5-(3-硝基苯基)-4H-1,2,4-三唑-3-胺 | 59301-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(3-硝基苯基)-4H-1,2,4-三唑-3-胺
• 英文名称: 3-(3-nitrophenyl)-1H-1,2,4-triazol-5-amine
• 英文别名: 5-(3-nitro-phenyl)-1H-[1,2,4]triazol-3-ylamine；5-(3-nitrophenyl)-1H-1,2,4-triazol-3-amine
• CAS: 59301-20-1
• 化学式: C₈H₇N₅O₂
• mdl: MFCD00452056
• 分子量: 205.176
• InChiKey: NTQPIRMIEKTLBR-UHFFFAOYSA-N

物化性质

• 熔点：
  276 °C
• 沸点：
  503.1±52.0 °C(Predicted)
• 密度：
  1.535

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(3-硝基苯基)-4H-1,2,4-三唑-3-胺 在 sodium carbonate 作用下， 反应 1.5h， 生成 sodium;6-nitro-2-(3-nitrophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-4-id-7-one
  参考文献：
  名称：

  Synthesis and study of cardiovascular activity of 6-nitro-7-oxo-4,7-dihydroazolo[1,5-a]pyrimidine derivatives

  摘要：

  DOI：

  10.1007/bf00766904
• 作为产物：
  描述：

  3-硝基苯酰肼 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 生成 5-(3-硝基苯基)-4H-1,2,4-三唑-3-胺
  参考文献：
  名称：

  A structure–activity relationship study of 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues on anti-thymidine phosphorylase and associated anti-angiogenic activities

  摘要：

  Thirty-three 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues were designed and synthesized which contained different substituents at meta- and/or para-positions of 2-phenyl or 2-benzyl ring attached to the fused ring structure. The preliminary pharmacological evaluation demonstrated that the 5-thioxo analogues of 1,2,4-triazolo[1,5-a][1,3,5]triazine exhibited a varying degree of inhibitory activity towards thymidine phosphorylase, comparable or better than reference compound, 7-Deazaxanthine (7-DX, 2) (IC50 value = 42.63 mu M). Moreover, compounds 5q and 6i displayed a mixed-type of inhibitory mechanism in the presence of variable concentrations of thymidine (dThd). In addition, selected compounds were found to have a noticeable inhibitory effect on the expression of angiogenesis markers, including VEGF and MMP-9 in MDA-MB-231 breast cancer cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.051

文献信息

• A novel multicomponent microwave-assisted synthesis of 5-aza-adenines
  作者：Anton V. Dolzhenko、Svetlana A. Kalinina、Dmitrii V. Kalinin

  DOI：10.1039/c3ra41932k

  日期：——

  A novel multicomponent strategy for the efficient synthesis of 5-aza-adenines was developed. 5-Aza-adenines were prepared in a one-pot fashion from 5-amino-1,2,4-triazoles, cyanamide and triethyl orthoformate under microwave irradiation. The operational simplicity, efficiency and accessibility of this method make it highly attractive for the generation of bioactive compound libraries.

  开发了一种新型多组分策略，用于高效合成5-偶氮腺嘌呤。通过微波照射下，以5-氨基-1,2,4-三氮唑、氰脲酰胺和三乙基原甲酸酯在单一容器中制备了5-偶氮腺嘌呤。该方法操作简便、高效且易于实施，使其在生成生物活性化合物库方面极具吸引力。
• [EN] KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES
  申请人：NAT INST OF BIOLOGICAL SCIENCES BEIJING

  公开号：WO2017152842A1

  公开（公告）日：2017-09-14

  Compounds that inhibit kinase Lck or Btk, pharmaceutically acceptable salts, hydrides, stereoisomers and pharmaceutical compositions thereof are disclosed.

  抑制激酶Lck或Btk的化合物，其药用盐、氢化物、立体异构体以及其药物组合物被披露。
• SMALL MOLECULE INHIBITORS OF KYNURENINE-3-MONOOXYGENASE
  申请人：Muchowski J. Paul

  公开号：US20080070937A1

  公开（公告）日：2008-03-20

  The present invention relates to compounds of Formula I below and their tautomers or pharmaceutically acceptable salts, compositions and methods of uses thereof.

  本发明涉及以下式子的化合物及其互变异构体或药学上可接受的盐，以及它们的组合物和使用方法。
• Tolstyakov; Pevzner, Russian Journal of Organic Chemistry, 1997, vol. 33, # 12, p. 1803 - 1804
  作者：Tolstyakov、Pevzner

  DOI：——

  日期：——
• RUSINOV, V. L.;PETROV, A. YU.;PILICHEVA, T. L.;CHUPAXIN, O. N.;KOVALEV, G+, XIM.-FARMATS. ZH., 1986, 20, N 2, 178-182
  作者：RUSINOV, V. L.、PETROV, A. YU.、PILICHEVA, T. L.、CHUPAXIN, O. N.、KOVALEV, G+

  DOI：——

  日期：——