Picarbutrazox, a novel fungicide with excellent resistance to downy mildew and disease

Author: Ye Xuan Shanghai National Institute for pesticide
Picarbutrazox by Dainippon Ink Corporation invention (the company in April 2004 sold by Nippon Soda Co.), developed by Nippon Soda tetrazoyloxime fungicides, bactericides is the only compound in this class, the unique structure The mechanism of action is novel, has osmotic activity, and has no cross-resistance with carboxylic acid amides, phenylamides and QoI fungicides. The agent is effective against the pathogens of the genus Pythium, Pythium, Pythium, Pseudomonas and Phytophthora, and can be used for foliar spraying to control cucumber, melon, watermelon, tomato, and lettuce. , broccoli, kale, Chinese cabbage, onions, Japanese radish, rice, spinach, potatoes, tomatoes, gourds, green leaf crops, turf diseases, can also be used for corn and soybean seed treatment. It is safe for humans and animals, environmentally friendly, and has no promising treatment for crops. It is a promising product.
1 physical and chemical properties
English common name picarbutrazox, code NF-171, IUPAC chemical name: (6-{[(Z)-(methyl-1H-5-tetrazolyl)(phenyl)methylene]aminooxymethyl}- Tert-butyl(6-{[(Z)-(1-methyl-1H-5-tetra-zolyl)(phenyl)methylene]aminooxymethyl}-2-pyridyl)carbamate) CAS chemical name: 1,1-dimeth-ylethylN-[6-[[[(Z)-[(1-methyl-1H-tetrazol-5-yl)phenylmethylene]amino]oxy]methyl]-2-pyridinyl] Carbamate. CAS accession number 500207-04-5, molecular formula: C20H23N7O3, molecular weight: 409.44.
The material is white crystalline powder, has no odor, melting point: 136.6~138.7 °C, boiling point: it can not be measured at 150 °C, vapor pressure <1.2×10-7Pa (50 °C), soil adsorption coefficient: KFadsOC=1300~ 6000 (25 ° C), octanol-water partition coefficient logPow = 4.16 (25 ° C), bioconcentration BCFss = 63 ~ 220, density: 1.3g / cm3 (25 ° C). Solubility in water: 3.10 × 102 μg / L (10 ° C), 3.33 × 102 μg / L (20 ° C), 4.61 × 102 μg / L (30 ° C).
2 toxicity
The agent has acute oral LD50>2000mg/kg body weight (male and male) in rats, acute percutaneous>2000mg/kg body weight (male and female) in rats, and acute inhalation LC50>5.2mg/L (male and male) in rats. It is non-neurotoxic and slightly irritating to rabbit eyes, but it disappears after 48 hours of treatment and has no stimulating effect on rabbit skin. Skin irritation to Hartley guinea pigs was negative. There is no recognized effect on reproduction, no teratogenicity, no genotoxicity. The LC50 (96h) of carp was >363μg/L, the LC50 (96h) of blue mullet was >700μg/L, the EC50 (48h) of leeches was >342μg/L, and the green algae was >737μg/L.
3 mechanism of action
This agent belongs to the U17 class in which the mechanism of action of the fungicide action mechanism classification table (FRAC code list) is unknown, but it is considered that it does not inhibit the respiratory chain electron transport system complex I or complex III. No cross-resistance with QoI and benzamide fungicides. Pythiumaphanidermatum was treated with picarbutrazox, and the hyphae became thick and branched. It is speculated that this substance has a different mechanism of action than the existing bactericide. Inhibition of spore germination of Pythium fungi, prolongation of mycelium, formation of zoospores, inhibition of germination of oospores. Inhibition of germination and hyphal growth of Phytophthora capsici spores.
4 products and applications
Japan's Cao Da has submitted a product for registration to the US EPA (picarbutrazox10SC and picarbutrazox20WG). Tables 1 and 2 show the control objects, control effects and methods of use of these two products.
Japan's Soda and Syngenta recently announced (February 2018) the signing of a global seed treatment licensing agreement for the new active ingredient picarbutrazox. Syngenta has filed a registration application for the VayantisSeedTreatment product (36% picarbutrazox) with the US EPA. It is expected that picarbutrazox will be registered for corn and soybean seed processing for the first time in the United States and Canada in 2019. Japan's Soda has registered two products, NaeFineFlowable and PisiRockFlowable, which are jointly developed by JA and Japan's Soda Corporation to prevent and control rice breeding diseases and seedling wilt; PisiRockFlowable to Oomycetes Vegetable diseases caused by pathogens have excellent effects. The registered crops are gourd, watermelon, melon, small tomato, lettuce crop, broccoli, onion, Japanese radish, spinach and lawn. It is intended to be used in Europe for cucurbit crops, tomatoes and lettuce, and is intended to be used in Korea for cucumbers, melons, onions, potatoes and turf. In the United States and Canada, in addition to the registration for corn and soybeans, it will also be used for cucurbitaceae. Crops and green leaf crops.
5 Conclusion
Picarbutrazox is a new chemical structure category and a novel mechanism of fungicide. It is safe and environmentally friendly. It can be used for the resistance control of existing fungicides and has excellent control effects against crop downy mildew and disease. Such products are worthy of attention and development by researchers.
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(Source: World Agrochemical Network)

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