Pefurazoate

Pefurazoate

稻瘟酯

pent-4-enyl (2RS)-2-[furfuryl(imidazol-1-ylcarbonyl)amino]butyrate

4-pentenyl 2-[(2-furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino]butanoate

101903-30-4

C₁₈H₂₃N₃O₄

Fungicides > Imidazole fungicides
Fungicides > Amide fungicides

Fungicide.Pefurazoate is a seed treatment with preventative and curative activity against ascomycetes, basidiomycetes and deuteromycetes. A high level of seed penetration makes it particularly effective against pathogens in the embryo. The product prevents the formation of germ tubes and hyphae: the level of activity is not affected by temperature. The seeds do not require air drying after application, which can be made by coating, slurry or soaking.

Pefurazoate has good activity against benzimidazole-resistant strains of Fusarium moniliforme (Bakanae disease). The product is non-phytotoxic to rice.

Field trial results were reported in Japan Pesticide Information (1990). Performance against Cochliobolus miyabeanus, Fusarium moniliforme and Pyricularia oryzae was compared with benomyl + thiram.

CropUses:
cereals, rice, tomatoes, ornamentals

seed dipping	150/200 g ai/200 litres for 24 hours; 150/200 g ai/20 litres for 10 mins
seed coating	150 g ai/tonne seed
spray seed treatment	600/800 g ai/tonne seed

Molecular weight:345.4; Physical form:Pale brownish liquid. Density:1.152 (20 °C); Vapour pressure:0.648 mPa (23 °C); Partition coefficient(n-octanol and water):logP = 3; Solubility:In water 443 mg/l (25 °C). In hexane 12.0, cyclohexane 36.9, dimethyl sulfoxide, ethanol, acetone, acetonitrile, chloroform, ethyl acetate, toluene >1000 (all in g/l, 25 °C).; Stability:Stable in acidic media, slightly unstable in alkaline media. Slightly unstable to sunlight. Decomposition c. 1% after 90 days at 40 °C.

Oral:Acute oral LD₅₀ for male rats 981, female rats 1051, male mice 1299, female mice 946 mg/ kg. Percutaneous:Acute percutaneous LD₅₀ for rats >2000 mg/kg. Non-irritating to eyes and skin (rabbits). Non-sensitising to skin (guinea pigs). Inhalation: LC₅₀ for rats >3450 mg/m³.

Ecotoxicology: 
Bees: LD₅₀ (topical) for honeybees >100µg/bee.Birds:Acute oral LD₅₀ for adult Japanese quail 2380, chicks 4220 mg/ kg.Daphnia: LC₅₀ (6 h) >100 mg/l.Fish: LC₅₀ (48 h) for rainbow trout 4.0, bluegill sunfish 12.0, carp 16.9, killifish 12.0, goldfish 20.0, loach 15.0 mg/l. 

Environmental fate: 
Animals:Pefurazoate orally administered to rats is rapidly metabolised and most of the metabolites are excreted in the urine and faeces within 24 hours. Pefurazoate is not detected in any organs, tissues, and excretions 1 hour after oral administration.Soil:Pefurazoate incubated at 28 °C in soil under flooded conditions, DT₅₀ 7-16 d. In paddy soil under field conditions, pefurazoate is decomposed more rapidly, DT₅₀ <2 d.Plant:Neither pefurazoate nor its metabolites were detected in the grain and straw of rice plants derived from treated seeds. Pefurazoate absorbed into rice seeds is also rapidly metabolised and not detected in the roots and shoots of young seedlings (Jpn. WATER SOLUBILITY: 443 mg/l at 25° C

Hazard Class:O (Obsolete as pesticide, not classified)