cymoxanil (Ref: DPX T3217) ** cimoxanil ** Translations

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GENERAL INFORMATION

Description: A fungicide used to control Peronosporales on a range of crops including vines, hops and potatoes.

Introduction: 1976, first reported; mid 1970s first marketed

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	Austria
Date inclusion expires	31/08/2019

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: USA

General status:

Pesticide type	Fungicide
Substance group	Cyanoacetamide oxime
Substance origin	Synthetic
Mode of action	Foliar with protective and curative activity.
CAS RN	57966-95-7
EC number	261-043-0
CIPAC number	419
US EPA chemical code	129106
Chemical formula	C7H10N4O3
SMILES	N#C/C(=N\OC)C(=O)NC(=O)NCC
International Chemical Identifier (InChI)	InChI=1/C7H10N4O3/c1-3-9-7(13)10-6(12)5(4-8)11-14-2/h3H2,1-2H3,(H2,9,10,12,13)/b11-5+
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	198.18
IUPAC Name	1-[(EZ)-2-cyano-2-methoxyiminoacetyl]-3-ethylurea
CAS Name	2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)acetamide
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	27
Physical state	White to pale pink crystals
Related substances & organisms	famoxadone metalaxyl-M mancozeb

Formulations:

Property	Value
Example manufacturers of products using this active	Belchim DuPont Headland Nufarm Syngenta
Example products using this active	Besiege Curzate Matilda WG Option Tanos Wakil XL
UK LERAP status	None
Formulation and application details	Often supplied as wettable granules or powders that are mixed with water and applied as a spray.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		780	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		28000	A5 - Ethyl acetate	-
		65300	A5 - Acetone	-
		5290	A5 - Toluene	-
		37	A5 - n-Hexane	-
Melting Point (oC)		161	A5	-
Boiling Point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		156	A3	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	4.68 X 1000	Calculated	-
	Log P	0.67	A5	Low
Bulk density (g ml-1)/Specific gravity		1.31	L3	-
Dissociation constant (pKa) at 25oC		9.3	A5	-
		Note: Weak acid
Vapour pressure at 25oC (mPa)		0.15	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.80 X 10-05	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		6.40 X 10-12	K3	Non-volatile
GUS leaching potential index		-0.37	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	5.62 X 10-04	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		244nm = 9333 & 9297	A5	-
Surface tension (mN m-1)		68.7	A5 at 19oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	0.7	K4	Non-persistent
	DT50 (lab at 20oC)	1.4	A5	Non-persistent
	DT50 (field)	3.5	H4	Non-persistent
	DT90 (lab at 20oC)	4.7	A5	-
	DT90 (field)	-	-	-
	Note	EU dossier Lab studies DT50 range 0.2-7.3 days, DT90 range 0.5-33.3 days
Aqueous photolysis DT50 (days) at pH 7	Value	1.7	A5	Moderately fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	1.1	A5	Non-persistent
	Note	Stable at pH 4 and pH 5 @20deg C, DT50 0.02 days at pH 9 and 25 degC
Water-Sediment DT50 (days)		0.3	A5	Fast
Water phase only DT50 (days)		0.3	A5	Fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	0.580	A5	Mobile
	Kfoc	43.6
	1/n	0.86
	Notes and range	EU dossier kf range 0.09-0.91, Kfoc range 15.1-87.1 mL/g, 1/n range 0.81-0.88, Soils=4
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
1-ethyl 5,6-di-2,4(1H,3H)pyridenedione (Ref: IN-U3204)		Soil	0.247	Major fraction, Relevant
2-cyano-2-methoxyiminoacetic acid (Ref: IN-W3595)		Soil	0.101	Major fraction, Relevant
3-ethyl-4-(methoxyamino)-2,5-dioxoimidazolidine-4-carboxamide (Ref: IN-KQ960)		Soil	0.063	Minor fraction, Relevant
3-ethyl-4-(methoxyamino)-2,5-dioxoimidazolidine-4-carbonitrile (Ref: IN-JX915)		Soil	0.076	Minor fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
ethylimidazolidinetrione-5-(o-methyloxime)	-	Soil (Aerobic)	-	-
{[(ethylamino)carbonyl]}ethylamino)carbonyl]amino}oxoacetic acid (Ref: IN-KP533)	-	-	-	-
cyano(methoxyimino)acetic acid (Ref: IN-U3595)	-	-	-	-
1-ethyl-5-(methoxyimino)2,4-imidazolidin-2,4-dione (Ref: R3273)	-	-	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	-	-	-
	CT50 (days)	-		-
Bioaccumulation potential		-	Calculated	Low
Mammals - Acute oral LD50 (mg kg-1)		760	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	47.6	F4 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2945	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		29	A5 Lepomis macrochirus	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.22	F4 Oncorhynchus mykiss, LOEC	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		27	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.067	F4 Daphnia magna	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		44.4	F3 Americamysis bahia	Moderate
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)		> 0.7	A5 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		0.254	A5 Anabaena flos-aquae	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 85.3	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	A5 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		6.6	A5 Eisenia foetida	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	480	480A5 Aphidius rhopalosiphi, adult	Moderately harmful at 1 kg ha-1
	% Effect	0 34	Mortality Fecundity Dose: 0.26 kg ha-1 A5 Aphidius rhopalosiphi, adult	Moderately harmful
Other arthropod (2)	LR50 g ha-1	480	A5 Typhlodromus pyri	Moderately harmful at 1 kg ha-1
	% Effect	98.9 100	Mortality Reproduction Dose: 0.13 kg ha-1 A5 Typhlodromus pyri	Harmful
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 1.44 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)		760	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.6	A5 Rat 4hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.013	A5 Dog, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.08	A5 Rabbit, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.01	A5 Dog, SF=100	-
Dermal penetration studies (%)		1.0-75.0	A5 concentration dependant	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[Acceptable risk to bystanders for intended uses]
	Occupational	[Acceptable risk to operators wearing protective clothing]
Examples of European MRLs (mg kg-1)	Value	Lettuce, Potatoes: 0.05
	Note	[A5 EU dossier proposals] For the EU pesticides database click here
Drinking Water MAC (µg l-1)		0.1	EU Dir 89/778/EC limit; A5	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
	-	-
General human health issues		[Skin sensitiser]

: 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 or oxidising], [IMDG Transport Code is usually 9]
EC Risk Classification		[Xn - Harmful: R22], [Xi - Irritant: R43], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S2, S36/37, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		Usually 3077
Waste disposal & packaging		[Usually Packaging Group III (minor danger)]

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