2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid naphthalen-1-ylamide | 7678-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid naphthalen-1-ylamide
• 英文别名: N-naphthalen-1-yl-2,4,6-trioxo-1,3-diazinane-5-carboxamide
• CAS: 7678-20-8
• 化学式: C₁₅H₁₁N₃O₄
• 分子量: 297.27
• InChiKey: UTHZBPPCKDSLLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 phenyl naphthalen-1-ylcarbamate 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以91%的产率得到2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid naphthalen-1-ylamide
  参考文献：
  名称：

  Synthesis of N-aryl and N-arylcarbamoylamino derivatives of 1,3-diazinane-5-carboxamide and their activity against glioblastoma LN-229 cell line

  摘要：

  Six structural motifs based on the initial (lead) structure of merbarone were designed, prepared, and tested against the glioblastoma LN-229 cell line. Three different structural moieties were modified in the search for optimal glioblastoma activity: the 1,3-diazinane moiety, the aryl moiety, and the heteroatom linker. Calculated molecular descriptors such as lipophilicity (ClogP), acidic strength (calculated pK(a)), and polar surface area (PSA) were used to design a diverse structural library of these compounds. From six different structural motifs and 136 compounds, a handful of examples with moderate (100 mu g/ml), good (10 mu g/ml) and excellent (1 mu g/ml) glioblastoma activity were elucidated. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2016.09.074