Cyano sulfilimine functional group as a nonclassical amide bond bioisostere in the design of a potent analogue to anthranilic diamide insecticide

To explore the potential of the N -cyano sulfilimine group as an amide bond isostere, a derivative of the blockbuster anthranilic diamide, chlorantramiliprole, was synthesized and evaluated with regard to its physicochemical properties, permeability, and biological activity. Given the combination of...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2023-01, Vol.13 (3), p.24-29
Hauptverfasser: Kang, On-Yu, Kim, Eunsil, Lee, Won Hyung, Ryu, Do Hyun, Lim, Hwan Jung, Park, Seong Jun
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:To explore the potential of the N -cyano sulfilimine group as an amide bond isostere, a derivative of the blockbuster anthranilic diamide, chlorantramiliprole, was synthesized and evaluated with regard to its physicochemical properties, permeability, and biological activity. Given the combination of N -cyano sulfilimine chlorantraniliprole 1 and its strong hydrogen bond acceptor character, high permeability, and excellent insecticidal activity, the N -cyano sulfilimine functional group could be considered as an amide bond isostere. To explore the potential of the N -cyano sulfilimine group as an amide bond isostere, a derivative of anthranilic diamide was synthesized and evaluated with regard to its physicochemical properties, permeability, and biological activity.
ISSN:2046-2069
DOI:10.1039/d2ra06988a