2-氨基-3-氨基甲基吡嗪 | 25911-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氨基-3-氨基甲基吡嗪
• 英文名称: 2-amino-3-(aminomethyl)pyrazine
• 英文别名: 3-amino-2-aminomethylpyrazine；3-aminomethyl-pyrazin-2-ylamine；2-Amino-3-aminomethyl-pyrazin；2-Amino-3-aminomethylpyrazin；3-(Aminomethyl)pyrazin-2-amine
• CAS: 25911-74-4
• 化学式: C₅H₈N₄
• 分子量: 124.145
• InChiKey: BNTKVWYAIIGBDI-UHFFFAOYSA-N

物化性质

• 熔点：
  84-85 °C
• 沸点：
  314.8±37.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  9
• 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：
  77.8
• 氢给体数：
  2
• 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：

  2-氨基-3-氨基甲基吡嗪 以 乙二醇乙醚 、 乙醇 为溶剂， 反应 5.0h， 生成 2-(2-furyl)-3,4-dihydropteridine
  参考文献：
  名称：

  Synthèse et activité hypo-uricémiante de nouvelles ptéridines

  摘要：

  A series of new pteridines and 3,4-dihydropteridines with substitution in position 2, showed a hypouricemic activity in rats. After a single oral administration in this species, the hypouricemic effect of 2-(methoxymethoxymethyl)-3,4-dihydropteridine maleate 26b and 2-(2,2,2-trifluoroethoxymethyl)-3,4-dihydropteridine maleate 32b is as potent as that of 1H-pyrazolo[3,4-d]pyrimidin-4-ol (allopurinol). We showed a long-lasting fall of uricemia in further investigation of compound 26b; this fall can reach 80%. Compound 26b, unlike allopurinol, is not an in vitro xanthine oxidase inhibitor, but the ex vivo inhibition could be proved. It could be useful in the treatment of fout in human beings.

  DOI：

  10.1016/0223-5234(92)90144-p
• 作为产物：
  描述：

  3-氨基吡嗪-2-甲腈 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-氨基-3-氨基甲基吡嗪
  参考文献：
  名称：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNF alpha in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.088

文献信息

• Knutsen, Lars J.; Judkins, Brian B.; Mitchell, William L., Journal of the Chemical Society. Perkin transactions I, 1984, # 2, p. 229 - 238
  作者：Knutsen, Lars J.、Judkins, Brian B.、Mitchell, William L.、Newton, Roger F.、Scopes, David I.C.

  DOI：——

  日期：——
• Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)
  作者：Songnian Lin、Matthew Lombardo、Sunita Malkani、Jeffrey J. Hale、Sander G. Mills、Kevin Chapman、James E. Thompson、Wen Xiao Zhang、Ruixiu Wang、Rose M. Cubbon、Edward A. O’Neill、Silvi Luell、Ester Carballo-Jane、Lihu Yang

  DOI：10.1016/j.bmcl.2009.04.088

  日期：2009.6

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNF alpha in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthèse et activité hypo-uricémiante de nouvelles ptéridines
  作者：G Ferrand、H Dumas、J Decerprit

  DOI：10.1016/0223-5234(92)90144-p

  日期：1992.6

  A series of new pteridines and 3,4-dihydropteridines with substitution in position 2, showed a hypouricemic activity in rats. After a single oral administration in this species, the hypouricemic effect of 2-(methoxymethoxymethyl)-3,4-dihydropteridine maleate 26b and 2-(2,2,2-trifluoroethoxymethyl)-3,4-dihydropteridine maleate 32b is as potent as that of 1H-pyrazolo[3,4-d]pyrimidin-4-ol (allopurinol). We showed a long-lasting fall of uricemia in further investigation of compound 26b; this fall can reach 80%. Compound 26b, unlike allopurinol, is not an in vitro xanthine oxidase inhibitor, but the ex vivo inhibition could be proved. It could be useful in the treatment of fout in human beings.