Acid-base equilibria and solubility of loratadine and desloratadine in water and micellar media.
Acid-base equilibria in homogeneous and heterogeneous systems of two antihistaminics, loratadine and desloratadine were studied spectrophotometrically in Britton-Robinson's buffer at 25 degrees C. Acidity constant of loratadine was found to be pK(a) 5.25 and those of desloratadine pK(a1) 4.41 and pK(a2) 9.97. The values of intrinsic solubilities of loratadine and desloratadine were 8.65x10(-6) M and 3.82x10(-4) M, respectively. Based on the pK(a) values and intrinsic solubilities, solubility curves of these two drugs as a function of pH were calculated. The effects of anionic, cationic and non-ionic surfactants applied in the concentration exceeding critical micelle concentration (cmc) on acid-base properties of loratadine and desloratadine, as well as on intrinsic solubility of loratadine were also examined. The results revealed a shift of pK(a) values in micellar media comparing to the values obtained in water. These shifts (DeltapK(a)) ranged from -2.24 to +1.24.
Popović
Gordana
G
Faculty of Pharmacy, University of Belgrade, P.O. Box 146, Vojvode Stepe 450, 11000 Belgrade, Serbia. gpopovic@pharmacy.bg.ac.yu
Cakar
Mira
M
Agbaba
Danica
D
D000136:Acid-Base Equilibrium / Q000187:drug effects; D018926:Anti-Allergic Agents / Q000737:chemistry / Q000494:pharmacology*; D002021:Buffers; D006863:Hydrogen-Ion Concentration; D017336:Loratadine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D008823:Micelles; D015394:Molecular Structure; D012995:Solubility; D013053:Spectrophotometry; D013501:Surface-Active Agents / Q000737:chemistry; D014867:Water / Q000737:chemistry*
D018926:Anti-Allergic Agents; D002021:Buffers; D008823:Micelles; D013501:Surface-Active Agents; D014867:Water; D017336:Loratadine; C121345:desloratadine