Synthesis, Physicochemical Properties, and Biological Activities of 4-(<i>S</i>-Methyl-<i>N</i>-(2,2,2-Trifluoroacetyl)Sulfilimidoyl) Anthranilic Diamide

Novel anthranilic diamides with sulfilimidoyl and sulfoximidoyl functionalities were successfully prepared. Among newly-prepared organosulfur compounds, 3-bromo-1-(3-chloropyridin-2-yl)-<i>N</i>-(2-methyl-6-(methylcarbamoyl)-4-(methylthio)phenyl)-1<i>H</i>-pyrazole-5-carboxam...

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Bibliographic Details
Main Authors: Hwan Jung Lim, Won Hyung Lee, Seong Jun Park
Format: Article
Language:English
Published: MDPI AG 2019-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/19/3451
Description
Summary:Novel anthranilic diamides with sulfilimidoyl and sulfoximidoyl functionalities were successfully prepared. Among newly-prepared organosulfur compounds, 3-bromo-1-(3-chloropyridin-2-yl)-<i>N</i>-(2-methyl-6-(methylcarbamoyl)-4-(methylthio)phenyl)-1<i>H</i>-pyrazole-5-carboxamide and (<i>S</i>,<i>E</i>)-3-bromo-1-(3-chloropyridin-2-yl)-<i>N</i>-(2-methyl-4-(S-methyl-<i>N</i>-(2,2,2-trifluoroacetyl)sulfinimidoyl)-6-(methylcarbamoyl)phenyl)-1<i>H</i>-pyrazole-5-carboxamide showed good levels of efficacy and a strong correlation between insecticidal activities and physical properties, respectively. In particular, available data indicated that the <i>N</i>-trifluoroacetyl sulfilimine moiety could be an appealing structural scaffold for the discovery of a new crop-protecting agent.
ISSN:1420-3049