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GET ADDITIONAL DATA HERE!

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

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for kresoxim-methyl

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

Example pests controlled: Scab; Mildews; Blast; Sheath blight;

Example applications: Sugarbeet; Fruit including apples, grapes, pears; Curcubit vegetables; Pecans

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1983, discovered; 1996, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Sweden/France
Date inclusion expires 31/12/2021
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C18H19NO4
Canonical SMILES CC1=CC=CC=C1OCC2=CC=CC=C2C(=NOC)C(=O)OC
Isomeric SMILES CC1=CC=CC=C1OCC2=CC=CC=C2/C(=N\OC)/C(=O)OC
International Chemical Identifier key (InChIKey) ZOTBXTZVPHCKPN-HTXNQAPBSA-N
International Chemical Identifier (InChI) InChI=1S/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+
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Kresoxim-methyl Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide, Bactericide
Substance group Strobilurin
Minimum active substance purity 934
Known relevant impurities EU dossier - Methanol <5 g/kg; Methyl chloride <1 g/kg; Toluene < 1 g/kg
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
PubChem CID 6112114
Molecular mass (g mol-1) 313.35
PIN (Preferred Identification Name) -
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 -
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 off-white crystalline powder
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • AgriGuard
  • BASF
  • Standon
Example products using this active
  • Stroby WG
  • Kresoxy WG
  • Beem WG
  • Candit
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as wettable granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for kresoxim-methyl

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
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 expected to self ignite; 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 20oC (mPa) 2.30 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.60 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.09 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 2.71 X 10-04 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the 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 Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
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 -
DT50 modelling endpoint - - -
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)
Dissipation rate RL50 on plant matrix Value 6.5 R3 -
Note Cucumber fruit, n=1
Dissipation rate RL50 on and in plant matrix Value 7.4 R4 -
Note Published literature RL50 range 3.3-11.0 days, 7 field & undercover grown crops, various matrices, n=11
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 Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
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 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(E)-methoxyamino(alpha-(o-tolyloxy)-o-tolyl)acetic acid (Ref: BF 490-1) This metabolite may cause environmental pollution, click here for further information 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) - -
- 490M4 Soil - -
- 490M5; kresoxim diacid Soil; Groundwater - -
- 490M58 Animal - -
- 490M59 Animal - -


ECOTOXICOLOGY

for kresoxim-methyl

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 220 A5 Whole fish Threshold for concern
CT50 (days) 0.37 -
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 Moderate
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 Moderate
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
Non-target plants > 900 A5 Carrot, Cabbage, Corn, Oats, Peas
Vegetative vigour, ER50
as g/ha
-
- - -
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 Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 110 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
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 LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 900 >
A5
-
% Effect 14.9 Beneficial capacity
Dose: 0.15 kg ha-1
A5 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 900 >
A5 Aphidius rhopalosiphi
-
% Effect -17.9 Beneficial capacity
Dose: 0.15 kg ha-1
A5 Trichogramma cacoeciae
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.0 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for kresoxim-methyl

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the 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) > 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 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
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 dependent -
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
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 carcinogen but this is desputed by many sources; USEPA - probable human carcinogen
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 found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes IMDG Transport Code is usually 9
Not explosive or oxidising
CLP classification 2013 Health: H351
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases 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 Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for kresoxim-methyl

Language Name
English kresoxim-methyl
French kresoxim-methyl
German Kresoxim-methyl
Danish kresoxim-methyl
Italian kresoxim metile
Spanish kresoxim-metil
Greek kresoxim-methyl
Slovenian kresoksim metil
Polish krezoksym metylowy
Swedish kresoximmetyl
Hungarian kresoxim-methyl
Dutch kresoxim-methyl

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk