Annulated bicyclic isothioureas: identification of active and selective butyrylcholinesterase inhibitors

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Annulated bicyclic isothioureas: identification of active and selective butyrylcholinesterase inhibitors

Nurieva, Evgeniya V.; Alexeev, Alexander A.; Zefirov, Nikolay A.; Milaeva, Elena R.; Kovaleva, Nadezhda V.; Proshin, Alexey N.; Makhaeva, Galina F.; Zefirova, Olga N.

Mendeleev communications, January-February 2023, 2023-01-00, Volume: 33, Issue: 1

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Display omitted Structural optimization of butyrylcholinesterase inhibitors, 5-bromomethyl- and 5-iodomethyl-N,N-disubstituted 2-aminothiazolines, led to a series of their annulated bicyclic analogues, obtained by intramolecular cyclization of cycloalkenylthioureas. The most active compound in this series, cycloheptadthiazol-2-amine, is a mixed-type butyryl-cholinesterase inhibitor with IC50 = 130 nm, highly selective compared to acetylcholinesterase and non-toxic at 100 μm concentrations.

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