Prediction of solubility of drugs and other compounds in organic solvents

Equations have been constructed for the transfer of neutral solutes from water to the solvents ethylene glycol and propylene carbonate. These equations have been extended to include ions and ionic species derived from acids by loss of a proton and bases by acceptance of a proton. Only one additional term is needed for cations and one additional term for anions. The data used include literature data on the partition coefficients of simple ions, and literature data on pKa values for carboxylic acids and amines in water, ethylene glycol and propylene carbonate from which we derive ionic partition coefficients. Descriptors have been obtained for 22 substituted pyridinium cations, and equations derived for the prediction of descriptors for further substituted pyridinium cations. Some of the pyridinium cations are the strongest hydrogen bond acids that we have encountered.

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The transfer of neutral molecules, ions and ionic species from water to ethylene glycol and to propylene carbonate; descriptors for pyridinium cations

https://digital.library.unt.edu/ark:/67531/metadc155629/m2/1/high_res_d/Man-Pub-466.pdf

Correlation and prediction of partition coefficient between the gas phase and water, and the solvents dry methyl acetate, dry and wet ethyl acetate, and dry and wet butyl acetate

https://digital.library.unt.edu/ark:/67531/metadc155631/m2/1/high_res_d/Man-Pub-497.pdf

Development of Abraham model correlations for solvation characteristics of linear alcohols

The Abraham general solvation model is used to correlate the solubility behavior of 3-methylbenzoic acid and 4-chlorobenzoic acid in alcohol and ether solvents. The mathematical correlations take the form of log(CS/CW) = c + r·R2 + s·πH2 + a·ΣαH2 + b·ΣβH2 + v·Vx log(CS/CG) = c + r·R2 + s·πH2 + a·ΣαH2 + b·ΣβH2 + l·logL(16) where CS and CW refer to the solute solubility in the organic solvent and water, respectively; CG is a gas-phase concentration; R2 is the solute excess molar refraction; Vx is the McGowan volume of the solute; ΣαH2 and ΣβH2 are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity; πH2 denotes the solute dipolaritypolarizability descriptor; and L(16) is the solute gas-phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gassolvent and watersolvent systems. The Abraham general solvation model was found to des...

Thermochemical behavior of dissolved carboxylic acid solutes: Solubilities of 3-methylbenzoic acid and 4-chlorobenzoic acid in organic solvents

The Abraham solvation parameter model is used to calculate the numerical values of the solute descriptors for 2-methoxybenzoic acid and 4-methoxybenzoic acid from experimental solubilities in organic solvents. The mathematical correlations take the form of log(CS/CW) = c + eE + sS + aA + bB + vV log(CS/CG) = c + eE + sS + aA + bB + lL where CS and CW refer to the solute solubility in the organic solvent and water, respectively, CG is a gas phase concentration, E is the solute excess molar refraction, V is the McGowan volume of the solute, A and B are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity, S denotes the solute dipolaritypolarizability descriptor, and L is the logarithm of the solute gas phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gassolvent and watersolvent systems. The Abraham solvation parameter mode...

Solubility of crystalline nonelectrolyte solutes in organic solvents Mathematical correlation of 2-methoxybenzoic acid and 4-methoxybenzoic acid solubilities with the Abraham solvation parameter model

The Abraham solvation parameter model is used to calculate the numerical values of the solute descriptors for 3-chlorobenzoic acid from experimental solubilities in organic solvents. The mathematical correlations take the form of 
log (C S /C W ) = c + e· E + s· S + a· A + b· B + v· V 
log (C S /C G ) = c + e· E + s· S + a· A + b· B + l· L 
where C S and C W refer to the solute solubility in the organic solvent and water, respectively, C G is a gas phase concentration, E is the solute excess molar refraction, V is the McGowan volume of the solute, A and B are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity, S denotes the solute dipolarity/polarizability descriptor, and L is the logarithm of the solute gas phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gas/solvent and water/solvent systems. The Abraham solvation parameter model was found to describe the experimental solubility data and published literature partitioning data of 3-chlorobenzoic acid to within an overall standard deviation of 0.083 log units. Key Words: 3-Chlorobenzoic acid solubilities, Partition coefficients, Molecular solute descriptors, Solubility prediction South African Journal of Chemistry Vol.58 2005: 25-29

https://www.ajol.info/index.php/sajc/article/download/21584/112061

Solubility of Crystalline Nonelectrolyte Solutes in Organic Solvents: Mathematical Correlation of 3-Chlorobenzoic Acid Solubilities with the Abraham Solvation Parameter Model

Krisztina Pop

Papers

Solubility of crystalline nonelectrolyte solutes in organic solvents Mathematical correlation of 2-methoxybenzoic acid and 4-methoxybenzoic acid solubilities with the Abraham solvation parameter model

Solubility of Crystalline Nonelectrolyte Solutes in Organic Solvents: Mathematical Correlation of 3-Chlorobenzoic Acid Solubilities with the Abraham Solvation Parameter Model