5-amino-3-methyl-3H-imidazole-4-carboxamide oxime | 114252-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-3-methyl-3H-imidazole-4-carboxamide oxime
• 英文别名: 5-Amino-3-methyl-3H-imidazol-4-carbamidoxim；5-amino-N'-hydroxy-3-methylimidazole-4-carboximidamide
• CAS: 114252-57-2
• 化学式: C₅H₉N₅O
• 分子量: 155.159
• InChiKey: GZXUZSSZRQMNQY-UHFFFAOYSA-N

物化性质

• 沸点：
  446.7±55.0 °C(predicted)
• 密度：
  1.63±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氨基-1-甲基-1H-咪唑-5-甲腈 在 乙醇 、 羟胺 作用下， 生成 5-amino-3-methyl-3H-imidazole-4-carboxamide oxime
  参考文献：
  名称：

  Purine N-Oxides. I. Mono-oxides of Aminopurines¹

  摘要：

  DOI：

  10.1021/ja01544a045

文献信息

• Analogs of AICA- and <i>Iso</i>AICA Ribosides and Their Methylated Base Counterparts
  作者：Raymond P. Panzica、Leroy B. Townsend

  DOI：10.1080/07328319908044611

  日期：1999.11

  A mild, convenient and efficient synthesis has been developed for imidazole-4-thiocarboxamide and imidazole-5-thiocarboxamide ribosides and the analogous selenocarboxamides. This methodology, i.e., DMF saturated with H2S or H2Se, also converts the corresponding N-methylated bases to the corresponding amides. The imidazole-4(5)-selenocarboxamides were shown to be sensitive to base (pH 11) and were easily converted back to their cyano precursors. The kinetics of these reactions were determined and they indicate that the C5 amides were more reactive than their C4 analogs.