Islatravir Dimer: Crystal Form Dependence of a Radiation-Induced Degradation Product

A rare example of crystal form-dependent, gamma radiation-induced degradation is presented. Islatravir is known to exist in several polymorphic forms, but only one of these forms shows the generation of a specific dimer degradation product under gamma irradiation. Extended gamma irradiation studies...

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Published inMolecular pharmaceutics Vol. 21; no. 2; pp. 729 - 734
Main Authors Topolski, Josey E., Confer, Alex M., Hu, Mengwei, Brunskill, Andrew, Liu, Yong, Gunsch, Matthew, Wang, Xiao, DaSilva, Jimmy, Newman, Justin, Mozziconacci, Olivier, Ekladious, Iriny, Aggarwal, Pankaj
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 05.02.2024
Subjects
Deoxyadenosines - chemistry
Gamma Rays
dimerization
degradation
polymorphism
islatravir
gamma irradiation
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Summary:A rare example of crystal form-dependent, gamma radiation-induced degradation is presented. Islatravir is known to exist in several polymorphic forms, but only one of these forms shows the generation of a specific dimer degradation product under gamma irradiation. Extended gamma irradiation studies demonstrated that only one of the known crystalline forms shows an appreciable rate of dimer formation. Additionally, this dimer is not observed to form under other forced stress conditions. We present the structural elucidation of this dimer impurity and rationalize its form-dependent generation based on the analysis of the underlying crystal structure.
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ISSN:1543-8384
1543-8392
DOI:10.1021/acs.molpharmaceut.3c00856