3-benzyl-8-hydroxymethyl-7-(2-oxo-2-phenylethyl)-1-propyl-3,7-dihydropurine-2,6-dione | 862468-62-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzyl-8-hydroxymethyl-7-(2-oxo-2-phenylethyl)-1-propyl-3,7-dihydropurine-2,6-dione
• 英文别名: 1-PROPYL-3-BENZYL-7-(2-OXO-2-PHENYL-ETHYL)-8-HYDROXYMETHYL-XANTHINE；3-Benzyl-8-(hydroxymethyl)-7-phenacyl-1-propylpurine-2,6-dione
• CAS: 862468-62-0
• 化学式: C₂₄H₂₄N₄O₄
• 分子量: 432.479
• InChiKey: ZXTDGSKEPAFQQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-benzyl-8-hydroxymethyl-7-(2-oxo-2-phenylethyl)-1-propyl-3,7-dihydropurine-2,6-dione 在 sodium methylate 、 三溴化磷 作用下， 以 甲醇 、 苯 为溶剂， 反应 5.17h， 生成 1-benzyl-7-phenyl-3-propyl-1H-pyrrolo[1,2-f]purine-2,4(3H,6H)-dione
  参考文献：
  名称：

  New Pyrrolo[2,1-f]purine-2,4-dione and Imidazo[2,1-f]purine-2,4-dione Derivatives as Potent and Selective Human A₃ Adenosine Receptor Antagonists

  摘要：

  Compounds presenting an additional fused ring on the xanthine nucleus have been reported to exhibit antagonistic activity with various levels of affinity and selectivity toward the four adenosine receptors subtypes A(1) A(2A), A(2B), and A(3). This paper reports synthesis and biological evaluation of new 1-benzyl-3-propyl-IH,6H-pyrrolo[2,1-f]purine-2,4-diones and 1-benzyl-3propyl- 1H,8H-imidazo [2, 1-f] purine-2,4-diones, among which we identified potent and selective A(3) adenosine receptors antagonists. In particular, 1-benzyl-7-methyl-3-propyl-IH,8H-imidazo[2,1-f]purine-2,4-dione (11e) shows a K-i (hA(3)) value from binding assay of 0.8 nM.

  DOI：

  10.1021/jm058008c
• 作为产物：
  描述：

  5,6-diamino-1-benzyl-3-propyl-1H-pyrimidine-2,4-dione 在 1,4-二氧六环 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 3-benzyl-8-hydroxymethyl-7-(2-oxo-2-phenylethyl)-1-propyl-3,7-dihydropurine-2,6-dione
  参考文献：
  名称：

  New Pyrrolo[2,1-f]purine-2,4-dione and Imidazo[2,1-f]purine-2,4-dione Derivatives as Potent and Selective Human A₃ Adenosine Receptor Antagonists

  摘要：

  Compounds presenting an additional fused ring on the xanthine nucleus have been reported to exhibit antagonistic activity with various levels of affinity and selectivity toward the four adenosine receptors subtypes A(1) A(2A), A(2B), and A(3). This paper reports synthesis and biological evaluation of new 1-benzyl-3-propyl-IH,6H-pyrrolo[2,1-f]purine-2,4-diones and 1-benzyl-3propyl- 1H,8H-imidazo [2, 1-f] purine-2,4-diones, among which we identified potent and selective A(3) adenosine receptors antagonists. In particular, 1-benzyl-7-methyl-3-propyl-IH,8H-imidazo[2,1-f]purine-2,4-dione (11e) shows a K-i (hA(3)) value from binding assay of 0.8 nM.

  DOI：

  10.1021/jm058008c

文献信息

• Novel adenosine A3 receptor modulators
  申请人：Baraldi Giovanni Pier

  公开号：US20060178385A1

  公开（公告）日：2006-08-10

  A class of novel antagonists for the adenosine A 3 receptor are disclosed. These compounds are useful as therapeutic agents for a number of diseases and medical conditions that are mediated by the A 3 receptor. The compounds of this invention are also useful as diagnostic agents for the A 3 receptor.

  本发明揭示了一类新型的腺苷A3受体拮抗剂。这些化合物可用作治疗多种由A3受体介导的疾病和医疗状况的治疗剂。本发明的这些化合物还可用作A3受体的诊断试剂。
• US7435740B2
  申请人：——

  公开号：US7435740B2

  公开（公告）日：2008-10-14