rimsulfuron (Ref: DPX E9636) ** renriduron ** cismethrin ** Translations

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GENERAL INFORMATION
for rimsulfuron

Description: A herbicide for annual grass and annual broad-leaved weed control in maize and other crops

Example pests controlled: Downy brome; Japanese brome; Barnyard grass, Crabgrass; Foxtail; Hairy fleabane; Mallow; Pigweed

Example applications: Maize; Potato; Tomato; Fruit including citrus, apples, pears, cherries, peaches, apricot, grapes; tree nuts; Pistachios

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1991

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

Status	Approved
Dossier rapporteur/co-rapporteur	Slovenia/Finland
Date inclusion expires	30/04/2019
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

Also used in: Australia

Chemical structure:

Isomerism	-
Chemical formula	C14H17N5O7S2
Canonical SMILES	CCS(=O)(=O)C1=C(N=CC=C1)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	MEFOUWRMVYJCQC-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C14H17N5O7S2/c1-4-27(21,22)9-6-5-7-15-12(9)28(23,24)19-14(20)18-13-16-10(25-2)8-11(17-13)26-3/h5-8H,4H2,1-3H3,(H2,16,17,18,19,20)
Structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Sulfonylurea
Minimum active substance purity	960 g/kg
Known relevant impurities	EU dossier - None declared
Substance origin	Synthetic
Mode of action	Selective, systemic, absorbed through foliage and roots and translocated.Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN	122931-48-0
EC number	-
CIPAC number	716
US EPA chemical code	129009
PubChem CID	91779
Molecular mass (g mol-1)	431.44
PIN (Preferred Identification Name)	N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]-3-(ethanesulfonyl)pyridine-2-sulfonamide
IUPAC name	1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-ethylsulfonyl-2-pyridylsulfonyl)urea
CAS name	N-(((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)-3-(ethylsulfonyl)-2-pyridinesulfonamide
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	Avena fatua Kochia scoparia
Physical state	Colourless crystals
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	AgriGuard DuPont Makhteshim-Agan Standon
Example products using this active	Tarot Titus Basis Gold Rigid Matrix
UK LERAP status	None
Formulation and application details	Often supplied as water soluble granules that are mixed with water and used as a spray.

ENVIRONMENTAL FATE
for rimsulfuron

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		7300	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		14800	A5 - Acetone	-
		35500	A5 - Dichloromethane	-
		2850	A5 - Ethyl acetate	-
		1550	A5 - Methanol	-
Melting point (oC)		172	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		174	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	3.47 X 10-02	Calculated	-
	Log P	-1.46	A5	Low
Bulk density (g ml-1)/Specific gravity		1.5	A5	-
Dissociation constant (pKa) at 25oC		4	A5	-
		Note: Weak acid
Vapour pressure at 20oC (mPa)		8.90 X 10-04	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		8.30 X 10-08	A5	Non-volatile
GUS leaching potential index		3.23	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	3.17 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		pH 5: 240nm = 22400, 290nm = 481; [pH 2.1: 290nm = 203; [pH 1.8: 230nm = 17800, 290nm = 181	A5	-
Surface tension (mN m-1)		72.1	A5 at 20.1oC, 0.987 g l-1	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	24.3	A5	Non-persistent
	DT50 (lab at 20oC)	24.3	A5	Non-persistent
	DT50 (field)	10.8	A5	Non-persistent
	DT90 (lab at 20oC)	97	A5	-
	DT90 (field)	45.8	A5	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 5-30 days, DT90 range 71-134 days; field study DT50 range 5.6-17.7 days, DT90 range 19-58.8 days; Other sources: DT50 10-20 days (R3)
Dissipation rate RL50 on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL50 on and in plant matrix	Value	1.2	R4	-
	Note	Published literature RL50 range 0.1-2.0 days, 4 undercover crops, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7	Value	11.7	A5	Moderately fast
	Note	pH sensitive: DT50 1.1 days at pH 5, 11.1 hours at pH 9, natural sunlight, 40 deg N
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	7.2	A5	Non-persistent
	Note	pH sensitive: DT50 4.7 days at pH 5, 4.2 hours at pH 9, all at 25 degC
Water-sediment DT50 (days)		6	A5	Fast
Water phase only DT50 (days)		4	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	0.9	A5	Mobile
	Koc	50.3
	Notes and range	EU dossier Kd range 0.27-1.58 mL/g, Koc range 22.2-63.1 mL/g, Soils=4
Freundlich	Kf	0.89	A5	Mobile
	Kfoc	47
	1/n	0.99
	Notes and range	EU dossier kf range 0.23-1.58, Kfoc range 18.9-62.8 mL/g, 1/n range 0.9-1.22, Soils=4
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
N-(4,6-dimethoxy-2-pyrimidinyl)-N-(3-(ethylsulfonyl)-2-pyridinyl)urea (Ref: IN-70941)		Soil	0.545	Major fraction, Relevant
N-(3-(ethylsulfonyl)-2-pyridinyl)-4,6-dimethyoxy-2-pyrimidinamine (Ref: IN-70942)		Soil	0.235	Major fraction, Relevant
3-(ethylsulfonyl)-2-pyridinesulfonamide (Ref: IN-E9260)		Soil	0.189	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
4,6-dimethoxy-2-pyrimidinamine (Ref: IN-J 290) Note: Possible groundwater contaminant	-	Plant; Water/sediment	-	-
2-[[3-ethylsulfonyl)-2-pyridinyl]amino]-6-methoxy-4(1H)-pyrimidinone (Ref: IN-JF 999)	-	Soil; Water/sediment	-	-

ECOTOXICOLOGY
for rimsulfuron

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	B5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	> 3.4	B5 Rat	High
	(ppm diet)	> 50		-
Birds - Acute LD50 (mg kg-1)		> 2250	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		> 5620 mg kg feed-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		> 390	A5 Oncorhynchus mykiss	Low
Fish - Chronic 21 day NOEC (mg l-1)		125	A5 Oncorhynchus mykiss	Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 360	A5 Daphnia magna	Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		1	A5 Daphnia magna	Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		110.0	F3 Americamysis bahia	Low
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)		0.009	F3 Lemna gibba, EU: 0.046 L. minor	High
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		1.2	A5 Selenastrum Capricornutum	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.63	Q2 Unknown species	Moderate
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Oral acute 48 hour LD50 (μg bee-1)	41.1	A4	Moderate
	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	14 1	Mortality Parasitism Dose: 150 kg ha-1 A5 Aphidius rhopalosiphi, imagine	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	9 0	Mortality Fertility Dose: 4.4 kg ha-1 A5 Typhlodromus pyri, protonymph	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A3 Dose: Not stated	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for rimsulfuron

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	B5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.4	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.1	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)		0.07	A5 Dog, SF=100	-
Dermal penetration studies (%)		70.0	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	Minimal risk to workers
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		Possible liver and kidney toxicant

: 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		Prevent generation of dust or mists Not explosive IMDG Transport Code is usually 9
CLP classification 2013		Environment: H400, H410
EC Risk Classification		N - Dangerous for the environment: R20, R53
EC Safety Classification		-
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		Usually 3077
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for rimsulfuron

Language	Name
English	rimsulfuron
French	rimsulfuron
German	Rimsulfuron
Danish	rimsulfuron
Italian	rimsulfuron
Spanish	rimsulfuron
Greek	-
Slovenian	rimsulfuron
Polish	rimsulfuron
Swedish	rimsulfuron
Hungarian	rimszulfuron
Dutch	-

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Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk