Abstract

OXIDATION OF ROSUVASTATIN CALCIUM WITH CHLORAMINE-T IN BASIC MEDIUM A KINETIC AND MECHANISTIC APPROACH

Ningegowda Prasad and Kallesha N.*

Abstract

Rosuvastatin Calcium is seventh drug in the class of statins, wasapproved by the United States Food and Drug Administration(USFDA) marketed under the trade name “Crestor” used for thetreatment of high cholesterol and related conditions . The aim of thecurrent investigation was kinetic study of oxidation of RosuvastatinCalcium with sodium-N-chloro-p-tolunesulfonamide or chloramine-T(CAT) in NaOH medium at 308 K. the results revealed that reactionfollowed identical kinetics, first order dependence on[CAT]0,fractional order dependence on [substrate]0, and [OH-] ionconcentration. Variation of ionic strength and addition of toluenesulfonamide have no significant effect on the rate. The reaction wasstudied at five different temperature; however, the thermodynamicparameters have been assessed from the Arrhenius plots. Thestoichiometry of the reaction has been established to be 1:1 andoxidationproduct3R,5S,E)-methyl7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido) pyrimidin-5-yl)-3,5dihydroxyhept-6-enoate,was predicted byspectroscopic and chromatographic analysis. The observed results were supported byprobable mechanism and the related rate law has been deduced.

Keywords: Rosuvastatin Calcium, Oxidation Kinetics, Chloramine-T, Alkaline medium.