Abstract:
:The synthesis of SCF3 as well as SeCF3 isosteres of two OCF3 -containing drugs was achieved through visible light and copper-catalyzed processes. Herein, we show that chalcogen replacement modulates physicochemical and ADME properties without introducing intrinsic liabilities. The SCF3 and SeCF3 groups are more lipophilic than their oxygen counterpart; however, microsomal stability is unchanged, indicating that these molecular changes may be beneficial for in vivo half-life. Enabled by modern synthetic methods, we present the chalcogen-CF3 groups as potential key players for future fluorinated pharmaceuticals.
journal_name
ChemMedChemjournal_title
ChemMedChemauthors
Ghiazza C,Billard T,Dickson C,Tlili A,Gampe CMdoi
10.1002/cmdc.201900452subject
Has Abstractpub_date
2019-09-04 00:00:00pages
1586-1589issue
17eissn
1860-7179issn
1860-7187journal_volume
14pub_type
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