Pyflubumide, 3'-isobutyl-4'-[2, 2, 2-trifluoro-1-methoxy-1-(trifluoromethyl)ethyl]-N-isobutyryl-1, 3, 5-trimethylpyrazole-4-carboxanilide, is a novel acaricide having a unique chemical structure with methoxyhexafluoroisopropyl group in the anilide moiety. The compound showed remarkable activity against spider mites (Acari: Tetranychidae) including field collected strains resistant to existing acaricides. Since carboxin was developed in 1966, various carboxamides with the same mode of action as carboxin, succinate dehydrogenase inhibitors, have been developed as fungicides. Although succinate dehydrogenase plays an important role in energy metabolism in any organisms other than fungus, other practical use of carboxamides besides the control of plant diseases has never been reported. We found that carboxamides having specific fluoroalkyl groups on the 4'-position in the anilide moiety showed potent acaricidal activity. As the result of our extensive research in application of this discovery, pyflubumide has been discovered.

Synthesis and biological activity of a novel acaricide, pyflubumide

248th National Meeting (2014)

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