Expanding the Repertoire of Low-Molecular-Weight Pentafluorosulfanyl-Substituted Scaffolds.
ChemMedChem
; 17(7): e202100641, 2022 04 05.
Article
in English
| MEDLINE | ID: covidwho-1705258
ABSTRACT
The pentafluorosulfanyl (-SF5 ) functional group is of increasing interest as a bioisostere in medicinal chemistry. A library of SF5 -containing compounds, including amide, isoxazole, and oxindole derivatives, was synthesised using a range of solution-based and solventless methods, including microwave and ball-mill techniques. The library was tested against targets including human dihydroorotate dehydrogenase (HDHODH). A subsequent focused approach led to synthesis of analogues of the clinically used disease modifying anti-rheumatic drugs (DMARDs), Teriflunomide and Leflunomide, considered for potential COVID-19 use, where SF5 bioisostere deployment led to improved inhibition of HDHODH compared with the parent drugs. The results demonstrate the utility of the SF5 group in medicinal chemistry.
Keywords
Full text:
Available
Collection:
International databases
Database:
MEDLINE
Main subject:
Chemistry, Pharmaceutical
/
Dihydroorotate Dehydrogenase
Type of study:
Prognostic study
Limits:
Humans
Language:
English
Journal:
ChemMedChem
Journal subject:
Pharmacology
/
Chemistry
Year:
2022
Document Type:
Article
Affiliation country:
Cmdc.202100641
Similar
MEDLINE
...
LILACS
LIS