Nomenclature

Type Fungicide
Common name Epoxiconazole
Other name
Iupac name

(2RS,3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl]-1H-1,2,4-triazole 

Formulation type
Formulation TypeOptions
97%TC  
80%WP  
12.5%SC  
Chemical Abstracts Name

cis-1-[[3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole

CAS RN 106325-08-0
EEC no 406-850-2
Official code
Development code

Physical Chemistry

M.F.

C17H13ClFN3O

Structure M
Mol. wt 329.8
Appearance

Colourless crystals.

M.p.

136.2oC

B.p.
V.p.

<0.01 mPa (20oC)

F.p.
S.g./density

1.384 (room temperature) 

Solubility

In water 6.63×10-4 g/100 ml (20oC). 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. 

Henry

<4.71×10-4 Pa m3 mol-1 (calc.)

KowlogP

3.44 (pH 7)

Pka

Applications

Biochemistry

Inhibition of C-14-demethylase in sterol biosynthesis.

Mode of Action

Preventive and curative fungicide.

Uses

Broad-spectrum fungicide, with preventive and curative action, for control of diseases caused by Ascomycetes, Basidiomycetes, and Deuteromycetes in cereals, sugar beet, peanuts, oilseed rape, and ornamentals, generally at 125 g/ha.

Phytotoxicity
Compatibility

Compatible with morpholines and MBC-derivatives.

General details

Mammalian Toxicology

Reviews
Oral

Acute oral LD50 for rats >5000 mg/kg.

Skin & Eye

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. 

Noel

(carcinogenicity) for mice 0.81 mg/kg b.w.

ADI

0.0032 mg/kg.

Toxicity class
EC hazard

R40| R61| R62| N; R51, R53 

Ecotoxicology

Birds

Acute oral LD50 for quail >2000 mg/kg. LC50 for quail 5000 mg/kg. 

Fish

LC50 (96 h) for trout 2.2-4.6, bluegill sunfish 4.6-6.8 mg/kg.

Daphnia

LC50 (48 h) 8.7 mg/l.

Algae

EC50 (72 h) for green algae 2.3 mg/l.

Worms

EC50 (14 d) >1000 mg/kg soil. 

Environmental Fate

Plants

There is extensive degradation.

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.

Soil/environment

Degradation in soil is by microbial activity, DT50 c. 2-3 mo. Koc 957-2647. 

Miscellaneous

Analysis
Packing