2-氨基吡嗪 4-氧化物 | 6863-77-0

• 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-氨基吡嗪 4-氧化物
• 中文别名: 2-氨基吡嗪4-氧化物
• 英文名称: 3-aminopyrazine 1-oxide
• 英文别名: 2-aminopyrazine-4-oxide；3-aminopyrazine-1-oxide；2-amino-4-oxopyrazine；4-oxy-pyrazin-2-ylamine；3-Amino-pyrazin-1-N-oxid；2-Aminopyrazin-N-4-oxid；2-Pyrazinamine 4-oxide；4-oxidopyrazin-4-ium-2-amine
• CAS: 6863-77-0
• 化学式: C₄H₅N₃O
• 分子量: 111.103
• InChiKey: RNJSCNQGWWUIOG-UHFFFAOYSA-N

物化性质

• 熔点：
  177.5-178℃ (ethanol )
• 沸点：
  453.2±25.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-氨基吡嗪 4-氧化物 在 盐酸 、 sodium nitrite 作用下， 反应 0.58h， 以42.6%的产率得到2-氯吡嗪4-氧化物
  参考文献：
  名称：

  Jovanovic, Misa V., Heterocycles, 1983, vol. 20, # 10, p. 2011 - 2018

  摘要：

  DOI：
• 作为产物：
  描述：

  3-吡嗪羧酰胺 1-氧化物 在 sodium hydroxide 、 sodium hypochlorite 作用下， 以 水 为溶剂， 反应 1.0h， 以78%的产率得到2-氨基吡嗪 4-氧化物
  参考文献：
  名称：

  Sato, Nobuhiro, Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 817 - 819

  摘要：

  DOI：

文献信息

• N-pyrazinyl substituted P-aminophenols
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US04868183A1

  公开（公告）日：1989-09-19

  Disclosed are compounds of the formula ##STR1## wherein: R.sup.1 is a lower alkyl group; R.sup.2 and R.sup.3 are each hydrogen or lower alkyl or R.sup.2 and R.sup.3 taken together may form --(CH.sub.2 (.sub.4)-- or --CH.dbd.CH--CH.dbd.CH--; .alpha. is a 5- or 6-membered heteroaromatic ring group containing 1 to 3 hetero-atoms selected from the group consisting of nitrogen, oxygen and sulfur, or a pyrazine-N-oxide ring, pyridazine-N-oxide ring or pyrimidine-N-oxide ring group, wherein each of these heteroaromatic ring groups may optionally have 1 to 3 substituents selected from the group consisting of a lower alkyl, halogen, phenyl, lower alkoxycarbonyl, amino, lower alkoxy and hydroxy-lower alkyl, with the proviso that said 5- or 6-membered heteroaromatic ring group is not thiazolyl, isothiazolyl, pyridyl or 1,3,5-triazinyl group; or salts thereof. These compounds and salts thereof have anti-inflammatory activity and lipoxygenase-inhibitory activity.

  揭示了以下化合物的结构公式：##STR1## 其中：R.sup.1是较低的烷基基团；R.sup.2和R.sup.3分别是氢或较低的烷基或R.sup.2和R.sup.3结合可形成-（CH.sub.2(.sub.4)-或-CH.dbd.CH-CH.dbd.CH-；α是一个含有1至3个异原子（选自氮、氧和硫的群）的5-或6成员杂环芳基环，或者是吡唑啉-N-氧化物环、吡嗪啉-N-氧化物环或嘧啶-N-氧化物环基团，其中这些异杂环芳基环可选择地具有1至3个选自较低烷基、卤素、苯基、较低烷氧羰基、氨基、较低烷氧基和羟基较低烷基的取代基，但前提是所述的5-或6-成员杂环芳基环不是噻唑基、异噻唑基、吡啶基或1,3,5-三嗪基团；或其盐。这些化合物及其盐具有抗炎活性和抑制脂氧合酶活性。
• Sato, Nobuhiro; Miwa, Naoko; Hirokawa, Noriko, Journal of the Chemical Society. Perkin transactions I, 1994, # 7, p. 885 - 888
  作者：Sato, Nobuhiro、Miwa, Naoko、Hirokawa, Noriko

  DOI：——

  日期：——
• Metal-Mediated Inhibition of <i>Escherichia </i><i>c</i><i>oli</i> Methionine Aminopeptidase:  Structure−Activity Relationships and Development of a Novel Scoring Function for Metal−Ligand Interactions
  作者：Rolf Schiffmann、Alexander Neugebauer、Christian D. Klein

  DOI：10.1021/jm050476z

  日期：2006.1.1

  We report the discovery of thiabendazole as a potent inhibitor (K-i = 0.4 mu M) of Escherichia coli methionine aminopeptidase (ecMetAP) and the synthesis and pharmacological evaluation of thiabendazole congeners with activity in the upper nanomolar range. Elucidation of the X-ray structure of ecMetAP in complex with thiabendazole and an unrelated inhibitor that was independently described by another group showed that that both compounds bind to an additional Coll ion at the entrance of the active site. This unexpected finding explains the inactivity of the compounds under in vivo conditions. It also allows us to discuss the structure-activity relationships of this series of compounds in a meaningful way, based upon docking runs with an auxiliary metal ion. We describe a new scoring function for the evaluation of metal-mediated inhibitor binding that, unlike the previously used scoring function implemented in the docking program, allows us to distinguish between active and inactive compounds. Finally, conclusions for the structure-based design of in vivo-active inhibitors of ecMetAP are drawn.
• Sato, Nobuhiro, Journal of Chemical Research, Miniprint, 1984, # 10, p. 2860 - 2875
  作者：Sato, Nobuhiro

  DOI：——

  日期：——
• Bromination of some pyridine and diazine N-oxides
  作者：William W. Paudler、Misa V. Jovanovic

  DOI：10.1021/jo00155a027

  日期：1983.4

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