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epoxiconazole (Ref: BAS 480F)
** epoxyconazole ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Epoxiconazole is a broad-spectrum fungicide that has regulatory approval for use in the EU. It has a low aqueous solubility and is relatively volatile. It may persist in both soil and water systems. It is not highly toxic to mammals and is not expected to bioaccumulate. Epoxiconazole is moderately toxic to birds, honeybees, earthworms and most aquatic organisms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for epoxiconazole

Description: A broad-spectrum fungicide for control of diseases caused by Ascomycetes, Basidiomycetes and Deuteromycetes

Example pests controlled: Black & yellow Sigatoka, Coffee rust; Septoria leaf blotch; Stem rust

Example applications: Sugarbeet; Cereals including wheat, barley, rye, oats and triticale; Coffee; Bananas

Efficacy & activity: Wheat/Eyespot=Low; Wheat/Mildew=Low; Wheat/Septoria=Moderate; Wheat/Rust=High; Wheat/Ear blight=Low; Barley/Rhynchosporium=Low; Barley/Mildew=Low; Barley/Rust=Moderate; Barley/Net blotch=Low; Barley/Ramularia=Low

Availability status: Current

Introduction & key dates: 1993, first registered

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Poland
Date inclusion expires 30/04/2020
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria; toxic for reproduction; endocrine disrupting properties
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A molecule with 2 chiral centres resulting in four stereoisomers
Chemical formula C17H13ClFN3O
Canonical SMILES C1=CC=C(C(=C1)C2C(O2)(CN3C=NC=N3)C4=CC=C(C=C4)F)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) FEVYAAHIKWPJNV-TYDMEHBZSA-N
International Chemical Identifier (InChI) InChI=1S/C17H13ClFN3O/c18-15-4-2-1-3-14(15)16-17(23-16,9-22-11-20-10-21-22)12-5-7-13(19)8-6-12/h1-8,10-11,16H,9H2/t16-,17-/m1/s1
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Triazole
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Preventative and curative action. Sterol biosynthesis inhibitor.
CAS RN 135319-73-2
Alternative/old CAS RN formerly 106325-08-0
EC number 406-850-2
CIPAC number 609
US EPA chemical code 123909
PubChem CID 3317081
Molecular mass (g mol-1) 329.76
PIN (Preferred Identification Name) rac-1-{[(2R,3S)-3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole
IUPAC name (2RS,3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl]-1H-1,2,4-triazole
CAS name rel-1-(((2R,3S)-3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiranyl)methyl)-1H-1,2,4-triazole
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 3
Examples of recorded resistance -
Physical state Colourless crystalline solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • AgriGuard
  • BASF
  • Bayer Environ
  • Landgold
  • Standon
Example products using this active
  • Epic
  • Opus
  • Splice
  • Swing Gold
  • Tango super
  • Venture
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a soluble concentrate which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for epoxiconazole

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 7.1 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 100000 A5 - Ethyl acetate -
140000 A5 - Acetone -
28800 C4 - Ethanol -
40000 A5 - Toluene -
Melting point (oC) 136.7 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 310 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1003 Calculated -
Log P 3.3 A5 High
Bulk density (g ml-1)/Specific gravity 1.38 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.00 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.71 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.28 Calculated Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.24 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 204nm = 32000, 263nm = 390 A5 -
Surface tension (mN m-1) 72.9 A5 at 20oC, 6.4 mg l-1 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 354 B5 Persistent
DT50 (lab at 20oC) 226 A5 Persistent
DT50 (field) 120 A5 Persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 98-649 days, field studies DT50 range 44-124 days; Other studies: lab DT50 range 224-2236 days, field range 52-226 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 11.8 R4 -
Note Published literature RL50 range 3.1-26.5 days, 5 field crops, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7 Value 52 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 25 degC, some hydrolysis at elevated temperatures
Water-sediment DT50 (days) 119.8 A5 Slow
Water phase only DT50 (days) 65.8 A5 Stable

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 12.18 A5 Slightly mobile
Kfoc 1073
1/n 0.836
Notes and range EU dossier Kf range 4.79-21.78 mL/g, Kfoc range 280-2647 mL/g, 1/n range 0.766-0.910, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1,2,4-triazole (Ref: CGA 71019) Soil   0.066   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
triazole alanine TA Plant - -
triazole acetic acid - Plant - -
triazoly hydroxyl propionic acid
(Ref: 480M50)
THPA Plant - -
1-(2-chlorophenyl)-2-(4-fluorophenyl)-1-hydroxy-3-(1H-1,2,4-triazol-1-yl)propane
(Ref: BF480-alcohol)
- Soil - -
1-[(2Z)-3-(2-chlorophenyl)-2-(4-fluorophenyl)-2 propenyl]-1H-1,2,4-triazole
(Ref: BF480-entriazole)
- Water/sediment; Soil - -
1H-1,2,4-triazol-1-ylacetic acid
(Ref: CGA 142856)
Note: Minor fraction, Relevant
TAA Plant - -


ECOTOXICOLOGY

for epoxiconazole

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 70 A5 Whole fish Low potential
CT50 (days) 0.72 -
Mammals - Acute oral LD50 (mg kg-1) 3160 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 7.5 B5 Rat High
(ppm diet) 90 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 907 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 3.14 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.01 A5 Oncorhynchus mykiss, 28 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 8.69 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.63 Q2 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.0625 A5 Chironomus riparius, emergence High
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.0625 A4 Chironomus riparius, emergence Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.014 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.19 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.0078 A5 Pseudokirchneriella subcapitata Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 83 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.084 A5 Esenia foetida, corr High
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 246 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 258 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.88 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for epoxiconazole

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 3160 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.3 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.008 A5 Mouse, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.023 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.008 A5 Rat, SF=100 -
Dermal penetration studies (%) 50 A5 -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Acceptable risk for proposed uses
Occupational Acceptable risk for proposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver toxicant
USEPA - probable human carcinogen
Endocrine issues - Inhibition of aromatase activity, decrease of estrogen production

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H351, H361fd
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Reproduction risk category 3: R62, R63
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S46, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3077 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for epoxiconazole

Language Name
English epoxiconazole
French epoxiconazole
German Epoxiconazol
Danish epoxiconazol
Italian epossiconazolo
Spanish epoxiconazol
Greek epoxiconazole
Slovenian epoksikonazol
Polish epoksykonazol
Swedish -
Hungarian epoxikonazol
Dutch epoxiconazool

Record last updated: Wednesday 03 April 2019
Contact: aeru@herts.ac.uk