metsulfuron ** metsu 453 ** Translations

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GENERAL INFORMATION
for metsulfuron

Description: A herbicide used to control weeds mainly in cereals and land temporarily removed from production, used as the methyl variant. It is also be a pesticide transformation product.

Example pests controlled: Some annual grasses; Broad-leaved weeds

Example applications: Cereals; Land removed from production

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1984

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

Status	Approved
Dossier rapporteur/co-rapporteur	Slovenia/Sweden
Date inclusion expires	31/03/2023
EU Candidate for substitution (CfS)	Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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	-
Chemical formula	C13H13N5O6S
Canonical SMILES	CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)O
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	UWHURBUBIHUHSU-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C13H13N5O6S/c1-7-14-11(17-13(15-7)24-2)16-12(21)18-25(22,23)9-6-4-3-5-8(9)10(19)20/h3-6H,1-2H3,(H,19,20)(H2,14,15,16,17,18,21)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide, Metabolite
Metabolite Type	Soil
Substance group	Sulfonylurea
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Selective, systemic with contact and residual action. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN	79510-48-8
EC number	-
CIPAC number	441
US EPA chemical code	-
PubChem CID	91730
Molecular mass (g mol-1)	367.34
PIN (Preferred Identification Name)	2-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}benzoic acid
IUPAC name	2-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)benzoic acid
CAS name	2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoic acid
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	B
Herbicide Resistance Classification (WSSA)	2
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	White solid
Related substances & organisms	metsulfuron-methyl

Can be a metabolite of:

Parent		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
metsulfuron-methyl		Soil		-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	-
Example products using this active	-
UK LERAP status	Buffer probably required in UK - see product label
Formulation and application details	Normally used as the methyl variant.

ENVIRONMENTAL FATE
for metsulfuron

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		172	V3 - @ 25 DegC	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		-	-	-
Melting point (oC)		-	-	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	5.01 X 1001	Calculated	-
	Log P	1.7	V3	Low
Bulk density (g ml-1)/Specific gravity		-	-	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		3.99 X 10-08	V3 - @ 25 degC	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		2.38 X 10-11	V3 - @ 25 degC	Non-volatile
GUS leaching potential index		-	-	-
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	-	-	-
	Note	-
Potential for particle bound transport index		-	-	-
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	-	-	-
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note:	-
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	-	-	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	-	-	-
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
methyl 2-(aminosulfonyl)benzoate (Ref: IN-D5803)		Soil	0.170	Major fraction; Relevant
2-(aminosulfonyl) benzoic acid (Ref: IN-D5119)		Soil	0.100	Major fraction; Relevant
phenylurea (Ref: IN-B5685)		Soil	0.170	Major fraction; Relevant
1,2-benzisothiazol-3(2H)-one,1,1-dioxide (Ref: IN-00581)		Soil	0.470	Major fraction; Relevant
2-amino-4-methoxy-6-methyl-1,3,5-triazine (Ref: IN-A4098)		Soil	0.330	Major fraction; Relevant

ECOTOXICOLOGY
for metsulfuron

Property		Value	Source/Quality Score/Other Information	Interpretation
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)		> 5000	V3 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 5000	V3 Anas platyrhynchos	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		> 150	A4 Oncorhynchus mykiss as methyl variant	Low
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		150	A4 Daphnia magna as methyl variant	Low
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)		-	-	-
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		-	-	-
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 25	A4, as the methyl variant	Moderate
	Oral acute 48 hour LD50 (μg bee-1)	> 44.3	A4, as the methyl variant	Moderate
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	A4 Eisenia foetida as methyl variant	Low
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	-	-	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for metsulfuron

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	V3 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	V3 Rat	-
Mammals - Inhalation LC50 (mg l-1)		-	-	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.22	A5	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		None allocated	A5	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.7	A5	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	-
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		No further information available

: 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		No information available
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)		-	-
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for metsulfuron

Language	Name
English	metsulfuron
French	-
German	-
Danish	-
Italian	-
Spanish	-
Greek	-
Slovenian	-
Polish	-
Swedish	-
Hungarian	-
Dutch	-

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Record last updated: Thursday 31 May 2018
Contact: aeru@herts.ac.uk