je7b00641_si_001.pdf (1.17 MB)
Thermodynamic Aspects of Solubility and Solvation of Bioactive Bicyclic Derivatives in Organic Solvents
journal contribution
posted on 2017-11-01, 18:18 authored by Svetlana
V. Blokhina, Angelica V. Sharapova, Marina V. Ol’khovich, Tatyana V. Volkova, Alexey N. Proshin, German L. PerlovichThe
solubility of eight biologically active nonaromatic compounds
with a common 3-thia-1-aza-bicyclo fragment in 1-octanol and hexane
was determined in the temperature range of T = 293.15–315.15
K. The solubility of the substances in alcohol is approximately 2
orders of magnitude higher than in alkane and varies within 3.0 ×
10–3 to 2.1 × 10–1 and 7.1
× 10–5to 13.5 × 10–3 mol. fractions, respectively. In accordance with the structure of
the substituent at the para position of the phenyl ring, the studied
compounds are arranged in the following order of decreasing solubility
in both solvents: methyl- > fluoro- > ethyl- > trifluoromethyl-
>
cyano- > acetyl-. The ideal solubility of the substances in 1-octanol,
calculated from thermophysical parameters was found to correlate with
the reported experimental data. The activity coefficients of the substances
in saturated solutions of organic solvents are determined by the method
of distribution between two liquid phases. The thermodynamic aspects
of the relationship between the processes of dissolution, melting,
sublimation, and solvation of the substances are discussed.