Uses
5-Phenyl-4h-1,2,4-triazol-3-amine, is an intermediate in the synthesis of WP155. 5-Phenyl-4h-1,2,4-triazol-3-amine is also used in biological studies to evaluate its pharmacological activity as it can be applied to a method for reducing susceptibility to tumor formation induced by 3-deoxyglucosone and precursors thereof.
Synthesis
N-benzamidoguanidine (4.76 g, 26.7 mmol) was used as raw material and dissolved in 40 mL of water. The reaction mixture was heated to 110 °C and refluxed for 6 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure to afford the target product 3-phenyl-1H-1,2,4-triazol-5-amine (3.0 g, 18.7 mmol, 70.1% yield).
References
[1] Patent: JP6099045, 2017, B2. Location in patent: Paragraph 0064
[2] Journal of Medicinal Chemistry, 1996, vol. 39, # 15, p. 3019 - 3029
[3] Bioorganic Chemistry, 2013, vol. 50, p. 34 - 40
[4] European Journal of Medicinal Chemistry, 2016, vol. 113, p. 11 - 27
[5] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 774 - 789