N-((1H-1,2,3-triazol-4-yl)methyl)pterin-7-carboxamide | 1379508-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: N-((1H-1,2,3-triazol-4-yl)methyl)pterin-7-carboxamide
• 英文别名: 2-Amino-4-Oxo-N-(1h-1,2,3-Triazol-5-Ylmethyl)-1,4-Dihydropteridine-7-Carboxamide；2-amino-4-oxo-N-(2H-triazol-4-ylmethyl)-3H-pteridine-7-carboxamide
• CAS: 1379508-05-0
• 化学式: C₁₀H₉N₉O₂
• 分子量: 287.241
• InChiKey: IOLZYHQWMHJFBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  164
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-methoxycarbonylpterin 、 1H-[1,2,3]噻唑-4-基甲基胺 盐酸盐 以 甲醇 为溶剂， 以75%的产率得到N-((1H-1,2,3-triazol-4-yl)methyl)pterin-7-carboxamide
  参考文献：
  名称：

  Optimized 5-Membered Heterocycle-Linked Pterins for the Inhibition of Ricin Toxin A

  摘要：

  The optimization of a series of pterin amides for use as Ricin Toxin A (RTA) inhibitors is reported. On the basis of crystallographic data of a previous furan-linked pterin, various expanded furans were synthesized, linked to the pterin, and tested for inhibition. Concurrently, heteroanalogues of furan were explored, leading to the discovery of more potent triazole-linked pterins. Additionally, we discuss a dramatic improvement in the synthesis of these pterin amides via a dual role by diazabicycloundecene (DBU). This synthetic enhancement facilitates rapid diversification of the previously challenging pterin heterocycle, potentially aiding future medicinal research involving this structure.

  DOI：

  10.1021/ml300099t