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GET ADDITIONAL DATA HERE!

deltamethrin (Ref: OMS 1998)
** decamethrin ** deltamethrine ** AE F032640 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

SUMMARY

Deltamethrin is a pyrethroid insecticide and veterinary treatment that is approved for use in the EU, Australia and the USA. It has a low aqueous solubility, is semi-volatile and has a low potential to leach to groundwater. It is not persistent in soil and is non-mobile. Deltamethrin is highly toxic to humans and other mammals and is a neurotoxin. It is relatively non-toxic to birds and earthworms although it presents a high risk to most aquatic organisms and honeybees.

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

Description: A fast-acting insecticide used to control a wide range of sucking and chewing pests

Example pests controlled: Cockroaches; Spiders; Ants; Fleas; Aphids; Silverfish; Bed bugs; Bird mites; Mosquitoes; House flies; beetles

Example applications: Sugar beet; Cauliflower; Wheat; Tomatoes; Lettuce; Maize; Sweetcorn; Potatoes; Olives; Top fruit; Commercial, industrial and public buildings; Public health situations; Stored produce

Efficacy & activity: Efficiacy is demonstrated from extensive use and field trials

Availability status: Current

Introduction & key dates: 1974, first described

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Austria
Date inclusion expires 31/10/2019
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 A chiral molecule. Deltamethrin is the cis-isomer of 8 stereoisomeric esters of the dibromo analogue of chrysanthemic acid.
Chemical formula C22H19Br2NO3
Canonical SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C
Isomeric SMILES CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C
International Chemical Identifier key (InChIKey) OWZREIFADZCYQD-NSHGMRRFSA-N
International Chemical Identifier (InChI) InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1
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, Metabolite, Veterinary substance
Metabolite Type Soil
Substance group Pyrethroid
Minimum active substance purity 985 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action. Sodium channel modulator.
CAS RN 52918-63-5
EC number 258-256-6
CIPAC number 333
US EPA chemical code 978051
PubChem CID 40585
Molecular mass (g mol-1) 505.2
PIN (Preferred Identification Name) (S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
IUPAC name (S)-α-cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate
CAS name (S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 3A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Aphis gossypii
Cavariella salicicola
Cydia pomonella
Leptinotarsa decemlineata
Musca domestica
Earias vittella
many others
Physical state Colourless crystals
Related substances & organisms -

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
tralomethrin Soil   0.400   Major fraction, Relevancy unknown

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
  • Bayer CropScience
  • Certis
  • Headland
  • Landgold
Example products using this active
  • Bandu
  • Decis
  • Decis Protect
  • Decis Protech
  • Pearl Micro
  • Decis EW15
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an emulsifiable concentrate which is mixed with water and applied as a spray, pour-on or spot-on.


ENVIRONMENTAL FATE

for deltamethrin

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) 0.0002 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 450000 A5 - Acetone -
175000 A5 - Xylene -
8150 A5 - Methanol -
2470 A5 - n-Heptane -
Melting point (oC) 101 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.98 X 1004 Calculated -
Log P 4.6 A5 High
Bulk density (g ml-1)/Specific gravity 0.55 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0000124 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.10 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -4.37 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 267, 271 and 278nm, Low to very low absorption at 290-300nm A5 -
Surface tension (mN m-1) - - -

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) 58.2 A5 Moderately persistent
DT50 (lab at 20oC) 28.2 A5 Non-persistent
DT50 (field) 21 A5 Non-persistent
DT90 (lab at 20oC) 87 A5 -
DT90 (field) 60 A3 -
DT50 modelling endpoint - - -
Note EU dossier 2017 lab studies (normalised) DT50 range 12.5-231 days, Soils=22; EU 2002 dossier Lab studies DT50 range 18-35 days, DT90 range 58-117 days, field studies DT50 1-4 wks with realistic estimate of 3 wks (Germany), DT90 estimates range 1 month to 1 year; Other sources: 104 days (DW4)
Dissipation rate RL50 on plant matrix Value 6.5 R4 -
Note Published literature RL50 range 1.6-15.0 days, 34 field & undercover grown crops, various matrices, n=43
Dissipation rate RL50 on and in plant matrix Value 3.0 R4 -
Note Published literature RL50 range 0.5-7.7 days, 14 field & undercover grown crops, various matrices, n=23
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note pH sensitive: Stable pH 5 to pH 7, DT50 8 to 9 days at pH 9, 20 degC
Water-sediment DT50 (days) 65 A5 Moderately fast
Water phase only DT50 (days) 17 A5 Slow

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 - A5 Non-mobile
Koc 10240000
Notes and range EU dossier Koc range 460000-16300000 mL/g
Freundlich Kf 17500 A4 Non-mobile
Kfoc 10240000
1/n 0.93
Notes and range EU 2017 dossier kfoc range 460000-16300000 mL/g, 1/n range 0.74-1.2, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
decamethrinic acid (Ref: AE F108565) This metabolite may cause environmental pollution, click here for further information Soil   0.520   Major fraction, Relevant
3-phenoxybenzoic acid Soil   0.0056   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-(4-hydroxyphenoxy)benzoic acid 4'HO3PBA a = Soil; b = Plant; c = Animal b=0.001 -
4-hydroxydeltamethrin - Plant 0.003 -
3-phenoxybenzoic acid
(Ref: )
Note: Minor fraction, Relevant
- Animal 0.03 -


ECOTOXICOLOGY

for deltamethrin

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) 1400 A5 Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 87 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) 2.5 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.00015 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) < 0.000032 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00056 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0000041 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0000017 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) 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) 9.1 L2 Unknown species Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.0015 A5 Apis meliifera High
Oral acute 48 hour LD50 (μg bee-1) 0.07 A5 Apis meliifera High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1290 A5 Low
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 100 Mortality
Dose: 13.5 g ha-1
A3 Coccinella septempunctata, larvae
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 100 Parasitism
Dose: 13.5 g ha-1, 7 day
A4 Trichogramma cacoeciae, adult
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.375 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 0.0032 A5 Aquatic community -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for deltamethrin

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) 87 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.6 A5 Rat, 6 hr (aerosol, whole body) -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 10.0 mg kg-1 V3 Mouse -
Intravenous LD50 = 2.53 mg kg-1 V3 Rat -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.025 A5 Dog, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.019 A5 Dog, SF=133 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0075 A4 Dog, 90 day, SF=100 -
Dermal penetration studies (%) 2-10 A5 concentration and formulation dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Slight risk of dietary exposure for small children however ARfD would not normally be exceeded
Occupational PPE/PPC recommended
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 IARC Group 3 carcinogen
Endocrine issues - Weak estrogenic activity

: 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 3
CLP classification 2013 Health: H301, H331
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T - Toxic: R23/25
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S24, S28, S36/37/39, S38, S45, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number 3349 for active, products usually 1993
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for deltamethrin

Language Name
English deltamethrin
French deltamethrine
German Deltamethrin
Danish deltamethrin
Italian deltametrina
Spanish deltametrin
Greek deltamethrin
Slovenian deltametrin
Polish deltametryna
Swedish deltametrin
Hungarian deltamethrin
Dutch deltamethrin

Record last updated: Tuesday 14 May 2019
Contact: aeru@herts.ac.uk