Discovery of flufenoxystrobin: Novel fluorine-containing strobilurin fungicide and acaricide

摘要

To discover new strobilurin analogues with high activity, a series of new fluorine-containing strobilurin derivatives were synthesized utilizing intermediate derivatization methods (IDM). The compounds were identified by H-1 and F-19 nuclear magnetic resonance (NMR), IR and elemental analysis. Preliminary bioassays in greenhouse indicated that compounds 2a (SYP-3759, flufenoxystrobin) and 2c exhibited excellent fungicidal activities against Erysiphe graminis protecting wheat at 1.56 mg L-1 concentration and compounds 2a showed a moderately high acaricidal activity at 10 mg L-1. Field trials showed the fungicidal activities of compounds 2a and 2c is almost equivalent to that of pyraclostrobin, higher than that of triadimefon and the acaricidal activity of compound 2a is almost equivalent to that of pyidaben, but lower than that of fluacrypyrim. The preliminary mammalian toxicology results showed compound 2a was a low-toxicity compound. In conclusion compound 2a is a promising candidate for further development; mammalian toxicology and ecotoxicology with compound 2a are in progress. (C) 2016 Elsevier B.V. All rights reserved.