Dissolution and Partition Thermodynamic Functions of Some Nonsteroidal Anti-Inflammatory Drugs

IUPAC-NIST Solubility Data Series. 102. Solubility of Nonsteroidal Anti-inflammatory Drugs (NSAIDs) in Neat Organic Solvents and Organic Solvent Mixtures

“…There has been only a single publication reporting the solubility of alclofenac in organic solvents. Fini et al 60 determined the molar solubility of alclofenac in 1-octanol at only three temperatures from 278 to 310 K. It is not possible to perform a critical evaluation of the experimental data as measurements were made at too few temperatures to permit a meaningful linear regression analysis, and there are no independent experimental solubility data for alclofenac in 1-octanol.…”

“…There have been several published studies 60,64,[77][78][79][80][81][82] involving the solubility of diclofenac in organic solvents. Barra et al 77 measured the solubility of diclofenac in two saturated hydrocarbons (heptane and cyclohexane), one aromatic hydrocarbon (benzene), one dialkyl ether (1,1′-oxybisethane) and one cyclic ether (1,4-dioxane), one alkyl alkanoate (ethyl ethanoate), two chloroalkanes (trichloromethane and 1,2-dichloroethane) and one chlorinated aromatic hydrocarbon (chlorobenzene), seven alcohols (methanol, ethanol, 1-pentanol, 1-octanol, 1,2-ethanediol, 1,2-propanediol, and 1,2,3-propanetriol), one alkanone (propanone) and one aromatic ketone (acetophenone), and four miscellaneous organic solvents (ethanoic acid, propanoic acid, formamide, and N,N-dimethylformamide) at 298 K and atmospheric pressure.…”

“…The experimental results were combined with measured solubility data for sodium diclofenac and two other carboxylic acid/sodium carboxylate pairs (e.g., 4-aminobenzoic acid/sodium 4-aminobenzoate and salicylic acid/sodium salicylate) in developing a group contribution method for calculating partial solubility parameters of sodium salts. Wang and Fang 78 reported the molar solubility of diclofenac in 1-octanol, and Fini et al 60 determined the molar solubility of diclofenac in 1-octanol at only three temperatures from 278 to 310 K. Wenkers and Lippold 64 published solubility data for ten NSAIDs (aspirin, diclofenac, diflunisal, flufenamic acid, ibuprofen, ketoprofen, nabumetone, naproxen, piroxicam, and tenoxicam) in light mineral oil at 305 K. Ahuja et al 79 measured the solubility of diclofenac in eight refined food-grade vegetable oils (arachis oil, mustard oil, soybean oil, castor oil, olive oil, sesame oil, safflower oil, and sunflower oil) at 277 K as part of a study examining the in vitro corneal permeation of diclofenac from oil drops using freshly excised goat cornea.…”

“…The drug is administered as a racemic mixture; however, the (S)-enantiomer exhibits by far the higher anti-inflammatory activity, which is reported to be 30 times larger than the activity of the racemic mixture. 90 There are several published studies 60,65,83,84,91,92 involving the solubility of flurbiprofen in organic solvents. Most notably, Perlovich et al 84 measured the mole-fraction solubility of flurbiprofen dissolved in 22 different organic solvents, including four saturated hydrocarbons (pentane, hexane, heptane and octane), two aromatic hydrocarbons (benzene and methylbenzene), one alkyl alkanoate (ethyl ethanoate), one cyclic ether (1,4-dioxane), eight primary alcohols (methanol, ethanol, 1-propanol, 1-butanol, 1-pentanol, 1-hexanol, 1-heptanol, and 1-octanol), one alkanone (propanone), and one miscellaneous organic solvent (ethanenitrile) at 298 K and atmospheric pressure.…”

“…There have been three studies 60,83,91 reporting the solubility of flurbiprofen as a function of temperature. Fini et al 60 determined the molar solubility of flurbiprofen in 1-octanol at only three temperatures from 278 to 310 K. Kurkov and Perlovich 83 examined the solubility of flurbiprofen in both hexane and 1-octanol between 293 and 315 K using a spectrophotometric method.…”