1-benzyl-3,5-dibromo-6-methylpyrazin-2(1H)-one | 467469-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-benzyl-3,5-dibromo-6-methylpyrazin-2(1H)-one
• 英文别名: 1-benzyl-3,5-dibromo-6-methylpyrazin-2-one
• CAS: 467469-04-1
• 化学式: C₁₂H₁₀Br₂N₂O
• 分子量: 358.032
• InChiKey: GFDVTEZFEDIHTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-3,5-dibromo-6-methylpyrazin-2(1H)-one 、 对氨基苯腈 在 D(+)-10-樟脑磺酸 作用下， 以 异丙醇 为溶剂， 反应 48.0h， 以91%的产率得到4-(4-benzyl-6-bromo-5-methyl-3-oxo-3,4-dihydropyrazin-2-ylamino)benzonitrile
  参考文献：
  名称：

  Design, Synthesis, and SAR of a Novel Pyrazinone Series with Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitory Activity

  摘要：

  A series of novel pyrazinones designed as non-nucleoside reverse transcriptase inhibitors (NNRTIs) was synthesized and their anti-HIV structure-activity relationship (SAR) was studied.

  DOI：

  10.1021/jm040829e
• 作为产物：
  描述：

  、 草酰溴 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以60%的产率得到1-benzyl-3,5-dibromo-6-methylpyrazin-2(1H)-one
  参考文献：
  名称：

  Design, Synthesis, and SAR of a Novel Pyrazinone Series with Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitory Activity

  摘要：

  A series of novel pyrazinones designed as non-nucleoside reverse transcriptase inhibitors (NNRTIs) was synthesized and their anti-HIV structure-activity relationship (SAR) was studied.

  DOI：

  10.1021/jm040829e

文献信息

• Synthesis of 2(1<i>H</i>)-Pyrazinone Phosphonates via an Arbuzov-type Reaction
  作者：Jo Alen、Liliana Dobrzańska、Wim M. De Borggraeve、Frans Compernolle

  DOI：10.1021/jo062176a

  日期：2007.2.1

  A simple and catalyst-free method for the synthesis of phosphonated 2(1H)-pyrazinones is described starting from 3,5-dichloropyrazinones. The method also works for 3-bromo- and 3-iodopyrazinones. Classical heating conditions as well as microwave-enhanced reaction conditions were tested.
• HIV INHIBITING PYRAZINONE DERIVATIVES
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1370265B1

  公开（公告）日：2007-07-25