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metobromuron (Ref: C 3216)
** monobromuron ** metbromuron ** metobromurone ** Translations

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

SUMMARY

Metobromuron is a herbicide currently approved for use in the EU. It is moderately soluble in water, is quite volatile and there is a moderate risk that it may leach to groundwater. It is moderately persistent in soil systems and may also be persistent in water bodies, depending upon conditions. It has a low mammalian toxicity but has a high potential to bioaccumulate. It is classified as an irritant. It is moderately toxic to birds and most aquatic organisms and earthworms but it is not considered toxic to honeybees.

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

Description: A herbicide used pre-emergence and applied to soil surface for the control weeds and grasses

Example pests controlled: Broad-leaved weeds including chickweed, black bindweed, charlock, fat hen, knotgrass, field pansy; Grasses including annual meadow grass, coskspur grass, foxtails

Example applications: Sunflowers; Potatoes; Tomatoes; Soybeans; Tobacco

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1965

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires 31/12/2024
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 C9H11BrN2O2
Canonical SMILES CN(C(=O)NC1=CC=C(C=C1)Br)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) WLFDQEVORAMCIM-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C9H11BrN2O2/c1-12(14-2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Urea
Minimum active substance purity 978 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Photosynthetic electron transport inhibitor at the photosystem II.
CAS RN 3060-89-7
EC number 221-301-5
CIPAC number 168
US EPA chemical code 035901
PubChem CID 18290
Molecular mass (g mol-1) 259.10
PIN (Preferred Identification Name) -
IUPAC name 3-(4-bromophenyl)-1-methoxy-1-methylurea
CAS name N'-(4-bromophenyl)-N-methoxy-N-methylurea
Other status information Possible groundwater pollutant; PAN listed Highly Hazardous Chemical
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) C2
Herbicide Resistance Classification (WSSA) 7
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Colourless to pale yellow crystals with a musty odour
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
  • Belchim
  • Ciba-Geigy
  • BASF
  • Makhteshim Agan
Example products using this active
  • Metobromuron 500 SC
  • Patoran
  • Pattonex
  • Praxim
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a wettable powder or suspension concentrate.


ENVIRONMENTAL FATE

for metobromuron

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) 328 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Acetone -
10000 A5 - Hexane -
250000 A5 - Methanol -
250000 A5 - Ethyl acetate -
Melting point (oC) 95.6 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 173.2 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.02 X 1002 Calculated -
Log P 2.48 A5 Low
Bulk density (g ml-1)/Specific gravity 1.52 A5 -
Dissociation constant (pKa) at 25oC 12.0 A5 -
Note:
Vapour pressure at 20oC (mPa) 0.219 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.1 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.76 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 2.02 X 10-01 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) 72.2 A5 -

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) 34.3 A5 Moderately persistent
DT50 (lab at 20oC) 34.3 A5 Moderately persistent
DT50 (field) 22.4 A5 Non-persistent
DT90 (lab at 20oC) 112 A5 -
DT90 (field) 141 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 24.6-49.7 days, DT90 range 81.3-165.1 days; Field studies DT50 range 5.4-64.5 days; Other sources: DT50 24-43 days (R3)
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 Q3 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 170 C3 Persistent
Note -
Water-sediment DT50 (days) 33.8 A5 Moderately fast
Water phase only DT50 (days) 16.2 A5 Slow

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 - V3 Moderately mobile
Koc 197
Notes and range -
Freundlich Kf 3.87 A5 Moderately mobile
Kfoc 160
1/n 0.89
Notes and range EU dossier Kf range 2.30-7.82 mL/g, Kfoc range 122-199 mL/g, 1/n range 0.84-0.93, soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
desmethoxy-metobromuron (Ref: CGA 18236) Soil   0.051   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-methyl-3-phenylurea metobromuron metabolite R9 - - -
4-bromoaniline metobromuron metabolite R4 - - -
3-hydroxy-4-bromoaniline
(Ref: CGA 14118)
- - - -
4-hydroxy-5-bromoaniline
(Ref: CGA 14120)
- - - -
3-(4-hydroxyphenyl)-1-hydroxy-1-methylurea
(Ref: CGA 14652)
- - - -
4-bromophenylurea
(Ref: CGA 18237)
metobromuron metabolite R3 Plant - -
1-methoxy-1-methyl-3-phenylurea
(Ref: HHAC-022)
metobromuron metabolite R6 - - -
3-(4-hydroxyphenul)-1-methoxy-1-methylurea
(Ref: HHAC-063)
metobromuron metabolite R10 - - -
1-(4-hydroxyphenyl)-3-methylurea
(Ref: HHAC-065)
metobromuron metabolite R11 - - -


ECOTOXICOLOGY

for metobromuron

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 A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 10000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 250 -
Birds - Acute LD50 (mg kg-1) 1429 A5 Coturnix japonica Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 43.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.25 A3 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 44.1 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
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) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.31 A5 Lemna gibba Moderate
Non-target plants 0.77 A5 Lycopersicon esculentum
Vegetative vigour, mortality, EC50
as L product/ha
-
> 7.5 A5 Allium cepa
Seedling emergence, EC50
as L product/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.63 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) 119.1 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 233 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 51.2 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 4098 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 65.9mg kg-1 soil, 84days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metobromuron

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) > 10000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 3000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.6 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.008 A5 Mouse, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.3 A5 Rat, SF=300 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.016 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.5-6.3 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Very low risk for proposed uses
Occupational Low risk for proposed uses
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 blood, spleen and bone marrow toxicant
Possible allergen

: 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
CLP classification 2013 Health: H351, H373
Environment: H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Xn - Harmful: R22, R43, R48
N - Dangerous for thE environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S36/37, S60, S61
WHO Classification III/O - -
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for metobromuron

Language Name
English metobromuron
French metobromuron
German Metobromuron
Danish metobromuron
Italian bromuro di metile
Spanish bromuro de metilo
Greek -
Slovenian metobromuron
Polish metobromuron
Swedish -
Hungarian -
Dutch -

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