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

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GENERAL INFORMATION

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

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

EC Directive 1107/2009 (repealing 91/414):
Status Annex 1
Dossier rapporteur/co-rapporteur Ireland
Date inclusion expires 31/05/2021

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia

General status:
Pesticide type Fungicide
Substance group Triazole
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
Chemical formula C15H18ClN3O
SMILES Clc1ccc(cc1)C(O)(C(C)C2CC2)Cn3ncnc3
International Chemical Identifier (InChI) InChI=1/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
Molecular mass (g mol-1) 291.78
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 -
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 3
Physical state Fine white powder
Related substances & organisms

Formulations:
Property Value
Example manufacturers of products using this active
  • 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

Property Value Source/Quality Score/Other Information Interpretation
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 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 25oC (mPa) 0.026 A5 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-05 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 2.96 X 10-08 K3 Non-volatile
GUS leaching potential 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 Value 3.78 X 10-01 Calculated -
Note -
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 Value Source/Quality Score/Other Information Interpretation
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 -
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)
Aqueous photolysis DT50 (days) at pH 7 Value 40 K4 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 Very persistent
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 Value Source/Quality Score/Other Information Interpretation
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 91/414 Relevancy
1,2,4-triazole (Ref: CGA 71019) 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

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 28 A5 Whole fish Low potential
CT50 (days) 1 -
Bioaccumulation potential - Calculated Low
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 -
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 -
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
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 - Acute 48 hour LD50 (µg bee-1) > 100 A5 Contact Moderate
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 LR50product ha
EC50product ha
NOECproduct ha
% Effect
55.8 A4 Folsomia candida, 28 day NOEC -
Other arthropod (1) LR50 g ha-1 <80 48 hour
A5 Aphidius rhopalosiphi, adult
Harmless at 1 kg ha-1
% Effect - - -
Other arthropod (2) LR50 g ha-1 35.6 7 day
A5 Typhlodromus pyri
Harmless at 1 kg ha-1
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant effect
Carbon mineralisation: No significant effect
A5
Dose: 2.5 mg/kg soil, 35 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

General:
Property Value Source/Quality Score/Other Information Interpretation
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 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.02 A4 SF=100 -
Dermal penetration studies (%) 1-10 A5 concentration dependant -
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]
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

General human health issues [Possible liver toxicant]

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

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General [Not explosive or oxidising], [IMDG Transport Code is usually 9]
EC Risk Classification [Carcinogen category 3: R40], [Reproduction risk category 3: R63], [Xn - Harmful: R22], [N - Dangerous for the environment: R50, R53]
EC Safety Classification 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 [Usually Packaging Group III (minor danger)]


TRANSLATIONS

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 07 August 2012
Contact: aeru@herts.ac.uk