Flucarbazone-sodium is a post-emergence herbicide. It is highly soluble in water, semi-volatile but poses a high risk of leaching to groundwater. It is non-persistent in soils but may be very persistent in aquatic systems. Whilst it has a low mammalian toxicity it may bioaccumulate. It is an eye irritant but no other serious human health issues have been identified. It is moderately toxic to birds, most aquatic organisms and earthworms but considered to be non-toxic to honeybees.
Hazard alerts
The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. These hazard alerts do not take account of usage patterns or exposure, thus do not represent risk.
Environmental fate
Ecotoxicity
Human health
Highly Hazardous Pesticide
Environmental fate High alert: GUS: High leachability; Drainflow: Mobile
Ecotoxicity Moderate alert: Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate
Human health Low alert
GENERAL INFORMATION
Description
Used for selective post-emergence control for grass weeds and some broadleaved weeds in cereals
Example pests controlled
Wild oats, foxtail, grasses and some broadleaved weeds
Example applications
Spring wheat including durum, winter wheat
Efficacy & activity
-
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
GB LERAP status
No UK approval for use as a plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS., Absorbed through roots and foliage and translocated. Exhibits some residual activity.
Example manufacturers & suppliers of products using this active now or historically
Bayer CropScience
Arysta LifeScience
UPL
Example products using this active
Everest
Formulation and application details
Usually formulated as water-dispersible granules for post-emergence application
Commercial production
Flucarbazone-sodium is commercially produced via a concise 4–5 step synthesis that begins with the formation of the 4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazole core through cyclocondensation of methyl carbazate with dimethyl oxalate, followed by N-methylation using methyl iodide under basic conditions in DMF. The key sulfonylurea bridge is constructed by reacting the triazolinone anion with 2-(chlorosulfonyl)benzoic acid phenyl ester in tetrahydrofuran yielding the intermediate sulfonamide. Final ring closure to the sulfonylaminocarbonyl linkage occurs via intramolecular condensation with phosgene or triphosgene in the presence of triethylamine, followed by sodium salt formation using sodium hydroxide in aqueous methanol.
Impact on climate of production and use
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C at pH 7 (mg l⁻¹)
44000
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
-
-
-
Melting point (°C)
200
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Decomposes
-
Boiling point (°C)
-
-
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
-
-
-
Octanol-water partition coefficient at pH 7, 20 °C
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. Dataset is no longer available. 4 = Verified data
Mobile
Koc (mL g⁻¹)
20
Notes and range
-
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
2.94
Calculated
High leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.20 X 10-01
Calculated
-
Note
-
Potential for particle bound transport index
Low
Calculated
-
Potential for loss via drain flow
Mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
Low risk
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
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)
-
-
-
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 200
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
Apis mellifera
Low
Chronic
-
-
-
Notes
-
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Beneficial insects (Ladybirds)
-
-
-
Beneficial insects (Lacewings)
-
-
-
Beneficial insects (Parasitic wasps)
-
-
-
Beneficial insects (Predatory mites)
-
-
-
Beneficial insects (Ground beetles)
-
-
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
96.7
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Oncorhynchus mykiss
Moderate
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
2.75
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
Oncorhynchus mykiss
Moderate
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
Environmental fate
Ecotoxicity
Human health
