Kinetic Study of Lornoxicam Hydrolysis

Sawsan Hasan Hammodi Ameen; Dana Muhammad Hamad Ameen

doi:10.21271/ZJPAS.32.1.8

Authors

Sawsan Hasan Hammodi Ameen Department of Pharmaceutical chemistry , College of pharmacy, Hawler Medical University.
Dana Muhammad Hamad Ameen Department of Pharmaceutical chemistry , College of pharmacy, Hawler Medical University.

DOI:

https://doi.org/10.21271/ZJPAS.32.1.8

Keywords:

lornoxicam; NSAIDs; amide hydrolysis; kinetic study.

Abstract

Gastrointestinal tract (GIT) side effects due to the local action of lornoxicam considered the most common problem that associated with using of this analgesic drug. Masking of the enolic alcohol OH group of lornoxicam to overcoming this problem was the aim, however, applying Williamson ether synthesis led to amide hydrolysis. Therefore, the objective of this study was shifted to study the hydrolytic kinetics and the influence of different bases as a function of time and temperature in the reaction media.

The effects of all bases used in the study on the hydrolysis process of lornoxicam have been studied; NaOH was found to be the strongest followed by Na₂CO₃ and K₂CO₃. All three temperatures (25°C, 50°C and 80°C) have approximately similar effect except reflux condition that accelerates the hydrolysis process compare with the others. The hydrolysis process is proportional with time.

Williamson ether synthetic procedure that followed to synthesize lornoxicam prodrugs was failed despite attempting different conditions. Using bases were induced the hydrolysis process of lornoxicam. The hydrolysis rate accelerated under reflux more than other conditions. In addition, reaction time gives more hydrolysis process.

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