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Chemical Identification
Common Name
Triflumizole
中文通用名
氟菌唑
IUPAC
(E)-4-chloro-a,a,a-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine
CAS
(E)-1-[1-[[4-chloro-2-(trifluoromethyl)phenyl]imino]-2-propoxyethyl]-1H-imidazole
CAS No.
99387-89-0
Molecular Formula
C15H15ClF3N3O
Molecular Structure
Category
Activity
Fungicide

Triflumizole is a locally systemic fungicide with protectant and eradicant activity. The fungicide prevents sporidia from multiplying. In cereals, it is applied as a seed treatment.

Tests conducted by Nippon Soda using EC and WP triflumizole formulations to treat rice seed, have shown that the EC formulation produces greater control of Gibberella fujikuroi. This is thought to be due to the EC formulation permeating the seed coat more effectively than the WP formulation.
CropUse
CropUses:
cereals, pome fruits, vines, vegetables, ornamentals, stone fruits, top fruits

Spathiphyllum spp

0.25-0.5 g ai/l

Cereals

2.5 litres ai/tonne

Top fruit

6-30 g ai/hl

Stone fruit

6-10 g ai/hl

Vines

140-280 g ai/ha

Premix
Ningnanmycin+Triflumizole
Wettable powder. Premix Parters: cyproconazole; maneb;

Type

AI concn

Wettable powder (WP)

30% (w/w)

 

 

Emulsifiable concentrate (EC)

15% (w/v)

Smoke generator (FU)

10%

Soluble concentrate (SL)

50% (w/v)

Physical Properties
Molecular weight:345.7; Physical form:Colourless crystals. Melting point:63.5 °C; Vapour pressure:0.186 mPa (25 °C); Henry constant:5.6 × 10-6 Pa m3 mol-1 (25 °C, calc.); Partition coefficient(n-octanol and water):logP = 5.06 ( pH 6.5), 5.10 ( pH 6.9), 5.12 ( pH 7.9); pKa:3.7 (25 °C), weak base; Solubility:In water 12.5 g/l (20 °C). In chloroform 2220, hexane 17.6, xylene 639, acetone 1440, methanol 496 (all in g/l, 20 °C).; Stability:Unstable in highly alkaline and acidic media. Aqueous solutions degraded by sunlight, DT50 29 h.;
Toxicology
Oral:Acute oral LD50 for male rats 715, female rats 695 mg/kg. Percutaneous:Acute percutaneous LD50 for rats >5000 mg/kg. Mild eye irritant; not a skin irritant. Inhalation: LC50 (4 h) for rats >3.2 mg/l air. ADI:0.05 mg/kg.
Environmental Profile
Ecotoxicology:
 Bees: LD50 for honeybees 0.14 mg/bee.Birds:Acute oral LD50 for male Japanese quail 2467, female Japanese quail 4308 mg/kg.Daphnia:LC50 (3 h) 9.7 mg/l.Fish: LC50 (48 h) for carp 1.26 mg/l.

Environmental fate: 
Animals:For details of metabolism in rats, see T. Tanoue et al.,IUPAC 7th Int. Congr. Pestic. Chem., 1990, 2, 177.Soil:In soil, DT50 14 d (on clay). Photolytic degradation leads to the metabolite (E)-4-chloro-a,a,a-trifluoro-N-(1-amino-1-yl-2-propoxyethylidene)-o-toluidine. 

Japanese quail

LD50 >2,467 mg/kg Carp [48 hrs] LC50 1.26 mg/litre

Bee [contact]

LD50 0.14 mg/bee

Fate in soil:
Triflumizole has a half-life of 14 days in clay soils.

Transport Information
Hazard Class:III(Slightly hazardous)

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