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cyproconazole (Ref: SAN 619)
** CGA 221949 ** SAN 751 ** A-9898A ** Translations

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

SUMMARY

Cyproconazole is a commonly used fungicide approved for use in the EU and in many other countries. It is moderately soluble in water and readily soluble in many organic solvents. It is a volatile substance. Based on its physico-chemical properties, cyproconazole has a high risk of leaching to groundwater. It can be persistent in both soil and water systems. It is moderately toxic to mammals. It is highly toxic to birds and moderately toxic to most aquatic organisms, earthworms and honeybees.

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

Description: A broad spectrum fungicide for cereals and other field crops used to control Septoria, rust, powdery mildew and other diseases

Example pests controlled: Spetoria; Net blotch; Brown rust; Yellow rust; Eyespot; Powdery mildews; Chocolate spot; Ear disease; Glume blotch

Example applications: Cereals including wheat, barley, oats, rye; Vegetables including peas & beans, asparagus; Oilseed rape; Sugarbeet; Fruit including apples, peach; Almonds

Efficacy & activity: Wheat/Eyespot=Low; Wheat/Mildew=Low; Wheat/Septoria=Low; Wheat/Rust=Moderate-High; Barley/Mildew=Low; Barley/Rust=Moderate; Soybean/Brown spot=High; Soybean/Leaf blight=Moderate; Soybean/Rust=High

Availability status: Current

Introduction & key dates: 1986, first reported; 1989, first introduced France & Switzerland

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Ireland
Date inclusion expires 31/05/2021
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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 chiral molecule that is an approximately equal mixture of the two diastereomers, each of which is exactly a 1:1 mixture of the enantiomers.
Chemical formula C15H18ClN3O
Canonical SMILES CC(C1CC1)C(CN2C=NC=N2)(C3=CC=C(C=C3)Cl)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) UFNOUKDBUJZYDE-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3
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 940 g/kg
Known relevant impurities EU dossier - may contain diastereomers of cyproconazole
Substance origin Synthetic
Mode of action Systemic with protective, curative and eradicant action. Disrupts membrane function. An ergosterol-biosynthesis inhibitor.
CAS RN 94361-06-5
EC number -
CIPAC number 600
US EPA chemical code 128993
PubChem CID 86132
Molecular mass (g mol-1) 291.78
PIN (Preferred Identification Name) mixture of the 2 enantiomeric pairs rac-(2R,3R)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol and rac-(2R,3S)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol in the ratio 1:1
IUPAC name (2RS,3RS;2RS,3SR)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
CAS name α-(4-chlorophenyl)-α-(1-cyclopropylethyl)-1H-1,2,4-triazole-1-ethanol
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 Fine white powder
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
  • Bayer CropScience
  • Dow AgroSciences
  • Syngenta
Example products using this active
  • Alto Elite
  • Cabaret
  • Caddy 240EC
  • Cherokee
  • Excelsior
  • Menara
  • Priori Xtra
  • Quadris Xtra
UK LERAP status None
Formulation and application details Often supplied as soluble concentrates that are mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for cyproconazole

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) 93 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 360000 A5 - Acetone -
240000 A5 - Ethyl acetate -
1300 A5 - Hexane -
410000 A5 - Methanol -
Melting point (oC) 106.5 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 299 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.23 X 1003 Calculated -
Log P 3.09 A5 High
Bulk density (g ml-1)/Specific gravity 1.26 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.026 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.10 Calculated High leachability
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 3.78 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 297nm = 0.7; [Acidic solution: 295nm = 0.4; [Basic solution: 295nm = 0.8 A5 -
Surface tension (mN m-1) 65.2 A5 -

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) 142 A5 Persistent
DT50 (lab at 20oC) 142 A5 Persistent
DT50 (field) 129 A5 Persistent
DT90 (lab at 20oC) 422 A5 -
DT90 (field) 579 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 44.9-191 days, DT90 range 149-1000 days, field studies DT50 range 62.1-501.2 days, DT90 range 179->1000 days; Other data: DT50 144 days (DW4)
Dissipation rate RL50 on plant matrix Value 13.9 R3 -
Note Tomato fruit, undercover, n=1
Dissipation rate RL50 on and in plant matrix Value 11.5 R4 -
Note Published literature RL50 range 3.5-16.0 days, 5 field crops, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7 Value 40 K4 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9, 50 degC
Water-sediment DT50 (days) 1000 A5 Stable
Water phase only DT50 (days) - - -

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 8.7 A5 Moderately mobile
Kfoc 364
1/n 0.862
Notes and range EU dossier kf range 4.1-17.0, Kfoc range 173-711 mL/g, 1/n range 0.84-0.90, 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) This metabolite may cause environmental pollution, click here for further information Soil   0.170   Major fraction, Not relevant
1H-1,2,4-triazol-1-ylacetic acid (Ref: CGA 142856) Soil   0.067   Micor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- triazole pyruvic acid Soil - -
- triazole lactic acid Soil - -
2-amino-3-[1,2,4] triazol-1-yl-propionic acid
(Ref: CGA 131013)
triazole alanine; TA Soil - -
(Ref: NOA 142856) triazole acetic acid Soil 0.07 -
5-(4-chlorophenyl)-5-hydroxy-4-methyl-6-(1H-1,2,4-triazol-1-yl)-2-hexanoic acid
(Ref: NOA 405870)
M21/21a Rat - -
5-(4-chloro-phenyl)-3,5-dihydroxy-4-methyl-6-[1,2,4]triazol-1-yl-hexanoic acid
(Ref: NOA 405872)
M36(Z2) Rat - -
(Ref: NOA 421152) - Rat (Faeces) - -
1-[(E)-2-(4-chloro-phenyl)-3-cyclopropyl-but-1-enyl]-1H-[1,2,4]triazole
(Ref: NOA 421155)
M38(Z1) - - -
1H-1,2,4-triazol-3-ol
(Ref: NOA 457654)
hydroxy triazole Soil (Aerobic) - -


ECOTOXICOLOGY

for cyproconazole

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) 28 A5 Whole fish Low potential
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) < 350 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 1.84 A5 Mice High
(ppm diet) 15 -
Birds - Acute LD50 (mg kg-1) 94 A5 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) > 146 mg kg-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 19.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.65 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 22 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.29 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 8.3 F3 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 50.0 A4 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.059 A5 Lemna gibba Moderate
Non-target plants > 400 A5 Beta vulgaris
Vegetative vigour, ER50
as g/ha
-
> 400 A5 Beta vulgaris
Seedling emeregnce, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.099 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.02 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 168 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.75 A4 Eisenia foetida, corr, formulation Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 55.8 A4 Folsomia candida, 28 day NOEC -
Other arthropod (1) LR50 g ha-1 80 48 hour
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 35.6 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.5 mg kg-1 soil, 35 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyproconazole

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) < 350 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.47 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.02 A4 SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.02 A4 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) 0.02 A4 SF=100 -
Dermal penetration studies (%) 1-10 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Main route of exposure of bystanders is by spray drify but risk is considered low
Occupational No unacceptable risks to operators or other workers identified
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
Endocrine issues - Inhibition of aromatase activity, decrease of estrogens 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: H302, H361d
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Reproduction risk category 3: R63
Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for cyproconazole

Language Name
English cyproconazole
French cyproconazole
German Cyproconazol
Danish cyproconazol
Italian ciproconazolo
Spanish ciproconazol
Greek cyproconazole
Slovenian ciprokonazol
Polish cyprokonazol
Swedish -
Hungarian cyproconazole
Dutch cyproconazool

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk