3-氨基吡嗪-2-甲醛 | 32710-14-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡嗪类化合物
• 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: 3-氨基吡嗪-2-甲醛
• 中文别名: 3-氨基-2-吡嗪甲醛;；3-氨基-2-吡嗪甲醛
• 英文名称: 3-aminopyrazine-2-carbaldehyde
• CAS: 32710-14-8
• 化学式: C₅H₅N₃O
• mdl: MFCD10696886
• 分子量: 123.114
• InChiKey: OWUMNLRPYPXBIO-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120℃ (benzene )
• 沸点：
  312.8±42.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  3-氨基吡嗪-2-甲醛 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 2-(2,3-Dichloro-phenoxymethyl)-3-methyl-3,4-dihydro-pteridine
  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：

  喋啶 在 硫酸 作用下， 生成 3-氨基吡嗪-2-甲醛
  参考文献：
  名称：

  Albert et al., Journal of the Chemical Society, 1956, p. 2066,2070

  摘要：

  DOI：

文献信息

• [EN] NOVEL USE OF BENZOTHIAZOLE DERIVATIVES<br/>[FR] NOUVELLE UTILISATION DE DERIVES DE BENZOTHIAZOLE
  申请人：ASTRAZENECA AB

  公开号：WO2004016600A1

  公开（公告）日：2004-02-26

  The use of compounds of formula (I) wherein X, A, B, D, R1 and R2 are as defined in the Specification and pharmaceutically acceptable salts thereof in the manufacture of a medicament for the treatment or prophylaxis of diseases or conditions in which inhibition of kinase Itk activity is beneficial is disclosed. Certain novel compounds of formula (I), together with processes for their preparation, compositions containing them and their use in therapy are also disclosed.

  公开了在制造用于治疗或预防抑制激酶Itk活性有益的药物时，使用式(I)中X、A、B、D、R1和R2如规范中定义的化合物及其药学上可接受的盐。还公开了式(I)的某些新化合物，以及它们的制备方法、含有它们的组合物和它们在治疗中的用途。
• Synthesis of 1,8-naphthyridines from 2-aminonicotinaldehydes and terminal alkynes
  作者：Binbin Li、Steven Nguyen、Jianjun Huang、Gaigai Wang、Huiping Wei、Olga P. Pereshivko、Vsevolod A. Peshkov

  DOI：10.1016/j.tetlet.2016.03.070

  日期：2016.5

  A copper(II) triflate-catalyzed diethylamine-assisted protocol for the reaction of 2-aminonicotinaldehydes and terminal alkynes leading to 1,8-naphthyridines is described. The overall process presumably involves a copper(II) triflate-catalyzed hydroamination of the triple bond followed by the Friedländer-type condensation of the resulting enamine with 2-aminonicotinaldehyde.

  描述了用于2-氨基烟碱醛和末端炔烃反应生成1,8-萘啶的三氟甲磺酸铜（II）催化的二乙胺辅助方案。整个过程大概涉及三氟甲磺酸铜（II）催化的三键加氢胺化，然后是所得烯胺与2-氨基烟碱醛的弗里德兰德型缩合反应。
• Friedländer reaction of 3-acetyltropolones: Synthesis of naphthyridinyl- and allied heterocyclic-substituted tropolones
  作者：Ming-Zhu Piao、Kimiaki Imafuku

  DOI：10.1002/jhet.5570330230

  日期：1996.3

  Five 3-acetyltropolones reacted with 2-amino-3-pyridinecarbaldehyde to afford the corresponding 3-(1,8-naphthyridin-2-yl)tropolones in excellent yields. In a similar manner, 1,6-naphthyridin-2-yl-,1,7-naphthyridin-2-yl-, 6-pyrido[2,3-b]pyrazinyl-, and 1-methyl-6-pyrazolo[5,4-b]pyridyl-substituted tropolones were prepared. Reactivities of amino-substituted heteroarenecarbaldehydes in these reactions

  五个3-乙酰基丙酮酮与2-氨基-3-吡啶甲醛反应，以极好的收率得到相应的3-（1,8-萘啶-2-基）托洛酮。以类似的方式，1,6-萘啶-2-基-，1,7-萘啶-2-基-，6-吡啶基[2,3- b ]吡嗪基-和1-甲基-6-吡唑并[5 ，4- b制备]吡啶基取代的tropolones。还讨论了这些反应中氨基取代的杂亚芳基甲醛的反应性和产物的性质。
• (2-imidazolin-2-yl) fused heteropyridine compounds, intermediates for
  申请人：American Cyanamid Company

  公开号：US05252538A1

  公开（公告）日：1993-10-12

  There are provided novel (2-imidazolin-2-yl) fused heteropyridine compounds, and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.

  提供了新型（2-咪唑啉-2-基）融合杂吡啶化合物，以及其制备的中间体化合物，以及用于控制各种一年生和多年生植物物种的方法。
• Novel use of benzothiazole derivatives
  申请人：Sjo Peter

  公开号：US20060106015A1

  公开（公告）日：2006-05-18

  The use of compounds of formula (I) wherein X, A, B, D, R 1 and R 2 are as defined in the Specification and pharmaceutically acceptable salts thereof in the manufacture of a medicament for the treatment or prophylaxis of diseases or conditions in which inhibition of kinase Itk activity is beneficial is disclosed. Certain novel compounds of formula (I), together with processes for their preparation, compositions containing them and their use in therapy are also disclosed.

  本发明揭示了在制造用于治疗或预防抑制激酶Itk活性有益的疾病或病况的药物中使用式(I)的化合物，其中X、A、B、D、R1和R2如规范中所定义，并且其药学上可接受的盐。本发明还揭示了某些新颖的式(I)化合物，以及它们的制备方法、含有它们的组合物和它们在治疗中的使用。