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SYNTHESIS AND X-RAY STRUCTURAL STUDIES OF 5-METHYL-6-NITRO-7-OXO-4,7-DIHYDRO-1,2,4-TRIAZOLO[1,5-а]PYRIMIDINE L-ARGININE AND PIPERIDINE SALTS

Павел А. Слепухин, Егор К. Воинков, Евгений Н. Уломский, Константин В. Саватеев, Дмитрий С. Копчук, Григорий В. Зырянов, Виктор В. Федотов, Валерий Н. Чарушин, Олег Н. Чупахин, Владимир Л. Русинов
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Abstract


The previously described L-argininium 5-methyl-6-nitro-7-oxo-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidinide monohydrate and piperidinium 5-methyl-6-nitro-7-oxo-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidinide, which has not been described previously, were synthesized as promising antiviral drugs. A detailed comparison of the crystal structures of these two compounds was performed. It is shown that the replacement of the L-arginine cation with piperidinium one leads to a serious reorganization of the system of intermolecular hydrogen bonds in the solid state, which, in our opinion, can have a significant impact on the interaction of the new drug with biological targets. Thus, by comparing the X-ray structural analysis data, the probability of the influence of the nature of the counterion on the biological effect of the drug was demonstrated.

Keywords


L-argininium salt; piperidinium salt; 1,2,4-triazolo[1,5-а]pyrimidines; antiviral activity; comparison of structures by X-ray structural analysis.

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