2-(5-Phenyl-2H-tetrazol-2-yl)acetyl chloride as a key reagent in the synthesis of non-annulated polynuclear tetrazole-containing compounds with potential antidiabetic activity.

Autor: Ostrovskii, V. A., Shmaneva, N. T., Ershov, I. S., Antonenko, D. V., Skryl'nikova, M. A., Khramchikhin, A. V., Chernova, E. N., Grishina, A. Yu., Anisimova, N. A., Napalkova, S. M., Buyuklinskaya, O. V., Mazhai, V. S., Pavlyukova, Yu. N., Trifonov, R. E.
Předmět:
Zdroj: Russian Chemical Bulletin; Jul2024, Vol. 73 Issue 7, p1977-1983, 7p
Abstrakt: Non-annulated tetrazole-containing polynuclear compounds, in which heterocyclic fragments are bound by an acetamide linker were synthesized. The synthesis was accomplished by acylation of 2-hydrazinyl-4,6-dimethylpyrimidine, 4-amino-4H-1,2,4-triazol-3-thiol, 2-[(1-amino-1H-tetrazol-5-yl)thio]-N-tert-butylacetamide, 1-methyl-1H-tetrazol-5-amine, and 2-methyl-2H-tetrazol-5-amine with one key reagent, (5-phenyltetrazol-2-yl)acetyl chloride. Preliminary in silico studies showed the presence of the in vivo antidiabetic (diabetes 2 type) activity in N′-(4,6-dimethylpyrimidin-2-yl)-2-(5-phenyl-2H-tetrazol-2-yl)acetohydrazide. N-(3-Mercapto-4H-1,2,4-triazol-4-yl)-2-(5-phenyl-2H-tetrazol-2-yl)acetamide demonstrated minimal hypoglycemic activity in in vivo studies, at the same time, it showed pronounced activity as a drug for combating obesity. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index