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
| Autor: | Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, Dmitry S. Kopchuk, Victor V. Fedotov, Pavel А. Slepukhin, Egor K. Voinkov, Valery N. Charushin, Konstantin V. Savateev, Eugeny N. Ulomskiy |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Pyrimidine Arginine 010405 organic chemistry Hydrogen bond Organic Chemistry Intermolecular force Crystal structure 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Nitro Piperidine Counterion |
| Zdroj: | Chemistry of Heterocyclic Compounds. 55:989-992 |
| ISSN: | 1573-8353 0009-3122 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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