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Mechanochemical cocrystallization to improve the physicochemical properties of chlorzoxazone

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Abstract

Chlorzoxazone (CHZ) is a centrally acting muscle relaxant used for the treatment of muscle spasm. According to the Biopharmaceutics Classification System (BCS), it belongs to class II drugs having poor solubility and high permeability. In the present study, mechanochemical cocrystallization has been explored to prepare chlorzoxazone–picolinic acid (CHZ–PA) cocrystals with an aim to improve their poor physicochemical properties. The prepared cocrystal was thoroughly characterized by SCXRD, PXRD, DSC, TGA and FTIR. To understand the changes in solubility and dissolution, equilibrium solubility and intrinsic dissolution rate studies were performed and the results were compared to native CHZ. The CHZ–PA cocrystals showed improved solubility in different pH media along with an increased dissolution rate. Tabletability studies were performed for the prepared cocrystal to investigate the powder compaction behaviour. The CHZ–PA cocrystals showed improved powder compaction properties compared to the native form of CHZ. FESEM studies revealed the changes in the surface morphology of the CHZ–PA cocrystals. Further, accelerated stability studies were performed to demonstrate that the prepared cocrystals were stable under accelerated storage conditions for up to thirteen weeks. The study demonstrates the significance of mechanochemical cocrystallization as a green synthesis approach to improve the physicochemical properties of an active pharmaceutical ingredient.

Graphical abstract: Mechanochemical cocrystallization to improve the physicochemical properties of chlorzoxazone

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Supplementary files

Article information


Submitted
28 Apr 2020
Accepted
05 Jun 2020
First published
08 Jun 2020

CrystEngComm, 2020, Advance Article
Article type
Paper

Mechanochemical cocrystallization to improve the physicochemical properties of chlorzoxazone

P. Roy and A. Ghosh, CrystEngComm, 2020, Advance Article , DOI: 10.1039/D0CE00635A

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