mesotrione (Ref: ZA 1296) ** Translations

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GENERAL INFORMATION
for mesotrione

Description: A pre-emergence and post-emergence herbicide used to control some grass and broad-leaved weeds mainly in maize crops

Example pests controlled: Broad-leaved weeds including velvet leaf, cocklebur, pigweeds, sunflower and nightshades

Example applications: Maize; Sweetcorn; Flax; Asparagus; Fruit including cranberry, blueberry, rhubarb

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2001

EC Regulation 1107/2009 (repealing 91/414):

Status	Approved
Dossier rapporteur/co-rapporteur	UK/Belgium
Date inclusion expires	31/05/2032
EU Candidate for substitution (CfS)	No
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

Chemical structure:

Isomerism	None
Chemical formula	C14H13NO7S
Canonical SMILES	CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	KPUREKXXPHOJQT-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Triketone
Minimum active substance purity	930 g/kg
Known relevant impurities	EU dossier (2016) - 1-cyano-6-(methylsulfonyl)-7-nitro-9H-xanthen-9-one <2 mg/kg; 6-(methylsulfonyl)-9-oxo-9H-xanthene-1- carbonitrile <2 g/kg; 1,2-dichloroethane <1 g/kg
Substance origin	Synthetic
Mode of action	Selective, absorbed by roots and translocated. Bleaching: inhibition of 4-hydroxyphenyl-pyruvate-dioxygenase.
CAS RN	104206-82-8
EC number	609-064-00
CIPAC number	625
US EPA chemical code	122990
PubChem CID	175967
Molecular mass (g mol-1)	339.32
PIN (Preferred Identification Name)	-
IUPAC name	2-(4-mesyl-2-nitrobenzoyl)cyclohexane-1,3-dione
CAS name	2-(4-(methylsulfonyl)-2-nitrobenzoyl)-1,3-cyclohexanedione
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	F2
Herbicide Resistance Classification (WSSA)	27
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	Yellow to tan coloured solid
Related substances & organisms	terbuthylazine

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Greencrop Syngenta Chemsource
Example products using this active	Calaris Callisto Marvel
UK LERAP status	Buffer probably required in UK - see product label
Formulation and application details	Often supplied as a soluble concentrate that is mixed with water and used as a spray.

ENVIRONMENTAL FATE
for mesotrione

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		1500	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		93300	A5 - Acetone	-
		18600	A5 - Ethyl acetate	-
		3100	A5 - Toluene	-
		1600	A5 - Xylene	-
Melting point (oC)		165.3	A5	-
Boiling point (oC)		Decomposese before boiling	A5	-
Degradation point (oC)		166	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.29 X 1000	Calculated	-
	Log P	0.11	A5	Low
Bulk density (g ml-1)/Specific gravity		1.49	A5	-
Dissociation constant (pKa) at 25oC		3.12	A5	-
		Note: Weak acid
Vapour pressure at 20oC (mPa)		5.70 X 10-03	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		5.10 X 10-07	A5	Non-volatile
GUS leaching potential index		2.69	Calculated	Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	1.47 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		256nm = 22400, no maxima >290 nm	A5	-
Surface tension (mN m-1)		61.5	A5	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	19.6	A5	Non-persistent
	DT50 (lab at 20oC)	19.6	A5	Non-persistent
	DT50 (field)	5	A5	Non-persistent
	DT90 (lab at 20oC)	46.0	A5	-
	DT90 (field)	57	A5	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier (2016) lab studies DT50 range 4.0-44.3 days, DT90 range 14.3-78.9 days, Soils=19; Field study DT50 range 3-7 days, DT90 range 36-78 days; Other sources: DT50 10 days (DW4)
Dissipation rate RL50 on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL50 on and in plant matrix	Value	3.2	R3	-
	Note	Published literature RL50 range 3.0-4.5 days, maize, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7	Value	89	A5	Stable
	Note	DT50 81-88 days at 40 deg N, 89-97 days at 50 deg N, both summer conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	-
	Note	Stable pH 5 to pH 9 at 25 degC
Water-sediment DT50 (days)		5.2	A5	Fast
Water phase only DT50 (days)		5.3	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	1.62	R4	Moderately mobile
	Koc	122
	Notes and range	Literature data: Kd range 0.13-5.0 mL/g, Koc range 15-390 mL/g, soils=15; Other data: Koc: 390 mL/g (DW3)
Freundlich	Kf	0.89	A5	Moderately mobile
	Kfoc	83.3
	1/n	0.940
	Notes and range	EU dossier (2016) Kf range 0.16-6.16 mL/g, Kfoc range 14-354 mL/g, Soils=10
pH sensitivity		Sorption decreases as pH increases.

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
4-methylsulfonyl-2-nitrobenzoic acid		Soil	0.572	Minor fraction, Relevant
2-amino-4-methylsulfonylbenzoic acid		Soil	0.097	Minor fraction, Relevant

ECOTOXICOLOGY
for mesotrione

Property		Value	Source/Quality Score/Other Information	Interpretation
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)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	0.24	A5 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 3776	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		> 5200 mg kg feed-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		> 120	A5 Lepomis macrochirus	Low
Fish - Chronic 21 day NOEC (mg l-1)		12.5	A4 Oncorhynchus mykiss, 35 day	Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 622	A5 Daphnia magna	Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		180	A5 Daphnia magna	Low
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)		180	A5 Chironomus riparius	Low
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		0.022	A5 Lemna minor	Moderate
Non-target plants		0.833	A5 Lactuca sativa Vegetative vigour, ER50 g/ha	-
		13.8	A5 Lactuca sativa Seedling emergence, ER50 g/ha	-
Algae - Acute 72 hour EC50, growth (mg l-1)		3.5	C4 Raphidocelis subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Oral acute 48 hour LD50 (μg bee-1)	> 11	A5 Apis mellifera	Moderate
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 2000	A5 Eisenia foetida	Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		125	A5 Eisenia foetida	Low
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	93.1	= A5 Typhlodromus pyri	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	43.6	= A5 Aphidius rhopalosiphi	-
	% Effect	3 -9.3	Mortality Parasitism Dose: 0.2 kg ha-1 A5 Aphidius rhopalosiphi, adult	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 0.4 kg ha-1, 28 days	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for mesotrione

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)		> 5000	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 4.75	A5 Rat 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.01	A5 Mouse, SF=200	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.02	A5	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.005	A5 Mouse, SF=400	-
Dermal penetration studies (%)		0.24-0.48	A5 concentration dependent	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	No unacceptable risks to operators or other workers identified
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		May damage the corneal opacity

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising
CLP classification 2013		Environment: H400, H410
EC Risk Classification		N - Dangerous for the environment: R50, R53
EC Safety Classification		S60, S61
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		Usually 3077
Waste disposal & packaging		-

TRANSLATIONS
for mesotrione

Language	Name
English	mesotrione
French	mesotrione
German	Mesotrione
Danish	mesotrion
Italian	mesotrione
Spanish	mesotriona
Greek	mesotrione
Slovenian	mesotrion
Polish	mezotrion
Swedish	mesotrion
Hungarian	mezotrion
Dutch	mesotrione

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Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk