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Plant fungal diseases have caused
great decreases in crop quality
and yield. As one of the considerable agricultural diseases, cucumber
downy mildew (CDM) caused by pseudoperonospora cubensis seriously influences the production of cucumber. Amisulbrom is a
commercial agricultural fungicide developed by Nissan Chemical, Ltd.,
for the control of oomycetes diseases that is highly effective against
CDM. However, the synthesis of amisulbrom has a high cost because
of the introduction of the bromoindole ring. In addition, the continuous
use of amisulbrom might increase the risk of resistance development.
Hence, there is an imperative to develop active fungicides with new
scaffolds but low cost against CDM. In this study, a series of 1,2,4-triazole-1,3-disulfonamide
derivatives were designed, synthesized, and screened. Compound 1j showed a comparable fungicidal activity with amisulbrom,
but it was low cost and ecofriendly. It has the potential to be developed
as a new fungicide candidate against CDM. Further investigations of
structure–activity relationship exhibited the structural requirements
of 1,2,4-triazole-1,3-disulfonamide and appropriate modification in N-alkyl benzylamine groups with high fungicidal activity.
This research will provide powerful guidance for the design of highly
active lead compounds with a novel skeleton and low cost.
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