Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!
metazachlor (Ref: BAS 47900H)
** metazachlore ** Translations

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

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

Description: A residual herbicide used to control a wide range of weeds in crops, ornamental trees and shrubs

Example pests controlled: Grass weeds including meadow grass; Broad-leaved weeds

Example applications: Winter and spring OSR; Brussel spouts; Maize; Peanuts; Sugarcane; Cotton; Tobacco; White cedar; Rhododendron; Pivet; Lilac Alder; Grey willow; Spruce

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1982

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands/UK
Date inclusion expires 31/07/2021
EU Candidate for substitution (CfS) No
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 -
Chemical formula C14H16ClN3O
Canonical SMILES CC1=C(C(=CC=C1)C)N(CN2C=CC=N2)C(=O)CCl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) STEPQTYSZVCJPV-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H16ClN3O/c1-11-5-3-6-12(2)14(11)18(13(19)9-15)10-17-8-4-7-16-17/h3-8H,9-10H2,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Metazachlor - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Chloroacetamide
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Ergosterol inhibitor. Inhibition of VLCFA (inhibition of cell division)
CAS RN 67129-08-2
EC number 266-583-0
CIPAC number 411
US EPA chemical code -
PubChem CID 49384
Molecular mass (g mol-1) 277.75
PIN (Preferred Identification Name) -
IUPAC name 2-chloro-N-(pyrazol-1-ylmethyl)acet-2',6'-xylidide
CAS name 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide
Other status information PAN listed Highly Hazardous Chemical; Potential groundwater contaminant
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) K3
Herbicide Resistance Classification (WSSA) 15
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Colourless 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
  • AgriGuard
  • BASF
  • Clayton
  • Makhteshim-Agan
  • Nufarm
  • Standon
Example products using this active
  • Alpha Metazachlor
  • Nimbus CS
  • Rapsan 500SC
  • Shadow
  • Springbok
  • Sultan
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a soluble or suspension concentrate.


ENVIRONMENTAL FATE

for metazachlor

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) 450 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 5000 A5 - Hexane -
250000 A4 - Acetone -
265000 A4 - Toluene -
250000 A5 - Dichloromethane -
Melting point (oC) 80 A3 - Variable -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 3.09 X 1002 Calculated -
Log P 2.49 A5 Low
Bulk density (g ml-1)/Specific gravity 1.31 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.093 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.9 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.75 Calculated Low 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 1.08 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 Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

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) 8.6 A4 Non-persistent
DT50 (lab at 20oC) 10.8 A5 Non-persistent
DT50 (field) 6.8 A5 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 5.5-25.3 days, field studies DT50 range 2.8-21.3 days; Other data - field studies DT50 range 26-114 days
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 Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 20.6 A5 Fast
Water phase only DT50 (days) 216 A5 Stable

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 0.78 A5 Mobile
Koc 54.0
Notes and range EU dossier Kd range 0.37-1.66 mL/g, Koc range 29.2-73.1 mL/g, Soils=4
Freundlich Kf 1.02 A4 Moderately mobile
Kfoc 79.6
1/n 0.993
Notes and range EU dossier Kf range 0.37-2.20 mL/g, Kfoc range 72.5-83.5 mL/g, 1/n range 0.988-0.996, Soils=4
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
metazachlor oxalic acid (Ref: BH479-4) This metabolite may cause environmental pollution, click here for further information Soil   0.162   Major fraction, Relevant
metazachlor sulfonic acid (Ref: BH479-8) This metabolite may cause environmental pollution, click here for further information Soil   0.216   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- C16H19N3SO4; Metazochlor M09; 479M09 Soil; Groundwater; Surface water; Sediment - -
- C15H18N3SO2; Metazochlor M11; 479M011 Soil; Groundwater; Surface water; Sediment - -
- C14H13N3O5; Metazochlor M12; 479M012 Soil; Groundwater; Surface water; Sediment - -


ECOTOXICOLOGY

for metazachlor

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) Low risk F2 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 3480 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 3.6 L1 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 8.5 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 2.15 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 33 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.1 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 7.93 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0023 A5 Lemna gibba High
Non-target plants 35.1 A5 Lettuce, Glasshouse
Seedling emergence, ER50
as mL product/ha (BAS 479 22 H: Conc 500g/kg)
-
219.1 A5 Rye grass, Glasshouse
Vegetative vigour, ER50
as mL product/ha (BAS 479 22 H: Conc 500g/kg)
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.0162 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.34 Q2 Unknown species Moderate
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 72.2 A5 Apis mellifera Moderate
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) 205 A5 Folsomia candida, corr -
Other arthropod (1) LR50 g ha-1 7.5 as L product ha-1 (BAS 479 22 H: Conc 500g/kg)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 7.5 as L product ha-1 (BAS 479 22 H: Conc 500g/kg)
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 7.5 mg kg-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metazachlor

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) 3480 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 34.5 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.08 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.5 A5 Rat, 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) 0.2 A5 Rat, SF=100 -
Dermal penetration studies (%) 2.0-100.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public No unacceptable risks identified for bystanders
Occupational Acceptable risks for authorised pattern of use
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; Calc MAC=120 μg l-1; A5 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible liver toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 IMDG Transport Code is usually 9
CLP classification 2013 Health: H317, H351
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S24, S37, S60, S61
WHO Classification III - Slightly hazardous
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for metazachlor

Language Name
English metazachlor
French metazachlore
German Metazachlor
Danish metazachlor
Italian metazaclor
Spanish metazaclor
Greek -
Slovenian metazaklor
Polish metazachlor
Swedish metazaklor
Hungarian metazaklor
Dutch metazachloor

Record last updated: Friday 08 November 2019
Contact: aeru@herts.ac.uk