2-amino-4-(tricyclo<3.3.1.1^3,7>decyl-1)-6-morpholino-1,3,5-triazine

• 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-amino-4-(tricyclo<3.3.1.1^3,7>decyl-1)-6-morpholino-1,3,5-triazine
• 英文别名: 4-(1-Adamantyl)-6-morpholin-4-yl-1,3,5-triazin-2-amine
• 化学式: C₁₇H₂₅N₅O
• 分子量: 315.418
• InChiKey: XVBQUIKJUGLMMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  金刚烷-1-甲酸乙酯 、 吗啉胍 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以60%的产率得到2-amino-4-(tricyclo<3.3.1.1^3,7>decyl-1)-6-morpholino-1,3,5-triazine
  参考文献：
  名称：

  Synthesis, crystal structure and biological properties of a new series of lipophilic s-triazines, dihydrofolate reductase inhibitors

  摘要：

  A number of adamantyl-group-bearing diamino-s-triazines were synthesized as potential dihydrofolate reductase (DHFR) inhibitors and their pharmacological properties were tested. The crystal structures of certain compounds were determined by X-ray crystallography. With the aid of computer graphics, model structures of the L1210 mouse DHFR-ligand ternary complex were constructed. The binding affinities of the compounds to DHFR were determined experimentally. Compounds mono-substituted at the nitrogen of the amine group appear to be slightly better inhibitors. Weak activity was also enhanced by the presence of a methylene bridge between the adamantyl group and the s-triazine ring. The majority of the compounds was shown to have weak activity against P388 and KB cell lines in vitro; some compounds showed weak anti-bacterial activity and no anti-viral activity was detected.

  DOI：

  10.1016/0223-5234(93)90007-2

文献信息

• Synthesis, crystal structure and biological properties of a new series of lipophilic s-triazines, dihydrofolate reductase inhibitors
  作者：P Tsitsa、E Antoniadou-Vyza、SJ Hamodrakas、EE Eliopoulos、A Tsantili-Kakoulidou、E Lada-Hytiroglou、C Roussakis、I Chinou、A Hempel、N Camerman、FP Ottensmeyer、DA Vanden Berghe

  DOI：10.1016/0223-5234(93)90007-2

  日期：1993.1

  A number of adamantyl-group-bearing diamino-s-triazines were synthesized as potential dihydrofolate reductase (DHFR) inhibitors and their pharmacological properties were tested. The crystal structures of certain compounds were determined by X-ray crystallography. With the aid of computer graphics, model structures of the L1210 mouse DHFR-ligand ternary complex were constructed. The binding affinities of the compounds to DHFR were determined experimentally. Compounds mono-substituted at the nitrogen of the amine group appear to be slightly better inhibitors. Weak activity was also enhanced by the presence of a methylene bridge between the adamantyl group and the s-triazine ring. The majority of the compounds was shown to have weak activity against P388 and KB cell lines in vitro; some compounds showed weak anti-bacterial activity and no anti-viral activity was detected.