metconazole ** Translations

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GENERAL 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:

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:

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
2D structure diagram/image available?	Yes

General status:

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	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		Value	Source/Quality Score/Other Information	Interpretation
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		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	Value	8.88 X 10-02	Calculated	-
	Note	-
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		Value	Source/Quality Score/Other Information	Interpretation
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		Value	Source/Quality Score/Other Information	Interpretation
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
(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		Value	Source/Quality Score/Other Information	Interpretation
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		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (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		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising IMDG Transport Code is usually 3
CLP classification 2013		Health: H302, H361d Environment: H411
EC Risk Classification		Reproduction risk category 3: R63 Xn - Harmful: R22 N - Dangerous for the environment: R51, R53
EC Safety Classification		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		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

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