Dinotefuran

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Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Dinotefuran

中文通用名

呋虫胺

IUPAC

(EZ)-(RS)-1-methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine

CAS

N-methyl-N′-nitro-N″-[(tetrahydro-3-furanyl)methyl]guanidine

CAS No.

165252-70-0

Molecular Structure

General Product Information

Category

Insecticides > Neonicotinoid insecticides

Activity

Insecticide.
Dinotefuran can be applied to foliage or to the soil and is active by contact and ingestion. It also has root-systemic activity. The products activity persists for up to several weeks after application.

Dinotefuran has demonstrated no cross-resistance to organophosphates, carbamates, pyrethroids and insect growth regulators. Mitsui recommends its use in both resistance management and integrated pest management systems. In tests against several strains of mosquito species, although it was generally less toxic than standards, dinotefuran was more effective against a carbamate-resistant strain of Culex quinquefasciatus than the susceptible strain (J Med Entomology, 2004).

Data from Mitsui indicate that dinotefuran provides superior control of stinkbugs, fruit moths, flea beetles and leaf miners compared with imidacloprid.

Field trials conducted on golf courses in Mississippi in 2000 with dinotefuran (code numbered YW-74G) demonstrated a comparable level of control of mole crickets (Scapteriscus spp) to the reference product, orthene.

CropUse

Crop uses:
apples, aubergines, brassicas, cabbages, celery, cole crops, cotton, cucumbers, curcubits, field crops, fruiting vegetables, fruit trees, grapevines, leafy vegetables, meat, milk ornamentals, parsley, peppers, potatoes, raisins, rice, sugar beet, swiss chard, tomatoes, turf, vegetable crops, vines, watermelons

100-200 g ai/ha
150-600 g ai/ha by soil application
112-224 g/380 L (Safari, foliar application)
680 g/380 L (Safari; soil drench)

Formulation

GR = Granule
PB = Plate bait
SC = Suspension concentrate (=flowable concentrate)

Premix

Thifluzamide+Dinotefuran
Spirotetramat+Dinotefuran
Pyriproxyfen+Dinotefuran
Pymetrozine+Dinotefuran
Nitenpyram+Dinotefuran
Lambda-cyhalothrin+Dinotefuran
Dinotefuran+Thiamethoxam
Dinotefuran+Pyridaben
Dinotefuran+Isoprocarb
Dinotefuran+Chlorpyrifos
Buprofezin+Dinotefuran
Bifenthrin+Dinotefuran
Abamectin+Dinotefuran

Physical & Safety Data

Physical Properties

Molecular weight:202.2.Physical form: White solid; odorless. Density:1.33; Melting point:94.5-101.5 °C; Partition coefficient(n-octanol and water):logP = -0.644 ( pH 7); pKa:No dissociation in range pH 1.4 to 12.3; Solubility:In purified water 54.3 .3 g/l (20 °C).

Toxicology

Oral:Acute oral LD₅₀ for male rats 2804 mg/kg, female rats 2000 mg/kg, male mice 2450 mg/kg, female mice 2275 mg/kg. Percutaneous:Acute percutaneous LD₅₀ for male and female rats >2000 mg/kg. Not a skin sensitiser (guinea pigs). ADI:( JMPR) 0.008 mg/kg b.w. [2000].?

Environmental Profile

Ecotoxicology:?
Birds:Acute oral LD₅₀ for mallard ducks 1000, Japanese quail >2000 mg/kg.Daphnia:(48 h) 1000 ppm.Fish: LC₅₀ (96 h) for carp >1000 ppm; (48 h) for rainbow trout >40 ppm.Other aquatic spp.: LC₅₀ (48 h) for crayfish 5-10 ppm.
WATER SOLUBILITY: 39.8 g/l at 20°C.

Mallard duck	LD₅₀ 1,000 mg/kg
Japanese quail	LD₅₀ >2,000 mg/kg
Rainbow trout_{[48 h]}	LC₅₀ >100 mg/L
Rainbow troutchronic	NOEC >/= 10 mg/L
Bluegill sunfish acute	LC₅₀ >100 mg/L
Carp_{[96 h]}	LC₅₀ >100 mg/L
Daphnia magna acute	EC₅₀ >1000 mg/L
Daphnia magna chronic	EC₅₀ >100 mg/L
Sheeps head minnow acute	LC₅₀ >109 mg/L
Mysid shrimp acute	LC₅₀ = 0.79 mg/L
Oyster acute	EC₅₀ >141 mg/L

Fate in aquatic systems:
Hydrolysis at 20C; dinotefuran is stable in water at pH 4, 7 and 9.
Aqueous photolysis; photolytic degradation in sterile buffer gave a DT₅₀ of 1.7 days at Summer latitude 30N and 18.60 days at winter latitude 50N.

Fate in soil:
In aerobic laboratory soil metabolism studies on loamy sand soil, the DT₅₀ value was 51.7 days.
In a 320 day aquatic water-sediment system, the DT₅₀ value for dinotefuran in the aerobic water phase was 23-49 days and 45-128 days in the largely anaerobic sediment layer.
Field dissipation studies in sandy loam soils in the US gave DT₅₀ values of 68.6 days in California (pH 8.8), 22.6 days in Georgia (pH 6.5) and 59.2 days (pH 6.6).

Transport Information

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