amidosulfuron ** HOE 075032 ** Translations

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SUMMARY

Amidosulfuron is a broad spectrum herbicide that has approval for use in the EU. It is volatile, highly soluble in water and, based on its chemical properties, has a high potential for leaching to groundwater. It is not persistent in soil systems but may be persistent in water under certain conditions. It has a low mammalian toxicity and would not be expected to bioaccumulate. Amidosulfuron is moderately toxic to most terrestrial and aquatic species.

GENERAL INFORMATION
for amidosulfuron

Description: A post-emergence sulfonylurea herbicide for cleavers and other broad-leaved weed control particularly in cereals

Example pests controlled: Docks; Charlock; Hempweed; Chickweed; Buttercups; Nettles; Mayweed; Shepherd's purse; Forgetmenot; Field pansy

Example applications: Cereals including wheat, barley, oats, triticale; Linseed; Grassland; Clover

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1992

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

Status	Approved
Dossier rapporteur/co-rapporteur	Finland/Hungary
Date inclusion expires	31/12/2018
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	-
Chemical formula	C9H15N5O7S2
Canonical SMILES	CN(S(=O)(=O)C)S(=O)(=O)NC(=O)NC1=NC(=CC(=N1)OC)OC
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	CTTHWASMBLQOFR-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C9H15N5O7S2/c1-14(22(4,16)17)23(18,19)13-9(15)12-8-10-6(20-2)5-7(11-8)21-3/h5H,1-4H3,(H2,10,11,12,13,15)
Structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Sulfonylurea
Minimum active substance purity	970 g/kg
Known relevant impurities	EU dossier - None declared
Substance origin	Synthetic
Mode of action	Selective, systemic absorbed through leaves and roots. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN	120923-37-7
EC number	407-380-0
CIPAC number	515
US EPA chemical code	-
PubChem CID	91777
Molecular mass (g mol-1)	369.41
PIN (Preferred Identification Name)	N-{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}-N-methylmethanesulfonamide
IUPAC name	1-(4,6-dimethoxypyrimidin-2-yl)-3-mesyl(methyl)sulfamoylurea
CAS name	N-(4,6-dimethoxy-2-pyrimidinyl)-3-methyl-2,4-dithia-3,5-diazahexan-6-amide-2,2,4,4-tetraoxide
Other status information	PAN Listed as Highly Hazardous Chemical
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	Stellaria media
Physical state	White crystalline powder
Related substances & organisms	iodosulfuron-methyl-sodium

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Bayer CropScience Landgold Kingtai Chemicals
Example products using this active	Artemis Chekkar Druid Eagle Squire Sekator Squire Gratil
UK LERAP status	None
Formulation and application details	Spray application using water dispersible granules.

ENVIRONMENTAL FATE
for amidosulfuron

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		3070	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		256	A5 - Acetone	-
		3000	A5 - Ethyl acetate	-
		256	A5 - Toluene	-
		1	A5 - n-Hexane	-
Melting point (oC)		179	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.75 X 10-02	Calculated	-
	Log P	-1.56	A4	Low
Bulk density (g ml-1)/Specific gravity		1.51	A5	-
Dissociation constant (pKa) at 25oC		3.58	A5	-
		Note: Weak acid
Vapour pressure at 20oC (mPa)		0.013	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		5.22 X 10-04	A5	Non-volatile
GUS leaching potential index		3.06	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	1.97 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		Neutral solution: 201nm = 31649, 241nm = 14938, 291nm = 10; [Acidic solution: 201nm = 33226, 241nm = 13978, 291nm = 20; [Basic solution = 241nm = 22442, 291nm = 12	A5	-
Surface tension (mN m-1)		66.2	A5	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	21	B4	Non-persistent
	DT50 (lab at 20oC)	16.6	A5	Non-persistent
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	55	A5	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 3-29 days, DT50 range 10 - 97 days; Other lab studies DT50 range 3-27 days (USA)
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	Stable	A5	-
	Note	Stable pH 7-9, DT50 >365 days; DT50 34 days at pH 5
Water-sediment DT50 (days)		91	A5	Moderately fast
Water phase only DT50 (days)		73	A5	Stable

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	0.34	A5	Mobile
	Koc	29.3
	Notes and range	EU dossier Kd range 0.06-0.61 mL/g, Koc range 3.4-84.7 mL/g, Soils=3
Freundlich	Kf	0.56	A5	Mobile
	Kfoc	31.1
	1/n	1.09
	Notes and range	EU dossier Kf range 0.03-2.37 mL/g, Kfoc range 2.6-81.9 mL/g, 1/n range 0.91-1.74, Soils=4
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
3-(4-hydroxy-6-methoxypyrimidin-2-yl)-1-(N-methyl-N-methylsulfonyl-aminosulfonyl)-urea (Ref: AE-F101630)		Soil	0.496	Major fraction, Relevant
3-(5,6-hydroxy-4-methoxypyrimidin-2-yl)-1-(N-methyl-N-methylsulfonyl-aminosulfonyl)-urea (Ref: AE-F128870)		Soil	0.386	Major fraction, Not relevant
3-(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)-1-(N-methyl-N-methylsulfonyl-aminosulfonyl)-urea (Ref: AE 1569309)		Soil	0.121	Major fraction, Not relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
2-amino-4,6-dihydroxypyrimidine (Ref: AEF094206)	-	Soil	0.109	-

ECOTOXICOLOGY
for amidosulfuron

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	4.85	Q2 Estimated	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		>= 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	> 411	B5 Rat	Moderate
	(ppm diet)	> 5000		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		> 320	A5 Oncorhynchus mykiss	Low
Fish - Chronic 21 day NOEC (mg l-1)		6.41	A5 Oncorhynchus mykiss	Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		36	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)		0.0092	A5 Lemna gibba	High
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		47	A4 Scenedemus subspicatus	Low
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)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	A5 Eisenia foetida	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	33.3	Mortality Dose: 0.045 kg ha-1 A5 Aphidius rhopalosiphi, adults	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	2.4	Mortality Dose: 0.045 kg ha-1 A5 Typhlodromus pyri	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 0.2 mg kg-1, 28 days	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for amidosulfuron

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)		> 5000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		1.8	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.2	A5 Rat, SF=100	-
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)		1.4	A5 Dog, SF=100	-
Dermal penetration studies (%)		100	A3 default	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	Acceptable for proposed uses
	Occupational	Acceptable for proposed uses
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		Harmful if swallowed

: 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 IMDG Transport Code is product is usually 9
CLP classification 2013		Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22
EC Safety Classification		-
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		Usually 3077
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for amidosulfuron

Language	Name
English	amidosulfuron
French	amidosulfuron
German	Amidosulfuron
Danish	amidosulfuron
Italian	amidosulfuron
Spanish	amidosulfuron
Greek	-
Slovenian	amidosulfuron
Polish	amidosulfuron
Swedish	amidosulfuron
Hungarian	amidsulphuron
Dutch	amidosulfuron

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Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk