Abstract
The dissociation constant, K a, of naproxen, a nonsteroidal antiinflammatory drug of the family of arylpropionic acids, has been determined in aqueous solutions at 25°C by using a potentiometric and a conductimetric techniques. The solubility limit of the drug in water, a controversial point in the literature, has been found to be less than 3×10 −5 M. The interaction of naproxen with hydroxypropyl- β-cyclodextrin (HPBCD), in terms of the binding constants of the complexes formed by the CD and the nonionic (HNAP) and ionic (NAP −) species of the drug, has been evaluated at 25°C as well by means of steady-state fluorescence enhancement studies. A discussion of the results, K HPBCD:HNAP=6500±400 M −1 and K HPBCD:NAP−=1400±80 M −1, emphasizing the crucial importance of the choice of the pH at a value that pH≥p K a +2 or pH≤p K a −2, is also included.
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