N-(6-Amino-1-isobutyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-(4-bromo-phenyl)-acetamide | 480445-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(6-Amino-1-isobutyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-(4-bromo-phenyl)-acetamide
• 英文别名: N-[6-amino-1-(2-methylpropyl)-2,4-dioxopyrimidin-5-yl]-2-(4-bromophenyl)acetamide
• CAS: 480445-50-9
• 化学式: C₁₆H₁₉BrN₄O₃
• 分子量: 395.256
• InChiKey: KJVAQIOKZMXQPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-Amino-1-isobutyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-(4-bromo-phenyl)-acetamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以75%的产率得到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
• 作为产物：
  描述：

  4-氨基-3-异丁基嘧啶-2,6-二酮 在 sodium dithionite 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N-(6-Amino-1-isobutyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-(4-bromo-phenyl)-acetamide
  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