4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi

4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi Full article

Journal

Agrochemicals
ISSN: 2813-3145

Output data

Year: 2023, Volume: 2, Number: 1, Pages: 34-46 Pages count : 13 DOI: 10.3390/agrochemicals2010004

Authors

Lopat’eva Elena R. ¹ , Budnikov Alexander S. ^2,1 , Krylov Igor B. ^2,3,1 , Alekseenko Anna L. ^3,1 , Ilovaisky Alexey I. ^2,1 , Glinushkin Alexey P. ² , Terent’ev Alexander O. ^2,3,1

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia
2	All-Russian Research Institute for Phytopathology, B. Vyazyomy, 143050 Moscow Region, Russia
3	Faculty of Chemical and Pharmaceutical Technology and Biomedical Products, D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Square, 125047 Moscow, Russia

The search for fungicides of novel classes is the long-standing priority in crop protection due to the continuous development of fungal resistance against currently used types of active compounds. Recently, 4-nitropyrazolin-3-ones were discovered as highly potent fungicides, of which activity was believed to be strongly associated with the presence of a nitro group in the pyrazolone ring. In this paper, a series of 4-substituted pyrazolin-3-ones were synthesized and their fungicidal activity against an important species of phytopathogenic fungi (Venturia inaequalis, Rhizoctonia solani, Fusarium oxysporum, Fusarium moniliforme, Bipolaris sorokiniana, and Sclerotinia sclerotiorum) was tested in vitro. We discovered that 4-mono and 4,4-dihalogenated pyrazolin-3-ones demonstrate fungicidal activity comparable to that of 4-nitropyrazolin-3-ones and other modern fungicides (such as kresoxim methyl). This discovery indicates that NO2 moiety can be replaced by other groups of comparable size and electronic properties without the loss of fungicidal activity and significantly expands the scope of potent new fungicides based on a pyrazolin-3-one fragment.

Lopat’eva E.R. , Budnikov A.S. , Krylov I.B. , Alekseenko A.L. , Ilovaisky A.I. , Glinushkin A.P. , Terent’ev A.O.
4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi
Agrochemicals. 2023. V.2. N1. P.34-46. DOI: 10.3390/agrochemicals2010004 OpenAlex

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