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sulfoxaflor (Ref: DE-208)
** X11422208 ** XR-208 ** XDE-208 ** Translations

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

SUMMARY

Sulfoxaflor is a new insecticide that is used to control aphids in field crops and favourably compares with imidacloprid in efficiacy. It is relatively volatile, whilst potentially mobile in soils it has a low potential for leaching due to its rapid degradation rate. It has a high potential to bioaccumulate, generally moderately toxic to birds and mammals and has a low toxicity to most aquatic species. It is toxic to honeybees and earthworms. No serious human health risks have been identified.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for sulfoxaflor

Description: Novel substance for the control of aphids in field and agricultural crops

Example pests controlled: Aphids

Example applications: Tomatoes; Peppers; Aubergines; Cucumbers; Melons; Courgettes; Cereals including wheat, rye, barley, oats, triticale; Cotton

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2007

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Ireland
Date inclusion expires 18/08/2025
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Sulfoxaflor is a chiral molecule. The technical material is a mixture of four diastereoisomers arising from the molecules two tetrahedral stereocentres.
Chemical formula C10H10F3N3OS
Canonical SMILES CC(C1=CN=C(C=C1)C(F)(F)F)S(=NC#N)(=O)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZVQOOHYFBIDMTQ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10H10F3N3OS/c1-7(18(2,17)16-6-14)8-3-4-9(15-5-8)10(11,12)13/h3-5,7H,1-2H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide
Substance group Sulfoximine
Minimum active substance purity 950g/kg
Known relevant impurities EU dossier: none declared
Substance origin Synthetic
Mode of action An agonist of n-acetylcholine receptors in insects. Systemic.
CAS RN 946578-00-3
EC number -
CIPAC number 820
US EPA chemical code 005210
PubChem CID 16723172
Molecular mass (g mol-1) 277.27
PIN (Preferred Identification Name) [(E)-methyl(oxo){(1E)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-gamma6-sulfanylidene]cyanamide
IUPAC name [methyl(oxo){1-[6-(trifluoromethyl)-3-pyridyl]ethyl}-γ6-sulfanylidene]cyanamide
CAS name N-(methyloxido(1-(6-(trifluoromethyl)-3-pyridinyl)ethyl)-γ4-sulfanylidene)cyanamide
Other status information PAN listed Highly Hazardous Chemical
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 4C
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance None identified
Physical state White powder with acidic odour
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
  • Dow AgroSciences
Example products using this active -
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for sulfoxaflor

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) 568 A4 High
Solubility - In organic solvents at 20oC (mg l-1) 0.242 A4 - n-Heptane -
0.743 A4 - Xylene -
39600 A4 - 1,2-Dichloroethane -
93100 A4 - Methanol -
Melting point (oC) 112.9 A4 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 167.7 A4 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.34 X 1000 Calculated -
Log P 0.802 A5 Low
Bulk density (g ml-1)/Specific gravity 1.519 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.4 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.77 X 10-07 A4 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.35 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 3.06 X 10-03 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 Neutral soln: max at 197, 201, 260nm
Acidic soln: max at 203,209 260nm
Basic soln: max at 217m 260nm
A5 -
Surface tension (mN m-1) 57.5 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) 2.2 A5 Non-persistent
DT50 (lab at 20oC) 2.2 A5 Non-persistent
DT50 (field) 3.54 A5 Non-persistent
DT90 (lab at 20oC) 21.5 A5 -
DT90 (field) 11.74 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.041-12.9 days, DT90 range 0.14-127 days; Field studies DT50 range 1.46-7.43 days, DT90 range 4.84-24.68 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 2.8 R4 -
Note Published literature RL50 range 2.3-3.3 days, field grown cucumbers & gojiberries, n=2
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 0.52 A5 Mobile
Koc 40.8
Notes and range EU dossier Kd range 0.22-1.37 mL/g, Koc range 13-76 mL/g
Freundlich Kf 0.47 A5 Mobile
Kfoc 35
1/n 0.96
Notes and range EU dossier Kf range 0.16-1.28 mL/g, Kfoc range 12-71 mL.g, 1/n range 0.964-1.000
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(methyl(oxido)(1-(6-trifluoromethyl)pyridine-3-yl)ethyl)-Lambda-4-sulfanylidene)urea (Ref: X11719474) This metabolite may cause environmental pollution, click here for further information Soil   0.983   Major fraction, Relevant
5-(1-methyanesulfonyl-ethyl)-2-trifluoromethyl-pyridine (Ref: X11519540) This metabolite may cause environmental pollution, click here for further information Soil   0.122   Major fraction, Relevant
5-(1-(S-methylsulfonimidoyl)ethyl)-2-(trifluoromethyl)pyridine (Ref: X11579457) Soil   0.092   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-(6-(trifluoromethyl)pyridin-3-yl)ethanol
(Ref: X11721061)
- Animals - -


ECOTOXICOLOGY

for sulfoxaflor

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) Low risk A5 Based on LogP<3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 1000 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 676 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 5620 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 101 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 399 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 50 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.643 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.622 A5 Chironmus dilutus Moderate
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 101 A4 Navicula pelliculose, 96hr Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.379 A5 Apis mellifera High
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.146 A5 Apis mellifera High
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 7.55 R3 Bombus terrestris Moderate
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.027 R3 Bombus terrestris High
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) 0.855 A5 Eisenia foetida High
Earthworms - Chronic NOEC, reproduction (mg kg-1) 0.1 A5 Eisenia foetida Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 0.021 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 384.0 Mortality
A5 Typhalosiphi pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose 32mg kg-1 soil, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for sulfoxaflor

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) 1000 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.09 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.04 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.25 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.06 A5 Rat, SF=100 -
Dermal penetration studies (%) 0.08-6% A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Low risk for prescribed uses
Occupational Low risk for prescribed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C3; D0; E0

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible liver toxicant
USEPA - some evidence to suggest possible human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 Not explosive or oxidising
CLP classification 2013 Health: H302
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for sulfoxaflor

Language Name
English sulfoxaflor
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 29 October 2019
Contact: aeru@herts.ac.uk