1-甲基吡唑并[3,4-b]吡嗪-3-胺 | 500731-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并[3,4-b]吡嗪
• 中文名称: 1-甲基吡唑并[3,4-b]吡嗪-3-胺
• 英文名称: 1-Methyl-1H-pyrazolo[3,4-b]pyrazin-3-ylamine
• 英文别名: 1-Methyl-1h-pyrazolo[3,4-b]pyrazin-3-amine；1-methylpyrazolo[3,4-b]pyrazin-3-amine
• CAS: 500731-37-3
• 化学式: C₆H₇N₅
• mdl: MFCD05723746
• 分子量: 149.155
• InChiKey: MWQHOOMZLJTKGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-甲基吡唑并[3,4-b]吡嗪-3-胺 、 乙酸酐 反应 1.0h， 以43%的产率得到N-(1-Methyl-1H-pyrazolo[3,4-b]pyrazin-3-yl)-acetamide
  参考文献：
  名称：

  Synthesis and antibacterial activity of 1H-pyrazolo[3,4-b]pyrazine and -pyridine derivatives

  摘要：

  The investigations of new pyrazine and pyridine derivatives showing an antibacterial activity have been made. Upon treatment of 3-chloro-2-cyanopyrazine [1] and 2-chloro-3-cyanopyridine with 1,1-dimethyl-hydrazine, 1-aminopiperidine and 1-amino-4-methylpiperazine, either the pyrazolo-pyrazine (1), and -pyridine (2) derivatives, or ammonium salts (3-8) were obtained, according to the reaction conditions. Compound 1 was obtained in the reaction of the initial nitrile with methylhydrazine as well. The reactions of 1 gave the following derivatives: acylation-(9), that with p-chlorobenzoic aldehyde-(10), and with phenyl-isothiocyanate-(11). 3-Chloro-2-cyanopyrazine treated with hydrazine hydrate gave amidrazone (12), which upon condensation with p-chlorobenzoic aldehyde produced (13). The compounds obtained were tested in vitro for their tuberculostatic activity. The minimal inhibitory concentration (MIC) values were within 22-100 microg/cm3. Compounds 1, 5 and 6 were also tested in vitro for their activity towards 25 strains of anaerobic, and 25 strains of aerobic bacteria. They appeared to be of elevated activity towards the anaerobes and of low one towards the aerobes (Table 2).

  DOI：

  10.1016/j.farmac.2005.05.002
• 作为产物：
  描述：

  2-氯-3-氰基吡嗪 以 乙醚 、 乙醇 为溶剂， 反应 3.0h， 生成 1-甲基吡唑并[3,4-b]吡嗪-3-胺
  参考文献：
  名称：

  Synthesis and antibacterial activity of 1H-pyrazolo[3,4-b]pyrazine and -pyridine derivatives

  摘要：

  The investigations of new pyrazine and pyridine derivatives showing an antibacterial activity have been made. Upon treatment of 3-chloro-2-cyanopyrazine [1] and 2-chloro-3-cyanopyridine with 1,1-dimethyl-hydrazine, 1-aminopiperidine and 1-amino-4-methylpiperazine, either the pyrazolo-pyrazine (1), and -pyridine (2) derivatives, or ammonium salts (3-8) were obtained, according to the reaction conditions. Compound 1 was obtained in the reaction of the initial nitrile with methylhydrazine as well. The reactions of 1 gave the following derivatives: acylation-(9), that with p-chlorobenzoic aldehyde-(10), and with phenyl-isothiocyanate-(11). 3-Chloro-2-cyanopyrazine treated with hydrazine hydrate gave amidrazone (12), which upon condensation with p-chlorobenzoic aldehyde produced (13). The compounds obtained were tested in vitro for their tuberculostatic activity. The minimal inhibitory concentration (MIC) values were within 22-100 microg/cm3. Compounds 1, 5 and 6 were also tested in vitro for their activity towards 25 strains of anaerobic, and 25 strains of aerobic bacteria. They appeared to be of elevated activity towards the anaerobes and of low one towards the aerobes (Table 2).

  DOI：

  10.1016/j.farmac.2005.05.002