3-(3-methoxypropyl)-8-cyclopentylxanthine | 158892-72-9

• 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: 3-(3-methoxypropyl)-8-cyclopentylxanthine
• 英文别名: 8-cyclopentyl-3-(3-methoxypropyl)-7H-purine-2,6-dione
• CAS: 158892-72-9
• 化学式: C₁₄H₂₀N₄O₃
• 分子量: 292.338
• InChiKey: WOCJOEPWFCHNLD-UHFFFAOYSA-N

物化性质

• 密度：
  1.280±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  87.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-methoxypropyl)-8-cyclopentylxanthine 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 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：

  6-amino-1-(3-methoxy-propyl)-5-nitroso-1H-pyrimidine-2,4-dione 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 sodium dithionite 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-(3-methoxypropyl)-8-cyclopentylxanthine
  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

• [DE] UNSYMMETRISCH SUBSTITUIERTE XANTHINE MIT ADENOSINANTAGONISTISCHEN EIGENSCHAFTEN<br/>[EN] ASYMMETRICALLY SUBSTITUTED XANTHINE WITH ADENOSINE-ANTAGONISTIC PROPERTIES<br/>[FR] XANTHINE SUBSTITUEE ASYMETRIQUEMENT AYANT DES PROPRIETES ANTAGONISTES DE L'ADENOSINE
  申请人：BOEHRINGER INGELHEIM KG

  公开号：WO1994003456A1

  公开（公告）日：1994-02-17

  (DE) Die vorliegende Erfindung betrifft neue Xanthin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel und ihre Verwendung als Zwischenverbindungen.(EN) New xanthine derivatives, a process for preparing the same and their use as medicaments are disclosed, as well as their use as intermediate compounds.(FR) L'invention concerne de nouveaux dérivés de xanthine, leur procédé de fabrication et leur utilisation comme médicaments, ainsi que leur utilisation comme composés intermédiaires.

  该发明涉及新型蒽醌衍生物、制备它们的方法以及它们用作药品和中间化合物的用途。...(此处截稿，完整翻译未提供)
• UNSYMMETRISCH SUBSTITUIERTE XANTHINE MIT ADENOSINANTAGONISTISCHEN EIGENSCHAFTEN
  申请人：BOEHRINGER INGELHEIM KG

  公开号：EP0654033A1

  公开（公告）日：1995-05-24
• US5719279A
  申请人：——

  公开号：US5719279A

  公开（公告）日：1998-02-17
• 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.