38-((4,6-bis((4-methoxybenzyl)amino)-1,3,5-triazin-2-yl)amino)-35-oxo-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacontanoic acid | 1391054-53-7

• 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: 38-((4,6-bis((4-methoxybenzyl)amino)-1,3,5-triazin-2-yl)amino)-35-oxo-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacontanoic acid
• CAS: 1391054-53-7
• 化学式: C₄₅H₇₀N₆O₁₇
• 分子量: 967.081
• InChiKey: ZXUINQPOJYVDOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  68.0
• 可旋转键数：
  46.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  258.35
• 氢给体数：
  4.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  38-((4,6-bis((4-methoxybenzyl)amino)-1,3,5-triazin-2-yl)amino)-35-oxo-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacontanoic acid 、 (7S)-7-氨基-1,2,3,10-四甲氧基-6,7-二氢-5H-苯并[g]庚搭烯-9-酮 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 49.0h， 以68%的产率得到2-[[4,6-bis[(4-methoxyphenyl)methylamino]-1,3,5-triazin-2-yl]amino]ethyl 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-oxo-2-[[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate
  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