DISCOVERY OF NEW READILY AVAILABLE FUNGICIDES OF A NOVEL STRUCTURAL TYPE FOR CROP PROTECTION – 4-NITROPYRAZOLIN-5-ONES.

А.С. Будников, И.Б. Крылов, М.И. Шевченко, А.И. Иловайский, А.О. Терентьев

Abstract


The development of new types of fungicides for agriculture and medicine is necessary because of the increase in fungal resistance to commonly used compounds. As a new structural class of fungicides, we have proposed 4-nitropyrazolin-5-ones (nitropyrazolones, NPZ), which express fungicidal activity against a wide range of phytopathogenic fungi (Venturia inaequalis, Rhizoctonia solani, Fusarium oxysporum, Fusarium moniliforme, Bipolaris sorokiniana, Sclerotinia sclerotiorum). Inhibition of mycelial growth with NPZ is comparable or superior to the activity of kresoxim-methyl, a widely used and commercially available fungicidal drug. In vitro activity against S. aureus, C. albicans and A. niger suggest that NPZ are promising candidates against human pathogens. It was found that the key factors for the manifestation of the high fungicidal activity of NPZ are an aromatic substituent at the N1 atom and small substituents, such as methyl substituents, at the C3 and C4 positions of the pyrazolone ring.

Keywords


nitration, pyrazolin-5-ones, fungicidal compounds, crop protection, nitrogen dioxide.


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