8-Cyclopentyl-7-(4-methoxy-benzyl)-3-(3-methoxy-propyl)-1-propyl-3,7-dihydro-purine-2,6-dione | 344796-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-Cyclopentyl-7-(4-methoxy-benzyl)-3-(3-methoxy-propyl)-1-propyl-3,7-dihydro-purine-2,6-dione
• 英文别名: 8-Cyclopentyl-7-[(4-methoxyphenyl)methyl]-3-(3-methoxypropyl)-1-propylpurine-2,6-dione；8-cyclopentyl-7-[(4-methoxyphenyl)methyl]-3-(3-methoxypropyl)-1-propylpurine-2,6-dione
• CAS: 344796-54-9
• 化学式: C₂₅H₃₄N₄O₄
• 分子量: 454.569
• InChiKey: VGSNNYPEJWZKDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-Cyclopentyl-7-(4-methoxy-benzyl)-3-(3-methoxy-propyl)-1-propyl-3,7-dihydro-purine-2,6-dione 在 三溴化硼 、 硫酸 、 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以51%的产率得到PSB-16
  参考文献：
  名称：

  Synthesis and use of FSCPX, an irreversible adenosine A1 antagonist, as a ‘Receptor Knock-Down’ tool

  摘要：

  A new preparative synthetic route for the irreversible adenosine A1 antagonist 8-cyclopentyl-3-N-[3-((3-(4-fluorosulphonyl)benzoyl)-oxy)-propyl]-1-N-propyl-xanthine (FSCPX, 1) is described. The availability of ample amounts of the irreversible antagonist FSCPX allowed us to use FSCPX as a research tool for adenosine A1 receptors in in vivo experiments. After verification of the irreversible antagonistic function of FSCPX in in vitro experiments, FSCPX was used successfully as a 'receptor knock-down' tool in in vivo experiments on conscious rats.

  DOI：

  10.1016/s0960-894x(01)00069-5
• 作为产物：
  描述：

  3-(3-methoxypropyl)-8-cyclopentylxanthine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 8-Cyclopentyl-7-(4-methoxy-benzyl)-3-(3-methoxy-propyl)-1-propyl-3,7-dihydro-purine-2,6-dione
  参考文献：
  名称：

  Synthesis and use of FSCPX, an irreversible adenosine A1 antagonist, as a ‘Receptor Knock-Down’ tool

  摘要：

  A new preparative synthetic route for the irreversible adenosine A1 antagonist 8-cyclopentyl-3-N-[3-((3-(4-fluorosulphonyl)benzoyl)-oxy)-propyl]-1-N-propyl-xanthine (FSCPX, 1) is described. The availability of ample amounts of the irreversible antagonist FSCPX allowed us to use FSCPX as a research tool for adenosine A1 receptors in in vivo experiments. After verification of the irreversible antagonistic function of FSCPX in in vitro experiments, FSCPX was used successfully as a 'receptor knock-down' tool in in vivo experiments on conscious rats.

  DOI：

  10.1016/s0960-894x(01)00069-5

文献信息

• Synthesis and use of FSCPX, an irreversible adenosine A1 antagonist, as a ‘Receptor Knock-Down’ tool
  作者：Jacqueline E.van Muijlwijk-Koezen、Henk Timmerman、Richard P.van der Sluis、Andrea C van de Stolpe、Wiro M.P.B Menge、Margot W Beukers、Piet H van der Graaf、Miriam de Groote、Adriaan P IJzerman

  DOI：10.1016/s0960-894x(01)00069-5

  日期：2001.3

  A new preparative synthetic route for the irreversible adenosine A1 antagonist 8-cyclopentyl-3-N-[3-((3-(4-fluorosulphonyl)benzoyl)-oxy)-propyl]-1-N-propyl-xanthine (FSCPX, 1) is described. The availability of ample amounts of the irreversible antagonist FSCPX allowed us to use FSCPX as a research tool for adenosine A1 receptors in in vivo experiments. After verification of the irreversible antagonistic function of FSCPX in in vitro experiments, FSCPX was used successfully as a 'receptor knock-down' tool in in vivo experiments on conscious rats.