8-bromo-3-(3-fluoropropyl)-7-pivaloyloxymethyl-1-propylxanthine | 1187960-67-3

• 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-bromo-3-(3-fluoropropyl)-7-pivaloyloxymethyl-1-propylxanthine
• 英文别名: 1-propyl-3-(3-fluoropropyl)-7-Pom-8-bromoxanthine；[8-Bromo-3-(3-fluoropropyl)-2,6-dioxo-1-propylpurin-7-yl]methyl 2,2-dimethylpropanoate；[8-bromo-3-(3-fluoropropyl)-2,6-dioxo-1-propylpurin-7-yl]methyl 2,2-dimethylpropanoate
• CAS: 1187960-67-3
• 化学式: C₁₇H₂₄BrFN₄O₄
• 分子量: 447.304
• InChiKey: YIKDGAWEDHFMPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-bromo-3-(3-fluoropropyl)-7-pivaloyloxymethyl-1-propylxanthine 、 3-乙氧基-2-环戊烯酮 在 正丁基锂 、 六正丁基二锡 、 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 以341 mg的产率得到1-propyl-3-(3-fluoropropyl)-7-Pom-8-(3-oxo-cyclopent-1-enyl)xanthine
  参考文献：
  名称：

  Synthesis of the Main Metabolite in Human Blood of the A₁ Adenosine Receptor Ligand [¹⁸F]CPFPX

  摘要：

  In human blood, the PET radiotracer [F-18]CPFPX (1) is metabolized to numerous metabolites, one (M1) being the most prominent in plasma 30 min p.i. Because the mass of injected tracer is <= 5 nmol, concentrations in plasma are too low to analyze. Human liver microsomes generate main metabolites having HPLC retention times identical to those in plasma. HPLC-MS tentatively identified M1 as 2. Synthesis of 2 and identical HPLC-MS spectra of 2 and M1 confirmed that assignment.

  DOI：

  10.1021/ol900169f
• 作为产物：
  描述：

  特戊酸氯甲酯 、 8-bromo-3-(3-fluoropropyl)-1-propylxanthine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到8-bromo-3-(3-fluoropropyl)-7-pivaloyloxymethyl-1-propylxanthine
  参考文献：
  名称：

  Synthesis of the Main Metabolite in Human Blood of the A₁ Adenosine Receptor Ligand [¹⁸F]CPFPX

  摘要：

  In human blood, the PET radiotracer [F-18]CPFPX (1) is metabolized to numerous metabolites, one (M1) being the most prominent in plasma 30 min p.i. Because the mass of injected tracer is <= 5 nmol, concentrations in plasma are too low to analyze. Human liver microsomes generate main metabolites having HPLC retention times identical to those in plasma. HPLC-MS tentatively identified M1 as 2. Synthesis of 2 and identical HPLC-MS spectra of 2 and M1 confirmed that assignment.

  DOI：

  10.1021/ol900169f

文献信息

• Synthesis of the Main Metabolite in Human Blood of the A₁ Adenosine Receptor Ligand [¹⁸F]CPFPX
  作者：Marcus H. Holschbach、Dirk Bier、Walter Wutz、Sabine Willbold、Ray A. Olsson

  DOI：10.1021/ol900169f

  日期：2009.10.1

  In human blood, the PET radiotracer [F-18]CPFPX (1) is metabolized to numerous metabolites, one (M1) being the most prominent in plasma 30 min p.i. Because the mass of injected tracer is <= 5 nmol, concentrations in plasma are too low to analyze. Human liver microsomes generate main metabolites having HPLC retention times identical to those in plasma. HPLC-MS tentatively identified M1 as 2. Synthesis of 2 and identical HPLC-MS spectra of 2 and M1 confirmed that assignment.