mesosulfuron-methyl (Ref: AE F130060) ** mesosulfuron ** Translations

Environmental Fate - Ecotoxicology - Human Health

GENERAL INFORMATION

Description: A herbicide used for post-emergence control of grasses and some broad-leaved weeds in cereals

Introduction: circa 2001

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	France/Germany
Date inclusion expires	31/03/2014

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia

General status:

Pesticide type	Herbicide
Substance group	Sulfonylurea
Substance origin	Synthetic
Mode of action	Amino acid synthesis inhibitor
CAS RN	208465-21-8
EC number	-
CIPAC number	663
US EPA chemical code	122009
Chemical formula	C17H21N5O9S2
SMILES	O=C(Nc1nc(cc(OC)n1)OC)NS(=O)(=O)c2cc(CNS(C)(=O)=O)ccc2C(=O)OC
International Chemical Identifier (InChI)	InChI=1/C17H21N5O9S2/c1-29-13-8-14(30-2)20-16(19-13)21-17(24)22-33(27,28)12-7-10(9-18-32(4,25)26)5-6-11(12)15(23)31-3/h5-8,18H,9H2,1-4H3,(H2,19,20,21,22,24)/f/h21-22H
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	503.51
IUPAC Name	methyl 2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-a-(methanesulfonamido)-p-toluate
CAS Name	methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-[[(methylsulfonyl)amino]methyl]benzoate
Other status information	-
Herbicide Resistance Classification (HRAC)	B
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Physical state	Granular solid
Related substances & organisms	iodosulfuron-methyl-sodium mefenpyr mesosulfuron

Formulations:

Property	Value
Example manufacturers of products using this active	Bayer CropScience Teliton
Example products using this active	Atlantis WG Othello Pacifica
UK LERAP status	LERAP Category B (may vary with mixtures)
Formulation and application details	-

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		483	A5	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		200	L3 - Hexane	-
		13660	L3 - Acetone	-
		2000	L3 - Ethyl acetate	-
		130	L3 - Toluene	-
Melting Point (oC)		195.4	A5	-
Boiling Point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	3.31 X 10-01	Calculated	-
	Log P	-0.48	A5	Low
Bulk density (g ml-1)/Specific gravity		1.48	A5	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 25oC (mPa)		1.10 X 10-05	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.65 X 10-12	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		1.50 X 10-15	Q2	Non-volatile
GUS leaching potential index		3.70	Calculated	High leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	7.98 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		203nm = 53566, 237nm = 22220, 291nm = 904	A5	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	66	C4	Moderately persistent
	DT50 (lab at 20oC)	45	A5	Moderately persistent
	DT50 (field)	78	A5	Moderately persistent
	DT90 (lab at 20oC)	90	A3	-
	DT90 (field)	257	A5	-
	Note	Lab studies DT50 range 6-91 days, DT90 range 19- >161 days; field study DT50 range 77-114 days autumn, 29-73 days spring; DT90 range 256-378 days autumn, 97-242 days spring (EU)
Aqueous photolysis DT50 (days) at pH 7	Value	46	A5	Stable
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	253	A5	Persistent
	Note	pH and temperature sensitive: DT50 7.2 days at pH 5 and 20 degC, 3.5 days at pH 5 and 25 degC, 253 days at pH 7 and 25 deg C, 23 days at pH 7 and 40 degC, 318 days at pH 9 and 25 deg C, 27 dats at pH 9 and 40 degC
Water-Sediment DT50 (days)		48.9	A5	Moderately fast
Water phase only DT50 (days)		44	A5	Stable

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	1.27	A5	Moderately mobile
	Kfoc	92
	1/n	0.91
	Notes and range	EU dossier Kf 0.24-3.71 ml/g; Kfoc range 26-345 mL/g; 1/n range 0.85-0.93; Soils=9
pH sensitivity		-

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
2-amino-4,6-dimethoxypyrimidine (Ref: AE-F092944)		Soil	0.101	Major fraction, Relevancy unknown
4,6-dimethoxypyrimidine-2-yl-urea (Ref: AE-F099095)		Soil	0.292	Major fraction, Relevancy unknown
mesosulfuron (Ref: AE F154851)		Soil	0.162	Major fraction, Relevancy unknown

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
benzisothiazole (Ref: AE F147447)	-	Water (Hydrolysis); Water/sediment	0.374	-
O-desmethyl mesosulfuron (Ref: AE F160459)	-	a = Soil (Anaerobic); b = Water/sediment	a=0.259	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	-	A5 Low risk	-
	CT50 (days)	Not available		-
Bioaccumulation potential		-	Calculated	Low
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Anas platyrhynchos	Moderate
Birds - Short term dietary (LC50/LD50)		> 5000 mg kg feed-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		> 100	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		32.0	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 100	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		1.8	A5 Daphnia magna	-
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)		0.00062	C4 Lemna gibba	High
Algae - Acute 72 hour EC50, growth (mg l-1)		0.2	A5 Raphidocelis subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees - Acute 48 hour LD50 (µg bee-1)		5.6	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	C4 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		150	A3 Eisenia foetida, 56 day, g ha-1	Low
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	17.5	Mortality Dose: 15 g ha-1 A5 Aphidius rhopalosiphi, adult	Harmless
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	8.3	Mortality Dose: 15 g ha-1 A5 Typhlodromus pyri, protonymph	Harmless
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 0.075 kg/ha	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 1.33	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		1.0	A5 Mice, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		None allocated	A5	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.2	A5 Dog, SF=100	-
Dermal penetration studies (%)		9.3-13.9	A5 concentration dependant	-
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]
Examples of European MRLs (mg kg-1)	Value	-
	Note	For the EU pesticides database click here
Drinking Water MAC (µg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
	-	-
General human health issues		[No further information available]

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

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		[Not explosive]
EC Risk Classification		-
EC Safety Classification		-
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS