylamino)-1,3,5-triazine
• CAS: 1391054-26-4
• 化学式: C₂₂H₂₄N₆O₂
• 分子量: 404.472
• InChiKey: SXHWCGSUKQQFQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  93.22
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2,4-di(4--methoxybenzylamino)-6-(propargylamino)-1,3,5-triazine 、 N-(3-azidopropionyl)deacetylcolchicine 在 magnesium ascorbate 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以47%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of novel anticancer bivalent colchicine–tubulizine hybrids

  摘要：

  A series of novel antimitotic hybrids were synthesized in good yields by linking of azide-containing colchicine congeners with acetylene-substituted tubulizine-type derivatives using copper-mediated 1,3-dipolar cycloaddition. Obtained compounds exhibit good cytotoxicity against HBL100 epithelial cell lines (IC50 = 0.599-2.93 mu M). Several newly synthesized compounds are the substoichiometric inhibitors of microtubule assembly (R = 0.41-0.78). The results highlight the importance of the length of spacer linking the tubulin binding ligands in heterodimeric molecules. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.072
• 作为产物：
  描述：

  4-甲氧基苄胺 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 80.33h， 生成 2,4-di(4--methoxybenzylamino)-6-(propargylamino)-1,3,5-triazine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel anticancer bivalent colchicine–tubulizine hybrids

  摘要：

  A series of novel antimitotic hybrids were synthesized in good yields by linking of azide-containing colchicine congeners with acetylene-substituted tubulizine-type derivatives using copper-mediated 1,3-dipolar cycloaddition. Obtained compounds exhibit good cytotoxicity against HBL100 epithelial cell lines (IC50 = 0.599-2.93 mu M). Several newly synthesized compounds are the substoichiometric inhibitors of microtubule assembly (R = 0.41-0.78). The results highlight the importance of the length of spacer linking the tubulin binding ligands in heterodimeric molecules. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.072