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Chemical Identification
Common Name
Epoxiconazole
中文通用名
氟环唑
IUPAC
(2RS,3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl]-1H-1,2,4-triazole
CAS
cis-1-[[3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole
CAS No.
133855-98-8
Molecular Formula
C17H13ClFN3O
Molecular Structure
Category
Activity
Epoxiconazole is active against ascomycete, basidiomycete and particularly deuteromycete fungi. It is systemic and is rapidly taken up by leaves and evenly distributed through the leaf. Epoxiconazole has preventative, protectant, curative and eradicant activity that persists for up to six weeks after application. This may mean that the number of sprays per season can be reduced. BASF reports that fruit (including vines), vegetable crops and ornamentals do not tolerate the product. In field trials, epoxiconazole gave equal or better control of diseases when compared to standard treatments.

Epoxiconazole also exhibits plant growth regulator activity on broadleaf weeds such as cleavers (Galium aparine), poppies (Papaver rhoeas) and pansies (Viola arvensis). Treatment leads to stunting of growth, slower leaf expansion and changes in the appearance of the leaves.

Cheminova filed a patent application in 2005 claiming the uses of (2S, 3R) and (2R, 3S) enantiomers of epoxiconazole as having predominantly fungicidal and plant growth regulatory properties, respectively.
CropUse
CropUses:
small-grain cereals, rice, oilseed rape, sugar beet, bananas, peanuts, coffee 
Cereals     125 g ai/ha

Premix
Pyraclostrobin+epoxiconazole
Prochloraz-copper+Epoxiconazole
Picoxystrobin+Epoxiconazole
Kresoxim-methyl+epoxiconazole+fenpropimorph
Kresoxim-methyl+epoxiconazole
Epoxiconazole+Validamycin
Epoxiconazole+Trifloxystrobin
Epoxiconazole+Tricyclazole
Epoxiconazole+Thiram
Epoxiconazole+Pyrimidine nucleoside
Epoxiconazole+Iprodione
Epoxiconazole+fluxapyroxad
Epoxiconazole+enestroburin
Epoxiconazole+boscalid
EPOXICONAZOLE+AZOXYSTROBIN
Dimoxystrobin+epoxiconazole
Emulsion concentrate, flowable concentrate.
Premix Parters: fenitrothion;
Physical Properties
Molecular weight:329.8; Physical form: White, crystalline, weak smelling powdercrystals. Density:1.384 (room temperature); Composition:Material is the 2R,3S- 2S,3R- enantiomer pair. Melting point:136.2 °C; Vapour pressure:<0.01 mPa at 20 °C; Henry constant:<4.71 × 10-4 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 3.44 ( pH 7); Solubility:In water 6.63 × 10-4 g/100 ml (20 °C). In acetone 14.4, dichloromethane 29.1, heptane 0.04 (all in g/100 ml).; Stability:No hydrolysis at pH 5 and pH 7 within 12 days.;
Toxicology
Oral:Acute oral LD50 for rats >5000 mg/ kg. Percutaneous:Acute percutaneous LD50 for rats >2000 mg/kg. Non-irritating to eyes and skin of rabbits. Inhalation: LC50 (4 h) for rats >5.3 mg/l air.
Environmental Profile

Ecotoxicology: 
Algae: EC50 (72 h) for green algae 2.3 mg/l.Bees: LD50 >100 mg/bee.Birds:Acute oral LD50 for quail >2000 mg/kg. LC50 for quail 5000 mg/ kg.Daphnia: LC50 (48 h) 8.7 mg/l.Fish: LC50 (96 h) for trout 2.2-4.6, bluegill sunfish 4.6-6.8 mg/ kg.Worms: EC50 (14 d) >1000 mg/ kg soil. 

Environmental fate: 
SOIL PARTICLE ADSORPTION:
High adsorption to organic soil matrix WATER SOLUBILITY:
7 mg/l at 20°C

Animals:A.i. is readily excreted via faeces. There are no major metabolites, but a high number of minor metabolites was identified. The important metabolic reactions were cleavage of the oxirane ring, hydroxylation of the phenyl rings and conjugation.
DEGRADATION/METABOLISM:
Degradation by microbial activity resulting in DT<sub>50</sub> of about 2-3 months
Soil:Degradation in soil is by microbial activity, DT50 c. 2-3 mo. Koc 957-2647.Plant:There is extensive degradation.

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

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