8-[(4-bromophenyl)methyl]-3-(2-methylpropyl)-7H-purine-2,6-dione | 480445-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-[(4-bromophenyl)methyl]-3-(2-methylpropyl)-7H-purine-2,6-dione
• CAS: 480445-51-0
• 化学式: C₁₆H₁₇BrN₄O₂
• 分子量: 377.241
• InChiKey: IJOYPVKOWDJYCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-吡啶甲醇 、 三氟乙酸 、 8-[(4-bromophenyl)methyl]-3-(2-methylpropyl)-7H-purine-2,6-dione 在 {4-[(2,4-dimethoxyphenyl)chloromethyl]phenoxy}-Rink resin 、 N,N-二异丙基乙胺 、 偶氮二甲酸二叔丁酯 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  A solid-phase approach towards the synthesis of PDE5 inhibitors

  摘要：

  PDE5 inhibitors based upon the xanthine scaffold 8 have been expediently synthesized using a solid-phase route. Attachment of the xanthine scaffold 8 using the Rink chloride linker 4 and N-1 functionalization using Mitsunobu chemistry is described. A library of compounds was produced in multi-milligram quantities with excellent purities and acceptable yields. The compounds were tested for their PDE5 inhibitory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00296-2
• 作为产物：
  描述：

  1-isobutyl-5-nitroso-6-amino uracil 在 sodium hydroxide 、 sodium dithionite 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 8-[(4-bromophenyl)methyl]-3-(2-methylpropyl)-7H-purine-2,6-dione
  参考文献：
  名称：

  A solid-phase approach towards the synthesis of PDE5 inhibitors

  摘要：

  PDE5 inhibitors based upon the xanthine scaffold 8 have been expediently synthesized using a solid-phase route. Attachment of the xanthine scaffold 8 using the Rink chloride linker 4 and N-1 functionalization using Mitsunobu chemistry is described. A library of compounds was produced in multi-milligram quantities with excellent purities and acceptable yields. The compounds were tested for their PDE5 inhibitory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00296-2

文献信息

• A solid-phase approach towards the synthesis of PDE5 inhibitors
  作者：David Beer、Gurdip Bhalay、Andrew Dunstan、Angela Glen、Sandra Haberthuer、Heinz Moser

  DOI：10.1016/s0960-894x(02)00296-2

  日期：2002.8

  PDE5 inhibitors based upon the xanthine scaffold 8 have been expediently synthesized using a solid-phase route. Attachment of the xanthine scaffold 8 using the Rink chloride linker 4 and N-1 functionalization using Mitsunobu chemistry is described. A library of compounds was produced in multi-milligram quantities with excellent purities and acceptable yields. The compounds were tested for their PDE5 inhibitory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.