metconazole |
![]() |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
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 |
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 |
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:
ENVIRONMENTAL FATE
for metconazole
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 | - | - |
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:
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
© University of Hertfordshire