Solubility of Antibiotics in Different Solvents. Part II. Non-Hydrochloride Forms of Tetracycline and Ciprofloxacin

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Abstract

The aim of this work is to establish a comparison between the solubility of the hydrochloride and non-hydrochloride forms of ciprofloxacin and tetracycline in relevant solvents. For that purpose the solubilities of the non-hydrochloride forms of ciprofloxacin and tetracycline were measured in water, ethanol, 2-propanol, and acetone, in the temperature range between 293.15 and 323.15 K for ciprofloxacin and between 288.15 and 303.15 K for tetracycline. The obtained results were compared with those of part I of this study, published previously, where the solubilities of the respective hydrochloride forms of the antibiotics in the same solvents were investigated. The solubility of the hydrochloride forms in water is about 2 orders of magnitude higher than those of the respective base forms. In acetone, we see the opposite effect. For ethanol and 2-propanol the influence of the hydrochloride group of the antibiotic on the solubility in the alcohol is much smaller than for water and acetone. The experimental data was correlated with good results using two different activity coefficient models, NRTL and UNIQUAC, with UNIQUAC giving better results, particularly for ciprofloxacin. The performance of COSMO-RS model to describe the studied systems was also evaluated.

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