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JOURNAL ARTICLE
RESEARCH SUPPORT, NON-U.S. GOV'T
Design, synthesis and fungicidal activity of novel 2-substituted aminocycloalkylsulfonamides.
Bioorganic & Medicinal Chemistry Letters 2017 January 16
A series of novel 2-substituted aminocycloalkylsulfonamides were designed and synthesized by highly selective N-alkylation reaction, whose structures were characterized by1 H NMR,13 C NMR and HRMS. Among them, the configuration of compounds III12 and III20 were confirmed by X-ray single crystal diffraction. Bioassays demonstrated that the title compounds had considerable effects on different strains of Botrytis cinerea and Pyricularia grisea. Comparing with positive control procymidone (EC50 =10.31mg/L), compounds III28, III29, III30 and III31 showed excellent fungicidal activity against a strain of B. cinerea (CY-09), with EC50 values of 3.17, 3.04, 2.54 and 1.99mg/L respectively. Their in vivo fungicidal activities were also better than the positive controls cyprodinil, procymidone, boscalid and carbendazim in pot experiments. Moreover, the fungicidal activity of III28 (EC50 =4.62mg/L) against P. grisea was also better than that of the positive control isoprothiolane (EC50 =6.11mg/L). Compound III28 would be great promise as a hit compound for further study based on the structure-activity relationship.
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