2-(4-乙基苯胺基)-3,7-二氢嘌呤-6-酮 | 123994-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 2-(4-乙基苯胺基)-3,7-二氢嘌呤-6-酮
• 英文名称: 6H-Purin-6-one, 2-((4-ethylphenyl)amino)-1,9-dihydro-
• 英文别名: 2-(4-ethylanilino)-1,7-dihydropurin-6-one
• CAS: 123994-73-0
• 化学式: C₁₃H₁₃N₅O
• 分子量: 255.279
• InChiKey: QGHSUEJTSRYKDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴次黄嘌呤 、 4-乙基苯胺 以 乙二醇甲醚 为溶剂， 以75%的产率得到2-(4-乙基苯胺基)-3,7-二氢嘌呤-6-酮
  参考文献：
  名称：

  Structure-activity relationships of N2-substituted guanines as inhibitors of HSV1 and HSV2 thymidine kinases

  摘要：

  A series of N2-phenylguanines was synthesized and tested for inhibition of the thymidine kinases encoded by Herpes simplex viruses type 1 and type 2. Compounds with hydrophobic, electron-attracting groups in the meta position of the phenyl ring such as m-trifluoromethyl (m-CF3PG, IC50 = 0.1 microM) were the most potent inhibitors of both enzymes. Many derivatives were significantly more potent against the type 2 thymidine kinase, and can effectively discriminate between the two enzymes. Among other N2-substituted guanines, alkyl and benzyl derivatives were moderately potent inhibitors, and the type 2 enzyme was again more sensitive than the type 1 enzyme. None of the compounds inhibited the thymidine kinase isolated from the host HeLa cell line, suggesting that members of this class of compounds may be useful nonsubstrate, antiviral compounds for latent herpesvirus infections.

  DOI：

  10.1021/jm00163a033

文献信息

• Structure-activity relationships of N2-substituted guanines as inhibitors of HSV1 and HSV2 thymidine kinases
  作者：Catherine Hildebrand、Daniele Sandoli、Federico Focher、Joseph Gambino、Giovanni Ciarrocchi、Silvio Spadari、George Wright

  DOI：10.1021/jm00163a033

  日期：1990.1

  A series of N2-phenylguanines was synthesized and tested for inhibition of the thymidine kinases encoded by Herpes simplex viruses type 1 and type 2. Compounds with hydrophobic, electron-attracting groups in the meta position of the phenyl ring such as m-trifluoromethyl (m-CF3PG, IC50 = 0.1 microM) were the most potent inhibitors of both enzymes. Many derivatives were significantly more potent against the type 2 thymidine kinase, and can effectively discriminate between the two enzymes. Among other N2-substituted guanines, alkyl and benzyl derivatives were moderately potent inhibitors, and the type 2 enzyme was again more sensitive than the type 1 enzyme. None of the compounds inhibited the thymidine kinase isolated from the host HeLa cell line, suggesting that members of this class of compounds may be useful nonsubstrate, antiviral compounds for latent herpesvirus infections.