1,2,4-triazolo[4,3-b]-1,2,4-triazine | 275-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1,2,4-triazolo[4,3-b]-1,2,4-triazine
• 英文别名: [1,2,4]Triazolo[4,3-b][1,2,4]triazine
• CAS: 275-01-4
• 化学式: C₄H₃N₅
• 分子量: 121.101
• InChiKey: SVHARYIFQFSECW-UHFFFAOYSA-N

物化性质

• 密度：
  1.74±0.1 g/cm3(Predicted)
• 熔点：
  165-166 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,4-triazolo[4,3-b]-1,2,4-triazine 、 6-hydroxyuracil 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以40%的产率得到5-(1,2,4-triazolo[4,3-b]-1,2,4-triazin-7-yl)tetrahydropyrimidine-2,4-dione
  参考文献：
  名称：

  摘要：

  Unsubstituted triazolo[4,3-b]- and tetrazolo[1,5-b],2,4-triazines react with carbanions generated from dimedone and barbituric acid to give adducts of a C-nucleophile with the heterocyclic system through the C=N double bond. The adducts can be oxidized under mild conditions into products of nucleophilic hydrogen substitution. Analogous adducts with carbanions produced in the reactions of ethyl cyanoacetate and ethyl malonate with (BuOK)-O-t proved to be unstable; in this case, the title azolotriazines immediately yield products of nucleophilic hydrogen substitution in position 7. Tautomerism of the S-N(H) products obtained is discussed.

  DOI：

  10.1023/a:1015017805536
• 作为产物：
  描述：

  3-肼基-5-苯基-1,2,4-三嗪 、 甲氧基乙酸 生成 1,2,4-triazolo[4,3-b]-1,2,4-triazine
  参考文献：
  名称：

  Antiinflammatory substituted-1,2,4-triazolo[4,3-b]-1,2,4-triazines

  摘要：

  已发现1,2,4-三唑并[4,3-b]-1,2,4-三嗪类化合物对于温血动物具有有效的抗炎和镇痛作用。描述了这些药理组合物及其使用方法。

  公开号：

  US04405619A1

文献信息

• Rusinov; Beresnev; Chupakhin, Russian Journal of Organic Chemistry, 1998, vol. 34, # 3, p. 423 - 427
  作者：Rusinov、Beresnev、Chupakhin

  DOI：——

  日期：——
• ——
  作者：E. V. Bartashevich、V. A. Potemkin、D. G. Beresnev、G. L. Rusinov、O. N. Chupakhin

  DOI：10.1023/a:1026107524753

  日期：——

  3-Methylthio- and 3-amino-1,2,4-triazines react with resorcinol to give benzofurotetrahydrotriazine derivatives, while reactions of [1,2,4]triazolo[4,3-b]- and tetrazolo[1,5-b][1,2,4]triazines with resorcinol stop at the stage of resorcinol addition. According to the results of quantum-chemical calculations, the possibility for further cyclization of the resorcinol addition products is determined by the following factors: tautomeric and conformational states of the compounds, which ensure spatial proximity of the hydroxy group to the cyclization center (C-6); charges on the C-6 atom of the triazine ring and oxygen atom of the resorcinol fragment in the conformation most favorable for cyclization; and energies of the highest occupied and lowest unoccupied molecular orbitals of the resorcinol addition products.
• Rusinov, Gennady L.; Itsikson, Nadezhda A.; Beresnev, Dmitry G., Heterocyclic Communications, 2002, vol. 8, # 1, p. 75 - 78
  作者：Rusinov, Gennady L.、Itsikson, Nadezhda A.、Beresnev, Dmitry G.、Koryakova, Olga V.、Chupakhin, Oleg N.

  DOI：——

  日期：——
• DAUNIS J.; LOPEZ H., J. ORG. CHEM. <JOCE-AH>, 1977, 42, NO 6, 1018-1022
  作者：DAUNIS J.、 LOPEZ H.

  DOI：——

  日期：——
• 10.1007/bf02297681
  作者：Volovodenko、Trifonov、Plekhanov、Rusinov、Bresnev、Ostrovskii

  DOI：10.1007/bf02297681

  日期：——