Estudio termodinámico de la transferencia de acetaminofén desde el agua hasta el octanol

Thermodynamic quantities of solvation and dilution for some acetanilide derivatives in octanol and water mutually saturateds

“…All the experimental values of solubility, partitioning and sublimation for the evaluated drugs have been taken from the literature [2,[5][6][7]. The molecular structure and some physicochemical properties of the drugs are summarized in Table 1 [2,9].…”

“…With regard to the enthalpic term the specific solute-solvent interactions predominate for PNC in water and for ACN in both solvents (%ε H > 100 %). Table 6 summarizes the thermodynamic functions relative to transfer processes of the drugs from aqueous medium up to octanol phase taken from Baena et al [6,7]. The values for ACP [7] presented in the molarity scale were converted into the mole fraction scale according to procedures previously described [3].…”

“…Table 6 summarizes the thermodynamic functions relative to transfer processes of the drugs from aqueous medium up to octanol phase taken from Baena et al [6,7]. The values for ACP [7] presented in the molarity scale were converted into the mole fraction scale according to procedures previously described [3]. and in terms of entropies (%ε S ), were used according to the following definitions introduced by Perlovich et al [11]: (11) (12) where, Cyclohexane was chosen as an "inert" solvent, which interacts with drug molecules solely by nonspecific interactions (dispersion forces), while the water and ROH (W) interact with these drugs by specific interactions such as hydrogen bonding.…”

“…Table 8 shows the drugs concentrations obtained in the aqueous and organic media obtained in the partitioning equilibria. These values were calculated based on experimental details described in the literature [6,7]. The equilibrium solubility values in ROH (W) in mole fraction at 25.0 °C for ACN, ACP, and PNC are 0.1248, 0.0267, and 0.0194, respectively [5].…”

“…As a contribution to systematization of physicochemical information about anti-inflammatory drugs' transfer properties, the main goal of this study was to analyze the solvation and dilution behavior of ACN, ACP, and PNC in the octanol/water (ROH/W) system by employing a thermodynamic approach based on solubility [5], partitioning [6,7] and sublimation processes [2]. From the obtained values of the corresponding thermodynamic quantities for drug's transfer processes, an interpretation based on solute-solvent and solvent-solvent interactions was developed.…”