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carbetamide (Ref: RP 11561)
** carbetamid ** Translations

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SUMMARY

Carbetamide is pre-and post-emergence carbamate herbicide that is approved for use in the EU. It is highly soluble in water and is relatively volatile. It is moderately toxic to mammals and has a high potential for bioaccumulation. It is a potential carcinogen. Carbetamide has a moderate toxicity to birds, fish, aquatic invertebrates and earthworms. It shows a low toxicity to honeybees, aquatic plants and algae.

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

Description: A pre- and post-emergence herbicide to control annual grasses and some broad-leaved weeds

Example pests controlled: Blackgrass; Ryegrass; Common chickweed; Speedwell; Meadowgrass; Forget-me-not; Red deadnettle; Mayweed

Example applications: Oilseed rape; Vegetables including beans, brassicas, root crops; Lucerne; Grapes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2000

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires 31/05/2021
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C12H16N2O3
Canonical SMILES CCNC(=O)C(C)OC(=O)NC1=CC=CC=C1
Isomeric SMILES CCNC(=O)[C@@H](C)OC(=O)NC1=CC=CC=C1
International Chemical Identifier key (InChIKey) AMRQXHFXNZFDCH-SECBINFHSA-N
International Chemical Identifier (InChI) InChI=1S/C12H16N2O3/c1-3-13-11(15)9(2)17-12(16)14-10-7-5-4-6-8-10/h4-9H,3H2,1-2H3,(H,13,15)(H,14,16)
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 Carbamate
Minimum active substance purity 930 g/kg
Known relevant impurities EU dossier - water, volatiles and acetone insolubles
Substance origin Synthetic
Mode of action Selective absorbed by roots with some residual activity. Mitosis inhibitor.
CAS RN 16118-49-3
EC number 240-286-6
CIPAC number 95
US EPA chemical code 259200
PubChem CID 27689
Molecular mass (g mol-1) 236.27
PIN (Preferred Identification Name) (2R)-1-(ethylamino)-1-oxopropan-2-yl phenylcarbamate
IUPAC name (R)-1-(ethylcarbamoyl)ethyl carbanilate
CAS name (2R)-N-ethyl-2-[[(phenylamino)carbonyl]oxy]propanamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) K2
Herbicide Resistance Classification (WSSA) 23
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Colourless crystalline powder
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
  • Makhteshim-Agan
  • Fenchemie
  • Rhone-Poulenc
  • May & Baker
Example products using this active
  • Carbetamex
  • Crawler
  • Riot
  • Scrum
  • Legurame
UK LERAP status None
Formulation and application details Usually supplied as a wettable granules or powders that are mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for carbetamide

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) 3270 A4 High
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Acetone -
250000 A5 - Dichloroethane -
250000 A5 - Ethyl acetate -
10000 A5 - n-Heptane -
Melting point (oC) 109 A5 -
Boiling point (oC) 235 A5 -
Degradation point (oC) 400 A4 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.03 X 1001 Calculated -
Log P 1.78 A5 Low
Bulk density (g ml-1)/Specific gravity 1.18 A5 -
Dissociation constant (pKa) at 25oC 11.3 A5 -
Note: Very weak acid
Vapour pressure at 20oC (mPa) 0.0003 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.93 X 10-08 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.13 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 4.61 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-1 205.8nm = 104.5, 234.8nm = 104.30, 295nm < 10 A5 -
Surface tension (mN m-1) 68.6 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) 12.4 A5 Non-persistent
DT50 (lab at 20oC) 10.9 A5 Non-persistent
DT50 (field) 8 Y4 Non-persistent
DT90 (lab at 20oC) 49.3 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 4.02-28.9 days, DT90 range 11.2-133.5 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 19 A5 Non-persistent
Note Stable pH 3 to pH 6, DT50 21 days at pH 9, 25 degC and 7 days at pH 9, 35 degC
Water-sediment DT50 (days) 55.5 A5 Moderately fast
Water phase only DT50 (days) 9.1 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 1.38 A5 Moderately mobile
Kfoc 88.6
1/n 0.93
Notes and range EU dossier Kf range 0.67-1.86, Kfoc range 59.5-118.2 mL/g, 1/n range 0.88-1.00, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(RS)2-phenylcarbamoyl-propionic acid This metabolite may cause environmental pollution, click here for further information Soil   0.165   Relevant, Major fraction

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Ref: RP 10810) - Soil; Water - -
3-(4-hydroxyphenyl)-5-methyl-oxazolidine-2,4-dione
(Ref: RP 12913)
- Plant; Soil; Water - -
N-(4-hydroxyphenyl)-(ethylcarbamoyl-1)ethylcarbamate
(Ref: RP 29835)
- Rat (Urinary); Plant - -
3-(4-hydroxyphenyl)-5-methyl-1,13-oxazolidine-2,4-dione
(Ref: RP 29992)
- Rat (Urinary); Soil - -
(Ref: RP 39791) - Soil - -


ECOTOXICOLOGY

for carbetamide

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 Q3 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 1718 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 203 B5 Rat Moderate
(ppm diet) > 2000 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1044 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 81 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 1.0 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) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 301 A5 Lemna minor Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 158 A5 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.14 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 63.22 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 660 A5 Eisenia foetida 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 - - -
% Effect -5.3 Mortality
Dose: 3.0 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect -3.2 Mortality
Dose: 3.0 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for carbetamide

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) 1718 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.13 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.06 A5 2yr Rat, SF=1000 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.3 A5 Dog, 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) 0.12 A4 90d Dog, SF=100 -
Dermal penetration studies (%) 0.2-9.4 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable risk to bystanders for propsed uses
Occupational Potential risk to operators - PPE/PPC necessary
Low risk for other farm workers
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; A5 Calc MAC=64.0 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 and thyroid 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 Prevent generation of dust
Not explosive
CLP classification 2013 Health: H319, H351, H360d
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Reproduction risk category 3: R63
N - Dangerous for the environment: R52, R53
EC Safety Classification Click here to view information omn the EU safety phrases S22, S26, S36, S45
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for carbetamide

Language Name
English carbetamide
French carbetamide
German Carbetamid
Danish carbetamid
Italian carbetamide
Spanish carbetamida
Greek -
Slovenian karbetamid
Polish karbetamid
Swedish -
Hungarian carbamid
Dutch carbetamide

Record last updated: Thursday 13 September 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire