Racemization and degradation of thioridazine and thioridazine 2-sulfone in human plasma and aqueous solutions

Chirality
Cristiane Masetto de GaitaniP S Bonato

Abstract

We present two methods for the enantioselective analysis of thioridazine (THD) and thioridazine 2-sulfone (THD 2-SO(2)) in human plasma based on liquid-liquid extraction with diethyl ether and chiral resolution of the enantiomers on Chiralpak AD and Chiralcel OD-H columns, respectively. After validation, the methods were used to study the degradation and racemization of both drug and metabolite. Our results showed that both enantiomers of THD and THD 2-SO(2) were stable at varying temperatures, pH, and ionic strengths; however, solubility problems for THD and THD 2-SO(2) enantiomers were observed, mainly at pH 8.5. The influence of light on the stability of the THD and THD 2-SO(2) enantiomers was also studied. Degradation of the THD enantiomers was observed under UV light (254 and 366 nm) while THD 2-SO(2) enantiomers were stable at these wavelengths and also when exposed to visible light.

References

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Feb 1, 1994·Forensic Science International : Synergy·S A JortaniA Poklis

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Citations

Mar 30, 2007·Chirality·Imran AliBhavtosh Sharma
Nov 4, 2004·Journal of Pharmaceutical and Biomedical Analysis·Cristiane Masetto de GaitaniPierina Sueli Bonato
Nov 12, 2019·Chemistry : a European Journal·Andrew BallardAndrew G Leach

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