dimoxystrobin (Ref: BAS 505F) ** Translations

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GENERAL INFORMATION
for dimoxystrobin

Description: A fungicide used for disease control in cereals and some other crops

Example pests controlled: Brown rust; Ear blight; Stem rot; Stem canker; Dark leaf and pod spot; Light leaf spot

Example applications: Wheat; Oilseed rape

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2003

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

Status	Approved
Dossier rapporteur/co-rapporteur	UK
Date inclusion expires	31/01/2019
EU Candidate for substitution (CfS)	Yes - low ADI / ARfD / AOEL; two 'Persistent-Bioaccumulative-Toxic' criteria; endocrine disrupting properties
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	Isomeric, existing in the E- and Z-forms. The E-isomer is dominant and accounts for around 88-98% of dimoxystrobin,
Chemical formula	C19H22N2O3
Canonical SMILES	CC1=CC(=C(C=C1)C)OCC2=CC=CC=C2C(=NOC)C(=O)NC
Isomeric SMILES	CC1=CC(=C(C=C1)C)OCC2=CC=CC=C2/C(=N\OC)/C(=O)NC
International Chemical Identifier key (InChIKey)	WXUZAHCNPWONDH-DYTRJAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C19H22N2O3/c1-13-9-10-14(2)17(11-13)24-12-15-7-5-6-8-16(15)18(21-23-4)19(22)20-3/h5-11H,12H2,1-4H3,(H,20,22)/b21-18+/f/h20H
2D structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide
Substance group	Strobilurin
Minimum active substance purity	980 g/kg
Known relevant impurities	EU dossier - None declared
Substance origin	Synthetic
Mode of action	Protectant, curative and translaminar. Respiration inhibitor (QoL fungicide).
CAS RN	149961-52-4
EC number	-
CIPAC number	739
US EPA chemical code	-
PubChem CID	10936292
Molecular mass (g mol-1)	326.39
PIN (Preferred Identification Name)	(2E)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide
IUPAC name	(E)-2-(methoxyimino)-N-methyl-2-[a-(2,5-xylyloxy)-o-tolyl]acetamide
CAS name	(αE)-2-[(2,5-dimethylphenoxy)methyl]-α-(methoxyimino)-N-methylbenzeneacetamide
Other status information	PAN Listed as Highly Hazardous Chemical
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	Not applicable
Herbicide Resistance Classification (WSSA)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	11
Examples of recorded resistance	-
Physical state	White crystalline solid
Related substances & organisms	epoxiconazole

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	BASF
Example products using this active	Swing-Gold Pictor
UK LERAP status	Buffer probably required in UK - see product label
Formulation and application details	Often available as a suspension concentrate comprising of dimoxystrobin and other active substances.

ENVIRONMENTAL FATE
for dimoxystrobin

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		4.3	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		72000	A5 - Acetone	-
		22500	A5 - Toluene	-
		22500	A5 - Methanol	-
		37000	A5 - Ethyl acetate	-
Melting point (oC)		138.9	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		300	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	3.89 X 1003	Calculated	-
	Log P	3.59	A5	High
Bulk density (g ml-1)/Specific gravity		1.24	A5	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 20oC (mPa)		6.00 X 10-06	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		4.55 X 10-08	A5	Non-volatile
GUS leaching potential index		3.05	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	3.59 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		205nm = 3000, 254nm = 4800, 290nm = 290, No absorbance maximum >290nm	A5	-
Surface tension (mN m-1)		64.3	A5 at 20oC, 0.5% w/ww	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	210	A5	Persistent
	DT50 (lab at 20oC)	210	A5	Persistent
	DT50 (field)	22.9	A5	Non-persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	365	A3	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 88-262 days, field study DT50 range 2-39 days, DT90 ~1 year
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	30	A5	Stable
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	-
	Note	Stable pH 4 to pH 9 over 30 days, up to 50 degC
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		15.3	A5	Slow

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	9.6	A5	Moderately mobile
	Kfoc	486
	1/n	0.92
	Notes and range	EU dossier kf range 0.58-18.62, Kfoc range 195.8-935.3 mL/g, 1/n range 0.894-0.942, Soils=7
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
(E-O-(2-hydroxycarbonyl-5-methyl)phenoxymethyl)-2-methoxyimino-N-methylphenyl acetamide		Soil	0.121	Major fraction, Relevant
(E-O-(5-hydroxycarbonyl-2-methyl)phenoxymethyl)-2-methoxyimino-N-methylphenyl acetamide		Soil	0.130	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
(2E)-2-{2-[(5-carboxy-4-hydroxy-2-methylphenoxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide	505M76	Animal (Tissue, Milk)	-	-
(E)-2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methyl-acetamide	505M01	Soil (Photolysis)	-	-
(E)-O-(2,5-dimethyl-4-hydroxy phenoxymethyl)-2-methoxyimino-N-methylphenylacetamide	505M02	Animal (Tissue, Milk)	-	-
4-({2-[(1E)-N-methoxy-2-(methylamino)-2-oxoethanimidoyl] benzyl}oxy)-2,5-dimethylphenylglucopyranosiduronic acid	505M78	Animal (Liver, Fat)	-	-

ECOTOXICOLOGY
for dimoxystrobin

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	48	A5	Low potential
	CT50 (days)	0.5		-
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	5	A5 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		> 1043 mg kg bw-1 day-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		0.0434	A5 Oncorhynchus mykiss	High
Fish - Chronic 21 day NOEC (mg l-1)		0.01	A4 Oncorhynchus mykiss, 28 day	Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.0394	A5 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.0125	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)		0.01	A5 Chironomus riparius	Moderate
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)		0.017	A5 Pseudokirchneriella subcapitata	Moderate
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)	> 79.4	A5	Moderate
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		23.65	A5 Eisenia foetida	Moderate
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	30 30	Mortality Reproduction Dose: 0.2 kg ha-1 A5 Aphidius rhopalosiphi, adult	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	30 30	Mortality Reproduction Dose: 0.2 kg ha-1 A5 Typhlodromus pyri, adult	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 20 kg ha-1, 28 days	-
Mesocosm study data	NOEAEC mg l-1	0.005	A5 Aquatic invertebrates, Algae	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for dimoxystrobin

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)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		1.3	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.004	A5 Mouse, SF=1000	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.004	A5 Rat, SF=200	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.02	A3 Rat, 7 day, SF=200	-
Dermal penetration studies (%)		1	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	Minimal risk from dietary exposure Risk assessment indicates ARfD would not normally be execeeded
	Occupational	-
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l-1)		0.1	EU Dir 89/778/EC limit; A5 Calc MAC=60.0 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 inhaled

: 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 IMDG Transport Code is usually 9
CLP classification 2013		Health: H332, H351, H361d Environment: H400, H410
EC Risk Classification		Carcinogen category 3: R40 Reproduction risk category 3: R63 Xn - Harmful: R20 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S36/37, S46, S60, S61
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 dimoxystrobin

Language	Name
English	dimoxystrobin
French	dimoxystrobine
German	Dimoxystrobin
Danish	dimoxystrobin
Italian	dimoxystrobin
Spanish	dimoxistrobin
Greek	-
Slovenian	dimoksistrobin
Polish	dimoksystrobina
Swedish	-
Hungarian	-
Dutch	-

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