kresoxim-methyl (Ref: BAS 490F) ** Translations

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GENERAL INFORMATION

Description: A fungicide for the control of scab on apples and pears and other fungal diseases on a wide range of crops

Introduction: 1983, discovered; 1996, first introduced

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	Belgium/Lithuania
Date inclusion expires	31/12/2011

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: Australia, USA

General status:

Pesticide type	Fungicide, Bacteriacide
Substance group	Strobilurin
Substance origin	Synthetic
Mode of action	Protective, curative, eradicative action and long residual effects, acts by binding to Qo site blocking electron transfer and respiration of the fungi
CAS RN	143390-89-0
EC number	417-880-0
CIPAC number	568
US EPA chemical code	129111
Chemical formula	C18H19NO4
SMILES	O=C(OC)\C(=N\OC)c1c(cccc1)COc2ccccc2C
International Chemical Identifier (InChI)	InChI=1/C18H19NO4/c1-13-8-4-7-11-16(13)23-12-14-9-5-6-10-15(14)17(19-22-3)18(20)21-2/h4-11H,12H2,1-3H3/b19-17+
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	313.35
IUPAC Name	methyl (E)-methoxyimino[α-(o-tolyloxy)-o-tolyl]acetate
CAS Name	methyl (αE)-α-(methoxyimino)-2-[(2-methylphenoxy)methyl]benzeneacetate
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	11
Physical state	off-white crystalline powder
Related substances & organisms	epoxiconazole fenpropimorph

Formulations:

Property	Value
Example manufacturers of products using this active	AgriGuard BASF Standon
Example products using this active	Stroby WG Kresoxy WG Beem WG Candit
UK LERAP status	Broadcast Air Assisted LERAP
Formulation and application details	Often supplied as wettable granules that are mixed with water and used as a spray.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		2.0	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		1720	A5 - n-Heptane	-
		14900	A5 - Methanol	-
		217000	A5 - Acetone	-
		123000	A5 - Ethyl acetate	-
Melting Point (oC)		102	A5	-
Boiling Point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		310	A5	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.51 X 1003	Calculated	-
	Log P	3.4	A5 - @ 25 degC	High
Bulk density (g ml-1)/Specific gravity		1.26	A5	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 25oC (mPa)		2.30 X 10-03	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.60 X 10-04	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		1.48 X 10-07	Q2	Non-volatile
GUS leaching potential index		1.82	Calculated	Transition state
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	4.63 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		Absorption occurs above 290nm	A3	-
Surface tension (mN m-1)		72.8	A5	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	16	A5	Non-persistent
	DT50 (lab at 20oC)	0.87	A5	Non-persistent
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	1.12	A5	-
	DT90 (field)	1	A3	-
	Note	EU dossier lab studies DT50 range 0.37-1.85 days, DT90 1.58-1.85 days; Field studies DT90 > 1day; Other sources: 4 days (DW4)
Aqueous photolysis DT50 (days) at pH 7	Value	18.2	A5	Slow
	Note	Continuous irradiation
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	35	A5	Moderately persistent
	Note	pH sensitive: DT50 822 days at pH 5, 0.38 days at pH 9
Water-Sediment DT50 (days)		1.3	A5	Fast
Water phase only DT50 (days)		0.85	A5	Fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	4.26	A5	Moderately mobile
	Kfoc	308
	1/n	0.975
	Notes and range	EU Dossier Kf range 2.6-7.74, kfoc range 219-372 mL/g, 1/n range 0.95-0.99, Soils=5
pH sensitivity		Adsorption increases as pH decreases

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
(E)-methoxyamino(alpha-(o-tolyloxy)-o-tolyl)acetic acid (Ref: BF 490-1)		Soil	0.838	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
-	BF 490-2	Plant	-	-
-	BF 490-9	Rat; Plant	-	-
-	BF 490-15; 490M54	Plant	-	-
-	490M17	Plant	-	-
-	BF 490-8; 490M18	Rat (urinary)	-	-
-	490M19	Rat (urinary)	-	-
-	490M56	Rat (urinary)	-	-
-	490M58	Animal	-	-
-	490M59	Animal	-	-
-	490M4	Soil	-	-
-	490M5; kresoxim diacid	Soil; Groundwater	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	220	A5 Whole fish	Threshold for concern
	CT50 (days)	0.37		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	> 146	L3 Rat	Moderate
	(ppm diet)	> 2000		-
Birds - Acute LD50 (mg kg-1)		> 2150	A5 Anas platyrhynchos	Low
Birds - Short term dietary (LC50/LD50)		> 5000 mg kg feed-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		0.19	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.013	Q2 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.186	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.032	Q2 Daphnia magna	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		0.047	F3 Americamysis bahia	High
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)		0.301	F3 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		0.063	A5 Ankistrodesmus spp.	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 100	A5 Contact	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 469	A5 corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	900	Mortality as dose g ha-1 A5	Harmless at 1 kg ha-1
	% Effect	14.9	Beneficial capacity Dose: 0.15 kg ha-1 A5 Typhlodromus pyri	Harmless
Other arthropod (2)	LR50 g ha-1	900	Mortality as dose g ha-1 A5	Harmless at 1 kg ha-1
	% Effect	-17.9	Beneficial capacity Dose: 0.15 kg ha-1 A5 Trichogramma cacoeciae	Harmless
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 2.0 mg/kg soil	-
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)		> 5000	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.6	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.4	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		None allocated	A5	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.9	A5 Rat, 90 day, SF=100	-
Dermal penetration studies (%)		0.3-13	A5 concentration dependant	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[No unacceptable risk to bystanders identified]
	Occupational	[No unacceptable risk to operators and other workers identified]
Examples of European MRLs (mg kg-1)	Value	Soft fruit and sweet peppers: 1.0; Eggplants and tomatoes: 0.5; Pumpkins, winter squash and pomes: 0.2; Other vegetables, other fruit and cereal grains: 0.05
	Note	[Current May 2007.] For the EU pesticides database click here
Drinking Water MAC (µg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
	-	-
General human health issues		[Possible carcinogen but this is desputed by many sources], [May damage esophagus or gastrointestinal tract], [Possible liver toxicant]

: 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		[IMDG Transport Code is usually 9], [Not explosive or oxidising]
EC Risk Classification		[Carcinogen category 3: R40], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S2, S36/37, S60, S61
WHO Classification		NL	-	Not listed
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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