We report the formation and characterization
of two diastereomeric
thiol–ene addition products of the asthma medication Montelukast
within chewing tablets. Widespread tin-based thermal stabilizers dioctyltin
bis(2-ethylhexyl thioglycolate) and monooctyltin tris(2-ethylhexyl
thioglycolate), used in the manufacturing process of the medication’s
forming foil, were identified as the source of the thiol reactant,
showing that these stabilizers may play a part in the degradation
of Montelukast and APIs with functionalities similar to those of Montelukast,
which should be considered during development of medication. The isolation
and analysis of these impurities was performed by HPLC and UV–vis
spectroscopy. HRMS and NMR data were collected to characterize and
determine the structures of these compounds.
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