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

Description: A new fungicide used to control a range of fungal infections on fruit and other crops

Example pests controlled: Alternaria; Rusts; Fusarium; Septoria diseases; Rhynchosporium secalis

Example applications: Cereals including wheat, barley, rye, oats; OSR; Fruit including blueberry, cherry, gooseberry, nectarine, peach, plum; Pistachio; Turf and sod

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

Availability status: Current

Introduction & key dates: 1994, France

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Belgium/UK
Date inclusion expires 30/04/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A molecule with two chiral centres giving 4 stereoisomers. The cis-form is a mixture of the (1R,5S) and (1S,5R) isomers and is more bioactive than the trans form.
Chemical formula C17H22ClN3O
Canonical SMILES CC1(CCC(C1(CN2C=NC=N2)O)CC3=CC=C(C=C3)Cl)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) XWPZUHJBOLQNMN-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H22ClN3O/c1-16(2)8-7-14(9-13-3-5-15(18)6-4-13)17(16,22)10-21-12-19-11-20-21/h3-6,11-12,14,22H,7-10H2,1-2H3
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 sum of cis- and trans-isomers
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic, ergosterol biosynthesis inhibitor
CAS RN 125116-23-6
EC number -
CIPAC number 706
US EPA chemical code 125619
PubChem CID 86210
Molecular mass (g mol-1) 319.83
PIN (Preferred Identification Name) -
IUPAC name (1RS,5RS;1RS,5SR)-5-(4-chlorobenzyl)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
CAS name 5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
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 Off-white crystals
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
  • BASF
  • Clayton
  • Kureha Corp
Example products using this active
  • Caramba 90
  • Sunorg Pro
  • Juventus
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a soluble liquid concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for metconazole

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) 30.4 B5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1400 A5 - Hexane -
103000 A5 - Toluene -
403000 A5 - Methanol -
363000 A5 - Acetone -
Melting point (oC) 104.2 A5 -
Boiling point (oC) 315 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 7.08 X 1003 Calculated -
Log P 3.85 A5 High
Bulk density (g ml-1)/Specific gravity 1.14 A5 -
Dissociation constant (pKa) at 25oC 11.38 A5 -
Note: pKa(2) 1.08
Vapour pressure at 20oC (mPa) 2.10 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.21 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.05 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 8.88 X 10-02 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 196nm = 17700, 221nm = 5900, 226nm (shoulder) = 4600, 262nm = 150, 268nm = 190 A5 -
Surface tension (mN m-1) 48.6 A5 at 20oC -

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) 142.2 A5 Persistent
DT50 (lab at 20oC) 142.2 A5 Persistent
DT50 (field) 134.7 A5 Persistent
DT90 (lab at 20oC) 745 A5 -
DT90 (field) 599 A5 -
DT50 modelling endpoint - - -
Note EU dossier 2018 lab studies DT50 range 69-569 days, DT90 range 291.3->1000 days, Soils=7, field studies DT50 range 26.6-368.5 days, DT90 range 102.9->1000 days, Soils=6;
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 83 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 465 A5 Stable
Water phase only DT50 (days) 8 A5 Moderately fast

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 23.05 A5 Slightly mobile
Kfoc 1116
1/n 0.843
Notes and range EU dossier Kf range 7.91-39.35 mL/g, Kfoc range 726-1718 mL/g, 1/n range 0.666-1.020, Soils=9
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(2-hydroxy-3,3-dimethyl-2-(1,2,4)triazol-1-ylmethyl-cyclopentyl)-(4-chlorophenyl)-methanone (Ref: CL 382389) Soil   0.046   Minor fraction, Relevant
1,2,4-triazole (Ref: CGA 71019) Soil   0.091   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- triazolyl alanine Plant - -
- triazolyl acetic acid Plant - -
IMPURITIES: - - - -
(Ref: CL354282) - - - -
(Ref: CL357625) - - - -
3-(4-chlorobenzyl)-2-hydrooy-1-methyl-2-[1,2,4]triazol-1-ylmethyl-cyclopentane-carboxylic acid
(Ref: CL359139)
- Water - -
(Ref: CL395834) hydroxymetconazole Water/sediment - -


ECOTOXICOLOGY

for metconazole

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) 105.1 A5 Threshold for concern
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) 595 B5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 4 A5 Rabbit High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 787 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) 167.9 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 2.1 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 1.14 A4 Oncorhynchus mykiss, 28 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 4.2 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.16 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 2.12 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants > 0.112 A5, Lettuce, Radish, Onion, Wheat, Soybean
Seedling emergence, NOEC
as kg/ha
-
0.112 A5, Lettuce, Radish, Onion, Wheat, Soybean
Vegetative vigour, NOEC
as kg/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 1.7 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Apis mellifera Low
Oral acute 48 hour LD50 (μg bee-1) 85 A5 Apis mellifera 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) > 20 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 8.47 Mortality
A5 Typhlodromus pyri
-
% Effect -45.2 Mortality
Dose: 2 x 90 g ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 41.1 Mortality
A5 Typhlodromus pyri
-
% Effect 3.4 Mortality
Dose: 2 x 90 g ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.9 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metconazole

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) 595 B5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.2 A5 Rat, 4hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 SF=400 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 Rabbit, SF=400 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.01 A5 Rabbit, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.01 A5 SF=100 -
Dermal penetration studies (%) 4.0-28.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
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

: 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 3
CLP classification 2013 Health: H302, H361d
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R22
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 II - Moderately hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Variable with product, usually 1993 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for metconazole

Language Name
English metconazole
French metconazole
German Metconazol
Danish metconazol
Italian metconazolo
Spanish metconazol
Greek -
Slovenian metkonazol
Polish metkonazol
Swedish -
Hungarian metkonazol
Dutch metconazool

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk
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