2,5-二氨基-6H-[1,3]噻唑并[4,5-e]嘧啶-7-酮 | 103322-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 1,3-噻唑并[5,4-d]嘧啶
• 中文名称: 2,5-二氨基-6H-[1,3]噻唑并[4,5-e]嘧啶-7-酮
• 英文名称: 2,5-diaminothiazolo<5,4-d>pyrimidin-7(6H)-one
• 英文别名: 2,5-Diaminothiazolo(5,4-d)pyrimidin-7(6H)-one；2,5-diamino-6H-[1,3]thiazolo[5,4-d]pyrimidin-7-one
• CAS: 103322-70-9
• 化学式: C₅H₅N₅OS
• 分子量: 183.194
• InChiKey: UBAQQGNYBQOJRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,5-Diamino-6-thiocyanato-3H-pyrimidin-4-one 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2,5-二氨基-6H-[1,3]噻唑并[4,5-e]嘧啶-7-酮
  参考文献：
  名称：

  Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thioisosteres of 8-aminoguanine

  摘要：

  8-Aminoguanine is a potent inhibitor of purine nucleoside phosphorylase (PNP) and also a substrate of PNP. Two thio isosteres of 8-aminoguanine, 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one (2) and 2,4-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one (3), which cannot be substrates of PNP, were synthesized and evaluated for their inhibitory activity against PNP. They were found to be weak inhibitors of PNP and to be noncytotoxic for MOLT-4 T-cells in culture.

  DOI：

  10.1021/jm00159a045