SOLUBILITY OF 2-, 3-, 4-CARBOXYMETHYLPYRIDINIUM, 2-AMINO-4,6-DIHYDROXYPYRIMIDINIUM AND OCTENIDINE HEXAFLUOROSYLICATES

Authors

DOI:

https://doi.org/10.11603/2312-0967.2019.1.9877

Keywords:

ammonium hexafluorosilicates, solubility in water and non-aqueous solvents, solubility–structure relationship

Abstract

The aim of the work. Determination of the solubility of 2-, 3-, 4-carboxymethylpyridinium, 2-amino-4,6-dihydroxypyrimidinium and octenidine hexafluorosilicates as promising anti-caries agents.

Materials and Methods. 2-, 3-, 4-carboxymethylpyridinium, 2-amino-4,6-dihydroxypyrimidinium and octenidine hexafluorosilicates were synthesized according to the previously described procedures. The determination of the solubility of hexafluorosilicates was carried out in accordance with the recommendations of the State Pharmacopeia of Ukraine. Isothermal conditions of experiments to determine the solubility of salts provided by ultrathermostat U15.

Results and Discussion. The solubility in water, methanol, ethanol and dimethyl sulfoxide of new potential anti-caries agents – 2-, 3-, 4-carboxymethylpyridinium, 2-amino-4,6-dihydroxypyrimidinium and octenidine hexafluorosilicates was determined. The 2-amino-4,6-dihydroxypyrimidinium salt is characterized by extremely low solubility in all used solvents. The interrelation between the solubility in water of the studied hexafluorosilicates and the structural characteristics of the corresponding ammonium cations is noted.

Conclusions. It was established, that 2-, 3-, 4-carboxymethylpyridinium hexafluorosilicates are very soluble in water, soluble in DMSO and sparingly soluble in methanol and ethanol. Octanidine salt is freely soluble in methanol, soluble in ethanol and slightly soluble in DMSO. The corresponding 2-amino-4,6-dihydroxypyrimidine salt is sparingly soluble in water and slightly soluble in organic solvents.

Author Biographies

V. O. Gelmboldt, Odesa National Medical University

DS, Professor, Chief of Pharmaceutical Chemistry Department

I. O. Shyshkin, Odesa National Medical University

PhD student of Department of Pharmaceutical Chemistry

References

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Published

2019-03-07

How to Cite

Gelmboldt, V. O., & Shyshkin, I. O. (2019). SOLUBILITY OF 2-, 3-, 4-CARBOXYMETHYLPYRIDINIUM, 2-AMINO-4,6-DIHYDROXYPYRIMIDINIUM AND OCTENIDINE HEXAFLUOROSYLICATES. Pharmaceutical Review Farmacevtičnij časopis, (1), 5–10. https://doi.org/10.11603/2312-0967.2019.1.9877

Issue

Section

Synthesis of biologically active compounds