Kinetics of base catalyzed racemization of ibuprofen enantiomers

The kinetics of base catalyzed racemization of ibuprofen enantiomers has been studied in DMSO-water mixed medium. The dynamic equilibrium rate of keto-enol tautomerism leading to racemization of ibuprofen enantiomers, is proportional to the concentrations of base catalyst and substrate. A kinetic mo...

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Veröffentlicht in:	International journal of pharmaceutics 2000-02, Vol.196 (1), p.21-26
Hauptverfasser:	Yuchun, Xie, Huizhou, Liu, Jiayong, Chen
Format:	Artikel
Sprache:	eng
Schlagworte:	Anti-Inflammatory Agents, Non-Steroidal - chemistry Base catalysis Biological and medical sciences Bones, joints and connective tissue. Antiinflammatory agents Catalysis Dimethyl Sulfoxide - chemistry Hydrogen-Ion Concentration Ibuprofen - chemistry Ibuprofen enantiomer Kinetics Medical sciences Models, Chemical Pharmacology. Drug treatments Predictive Value of Tests Racemization kinetics Resolution Sodium Hydroxide - chemistry Stereoisomerism Water - chemistry
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Zusammenfassung:	The kinetics of base catalyzed racemization of ibuprofen enantiomers has been studied in DMSO-water mixed medium. The dynamic equilibrium rate of keto-enol tautomerism leading to racemization of ibuprofen enantiomers, is proportional to the concentrations of base catalyst and substrate. A kinetic model capable of predicting the time course of racemization, under different base and substrate concentrations, is established and experimentally verified.
ISSN:	0378-5173 1873-3476
DOI:	10.1016/S0378-5173(99)00438-X