Investigation of thermal degradation products of mebendazole by thermal and spectroscopic analysis

In this work, the thermal decomposition of mebendazole (MBZ) was studied to elucidate divergent data found in the literature concerning the thermal behavior of this drug. To this end, thermogravimetry-differential scanning calorimetry (TG-DSC), differential scanning calorimetry (DSC), evolved gas an...

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Bibliographic Details
Authors: Holanda, Bruno B.C. [UNESP], Alarcon, Rafael T. [UNESP], Guerra, Renan B. [UNESP], Rinaldo, Daniel [UNESP], Spazzini, Fabiola C.R. [UNESP], Castro, Ricardo A.E., Bannach, Gilbert [UNESP]
Format: article
Status:Published version
Publication Date:2018
Country:Brasil
Institution:Universidade Estadual Paulista (UNESP)
Repository:Repositório Institucional da UNESP
Language:English
OAI Identifier:oai:repositorio.unesp.br:11449/189766
Online Access:http://dx.doi.org/10.1016/j.jaap.2018.09.017
http://hdl.handle.net/11449/189766
Access Level:Open access
Keyword:Coupled TG-FTIR
DSC-photovisual analysis
Mebendazole
Thermal behavior
Description
Summary:In this work, the thermal decomposition of mebendazole (MBZ) was studied to elucidate divergent data found in the literature concerning the thermal behavior of this drug. To this end, thermogravimetry-differential scanning calorimetry (TG-DSC), differential scanning calorimetry (DSC), evolved gas analysis (EGA), and DSC-photovisual analysis were employed to fully evaluate the polymorphic form A of MBZ. Our results showed that mebendazole undergoes mass loss starting at 205 °C with the release of methanol and carbon monoxide. Characterization of the main thermal decomposition product of MBZ through mid-infrared spectroscopy (MIR), proton nuclear magnetic resonance ( 1 H NMR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), and powder X-ray diffraction (PXRD) indicated the formation of 2-amino-5-benzoylbenzimidazole (MBZ-A). Kinetic parameters for MBZ and MBZ-A were also evaluated and shown herein.