N-(N-(4-fluorobenzyl)carbamimidoyl)-3,5,6-trimethylpyrazine-2-carboxamide | 1126642-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(N-(4-fluorobenzyl)carbamimidoyl)-3,5,6-trimethylpyrazine-2-carboxamide
• 英文别名: N-[N'-[(4-fluorophenyl)methyl]carbamimidoyl]-3,5,6-trimethylpyrazine-2-carboxamide
• CAS: 1126642-81-6
• 化学式: C₁₆H₁₈FN₅O
• 分子量: 315.35
• InChiKey: AOIGUIJGZQYPSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  川芎嗪 在 potassium permanganate 、 双氧水 、 溶剂黄146 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.67h， 生成 N-(N-(4-fluorobenzyl)carbamimidoyl)-3,5,6-trimethylpyrazine-2-carboxamide
  参考文献：
  名称：

  Ligustrazine Derivatives. Part 6: Design, Synthesis and Evaluation of Novel Ligustrazinyl Acylguanidine Derivatives as Potential Cardiovascular Agents

  摘要：

  A series of novel Ligustrazinyl acylguanidines was designed, synthesized and evaluated for their protective effect on injured vascular endothelial cell (ECV-304). The preliminary results demonstrated that some compounds possessed more potent activities than that of Ligustrazine in stimulating replication of the injured endothelial cell. Among the active compounds, compounds 8b, 8f and 8l displayed remarkable antioxidative activity with low EC50 values of 0.097, 0.059 and 0.094 mM, respectively. Structure-activity relationships were briefly discussed.

  DOI：

  10.2174/157340612802084243

文献信息

• Ligustrazine Derivatives. Part 6: Design, Synthesis and Evaluation of Novel Ligustrazinyl Acylguanidine Derivatives as Potential Cardiovascular Agents
  作者：Zhenyu Li、Fang Yu、Lei Cui、Peng Zhan、Shouxun Wang、Yuemao Shen、Xinyong Liu

  DOI：10.2174/157340612802084243

  日期：2012.9.1

  A series of novel Ligustrazinyl acylguanidines was designed, synthesized and evaluated for their protective effect on injured vascular endothelial cell (ECV-304). The preliminary results demonstrated that some compounds possessed more potent activities than that of Ligustrazine in stimulating replication of the injured endothelial cell. Among the active compounds, compounds 8b, 8f and 8l displayed remarkable antioxidative activity with low EC50 values of 0.097, 0.059 and 0.094 mM, respectively. Structure-activity relationships were briefly discussed.