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cyhalothrin (Ref: OMS 2011)
** PP 563 ** cyhalothrine ** Translations

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

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

Description: An insecticide and acaricide used to control crops pests and animal ectoparasites

Example pests controlled: Whitefly; Cutworms; Leafminers; Red spidermite

Example applications: Ornamentals; Apples & pears

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1982, Australia

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur -
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
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 A chiral molecule that consists of a mixture of four stereoisomers.
Chemical formula C23H19ClF3NO3
Canonical SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(C(F)(F)F)Cl)C
Isomeric SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)/C=C(/C(F)(F)F)\Cl)C
International Chemical Identifier key (InChIKey) ZXQYGBMAQZUVMI-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18?,20-/m1/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, Veterinary substance
Substance group Pyrethroid
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action. Some repellant properties. Sodium channel modulator.
CAS RN 68085-85-8
EC number 268-450-2
CIPAC number 405
US EPA chemical code 128867
PubChem CID 5281873
Molecular mass (g mol-1) 449.85
PIN (Preferred Identification Name) rac-(E)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
IUPAC name (RS)-α-cyano-3-phenoxybenzyl (1RS,3RS)-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate
CAS name cyano(3-phenoxyphenyl)methyl (1R,3R)-rel-3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate
Other status information PAN Listed as Highly Hazardous Chemical; OSPAR soc; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 3
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Aphis gossypii
Helicoverpa armigera
Spodoptera litura
Tribolium castaneum
Haematobia irritans
many others
Physical state Yellow-brown viscous oil
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 -
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 cyhalothrin

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) 0.004 B5 Low
Solubility - In organic solvents at 20oC (mg l-1) 500000 L3 - Acetone -
500000 L3 - Methanol -
500000 L3 - Toluene -
500000 L3 - Ethyl acetate -
Melting point (oC) Not applicable Q3 -
Boiling point (oC) Decomposes before boiling L3 -
Degradation point (oC) 275 L3 -
Flashpoint (oC) 204 L3 - (closed cup) -
Octanol-water partition coefficient at pH 7, 20oC P 6.31 X 1006 Calculated -
Log P 6.8 B2 High
Bulk density (g ml-1)/Specific gravity 1.25 L3 -
Dissociation constant (pKa) at 25oC 9 L3 -
Note: Hydrolysis prevents accurate determination
Vapour pressure at 20oC (mPa) 1.00 X 10-09 B3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.80 X 10-02 H4 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -2.20 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 - - -
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) 57 B4 Moderately persistent
DT50 (lab at 20oC) 57 B4 Moderately persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Lab studies DT50 range 32-82 days
Dissipation rate RL50 on plant matrix Value 5.2 R4 -
Note Published literature RL50 range 3.4-10.8 days, 5 field crops, various matrices, n=5
Dissipation rate RL50 on and in plant matrix Value 4.9 R4 -
Note Published literature RL50 range 1.6-10.3 days, 3 field crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value Stable L3 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - L3 -
Note Hydrolysed slowly pH 7 to pH 9, faster at pH 9
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 - H3 Non-mobile
Koc 180000
Notes and range Best available data
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(RS)-alpha-amido-3-phenoxybenzyl-(1-RS)-cis,trans-3-(ZE-2-chloro-3,3,3-trifluoro prop-1-enyl)-2,2-dimethylcyclopropanecarboxylate - Soil - -
(1RS)-Cis-3-(2-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropane-car boxylic acid - Soil (Aerobic) - -
3-phenoxybenzoic acid
(Ref: )
Note: Hydrolysed slowly pH 7 to pH 9, faster at pH 9
- Soil (Aerobic) - -
3-phenoxybenzaldehyde 3-PBAl Plants; Soil (Aerobic) - -


ECOTOXICOLOGY

for cyhalothrin

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) 1950 Q3 Whole fish Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 140 B5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 2.4 B5 Rat High
(ppm diet) 20 -
Birds - Acute LD50 (mg kg-1) 5000 B5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.00046 B4 Lepomis macrochirus High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.38 F4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
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) - - -
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) - - -
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) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.027 B5 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) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
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) > 1000 R4 Eisenia foetida 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 - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyhalothrin

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) 140 B5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) 200 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.086 L3 Rar, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.02 JMPR 2007 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0025 BA5; EU 2001 -
Dermal penetration studies (%) 0.3 BA5; EU 2001 -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
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

-

A0; B0; C0; D0; E0

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Moderately toxic
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 Prevent generation of dust
CLP classification 2013 Health: H301, H312, H330
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20, R21, R22
N - Dangerous for the environment: R50 R53
EC Safety Classification Click here to view information omn the EU safety phrases S13, S60, S61
WHO Classification II - Moderately hazardous
UN Number 3352
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for cyhalothrin

Language Name
English cyhalothrin
French cyhalothrine
German Cyhalothrin
Danish cyhalothrin
Italian cialotrina
Spanish cihalotrina
Greek -
Slovenian cihalotrin
Polish cyhalotryna
Swedish -
Hungarian cihalotrin
Dutch -

Record last updated: Friday 28 June 2019
Contact: aeru@herts.ac.uk