Solubility of Etoricoxib in Aqueous Solutions of 1,4-Butanediol, 1,4-Dioxane, N,N-Dimethylacetamide, N,N-Dimethylformamide, Dimethyl Sulfoxide, and Ethanol at 298.2 K

Abstract

Models for predicting the solubility of drugs in monosolvents and their mixtures have a practical importance in design and development of new products in pharmaceutical industries. Thus, present investigation pertains to the utility of a correlative model for solubility prediction of etoricoxib (ETR). The molar solubilities of ETR in a number of monosolvents and various mass fractions of their binary aqueous solvent mixtures were determined using the shake-flask method at 298.2 K. Densities of ETR saturated solutions in the monosolvents and their binary solvent mixtures were measured and then correlated using a well-established method proposed by Jouyban and Acree. Overall mean percentage deviations (OMPDs) between experimental and predicted values were 3.4 % for the molar solubilities and 0.1 % for the densities of the saturated solutions.

Preferential solvation of etoricoxib in some aqueous binary cosolvent mixtures at 298.15 K

“…[6] Standard molar Gibbs energy of transfer of this drug from neat water (1) to different cosolvent (1) + water (2) mixtures was calculated by means of Equation (11) from the solubility data taken from [6]. The Δ tr G o 3;2!1þ2 values were mathematically correlated to regular polynomials in degrees three and four as shown in Equation (12).…”

“…[3,4] According to the literature, the aqueous solubility of etoricoxib is really low. [5] In this way, the physicochemical information about the solubility of this drug in aqueous and non-aqueous solvent mixtures is not yet complete, although a recent study regarding its solubility in several binary aqueous cosolvent mixtures at 298.2 K has been reported by Rathi et al [6] The authors correlated the variation in the measured equilibrium solubility with binary solvent composition in terms of the Jouyban-Acree model. Etoricoxib was found to exhibit up to a 5200-fold increase in mole fraction solubility in going from water to the organic cosolvents.…”

“…The very large increase in solubility strongly suggests the presence of preferential solvation of this drug in most of these mixtures. [6] Nevertheless, the drug preferential solvation by solvent components, i.e. the solvent-specific composition around the drug molecules, has not been studied for etoricoxib.…”

Experimental Determination and Thermodynamic Correlation of 7-Amino-4-Methylcoumarin Solubility in Various Cosolvency Mixtures at (278.15–323.15) K

“…Aqueous solubility is a vital physicochemical property in pharmaceutical drug development; however, their poor solubility has brought many problems and limited further application in some drug delivery issues. − Solubility enhancement of low or insoluble drugs is one of the most significant means in drug discovery, improving bioavailability, dose reduction, and efficiency and chemical process design. − As one of the important representative of coumarin derivatives, 7-amino-4-methylcoumarin (C 10 H 9 NO 2 , CAS No. 26093-31-2, also named 4-methyl-7-aminocoumarin or Coumarin 120, molecular weight 175.18 g·mol –1 , abbreviated as 7-AMC, chemical structure shown in Figure S1), a beige to brown crystalline powder, is the important fluorescent substance successfully applied in diversified performance areas, − i.e., microbial detection, immunoassay, biochemical enzymology, and polypeptide synthesis owing to active 7-position amino group.…”

Solubility of Etoricoxib in Aqueous Solutions of Glycerin, Methanol, Polyethylene Glycols 200, 400, 600, and Propylene Glycol at 298.2 K

“…In a previous work, the solubility of ETR in aqueous binary mixtures of 1,4-butanediol, 1,4-dioxane, N,N- dimethylacetamide, N,N- dimethylformamide, dimethyl sulfoxide, and ethanol at 298.2 K is reported along with their mathematical representation using common cosolvency models. To continue our systematic investigations on the solubility of low soluble drugs, in this present investigation, the solubility of ETR was measured in water, glycerin, MeOH, PEG 200, PEG 400, PEG 600, PG and their aqueous binary solvent systems in various compositions at 298.2 K. Moreover, to the best of author’s knowledge, no reports were found about solubility of ETR in these organic monosolvents and their aqueous binary solvent systems at 298.2 K till date, although a recent study regarding some parameters derived from the solubility of ETR in several binary aqueous cosolvent mixtures at 298.2 K taken from earlier paper has been reported by Martínez et al The authors reported the preferential solvation parameters and other thermodynamic properties of ETR in several aqueous cosolvent mixtures from equilibrium solubilities and by using inverse Kirkwood–Buff integral method. Because of this high practical importance, it was our intention to measure and calculate the solubilities of ETR by the Jouyban–Acree model in several aqueous binary solvent systems in different compositions conformed by glycerin, MeOH, PEG 200, PEG 400, PEG 600, and PG at 298.2 K, extending in this way the available database of solubilities.…”