Formation of a Thiol-Ene Addition Product of Asthma Medication Montelukast Caused by a Widespread Tin-Based Thermal Stabilizer.
Chem Res Toxicol
; 33(12): 2963-2971, 2020 12 21.
Article
em En
| MEDLINE
| ID: mdl-33174429
ABSTRACT
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.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos Orgânicos de Estanho
/
Quinolinas
/
Asma
/
Compostos de Sulfidrila
/
Sulfetos
/
Ciclopropanos
/
Acetatos
Limite:
Humans
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article