INTERNATIONAL UNION
   OF PURE AND APPLIED
   CHEMISTRY
contact
chlorfenapyr (Ref: MK 242)
** AC 303630 ** CL 303630 ** Translations

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

SUMMARY

Chlorfenapyr is a broad spectrum insecticide that does not have EU approval for use. It has a low aqueous solubility, low volatility and, based on its chemical properties, would not normally be expected to leach to groundwater. It is not usually persistent in soil or water systems. It has a moderate mammalian oral toxicity but no other data on human health impact has been identified. There are also gaps in ecotoxicilogical data but it is know to be highly toxic to birds, fish and aquatic invertebrates.

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

Description: Used to control many insects and mites including those resistant to carbamate, organophosphate and pyrethroid compounds

Example pests controlled: Spider mites; Caterpillars; Thrips; Fungus gnats

Example applications: Greenhouse ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2001, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Spain
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C15H11BrClF3N2O
Canonical SMILES CCOCN1C(=C(C(=C1C(F)(F)F)Br)C#N)C2=CC=C(C=C2)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) CWFOCCVIPCEQCK-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H11BrClF3N2O/c1-2-23-8-22-13(9-3-5-10(17)6-4-9)11(7-21)12(16)14(22)15(18,19)20/h3-6H,2,8H2,1H3
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, Acaricide, Miticide
Substance group Pyrrole
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Limited systemic activity, mainly stomach but some contact action. Uncoupler of oxidative phosphorylation.
CAS RN 122453-73-0
EC number -
CIPAC number 570
US EPA chemical code 129093
PubChem CID 91778
Molecular mass (g mol-1) 407.62
PIN (Preferred Identification Name) 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
IUPAC name 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile
CAS name 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile
Other status information 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) 13
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Earias vittella
Tetranychus urticae
Physical state White powdery solid
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
  • BASF
  • AgroCare
  • FCC
Example products using this active
  • Pirate
  • Pylon
  • Shark
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as suspension concentrate.


ENVIRONMENTAL FATE

for chlorfenapyr

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) 0.112 V3 - @ 25 DegC Low
Solubility - In organic solvents at 20oC (mg l-1) 8900 CA3 - Hexane -
70900 CA3 - Methanol -
754000 CA3 - Toluene -
1410000 CA3 - Dichloromethane -
Melting point (oC) 101 F4 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 6.76 X 1004 Calculated -
Log P 4.83 L3 High
Bulk density (g ml-1)/Specific gravity 1.53 Q2 -
Dissociation constant (pKa) at 25oC Not applicable F4 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 9.81 X 10-03 V3 - @ 25 degC Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.81 X 10-04 V3 - @ 25 degC Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.01 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 Medium
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) 1.4 F3 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note: -
Dissipation rate RL50 on plant matrix Value 2.87 R4 -
Note Published literature RL50 range 2.85-2.89 days, 2 crops, various matrices, n=2
Dissipation rate RL50 on and in plant matrix Value 3.7 R4 -
Note Published literature RL50 range 1.4-7.0 days, 8 field and undercover grown crops, various matrices, n=11
Aqueous photolysis DT50 (days) at pH 7 Value 6.2 L3 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable L3 -
Note Stable pH 4 to 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 - F3 Non-mobile
Koc 12000
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-pyrroline-3-carbonitrile,4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)-chlorfenapyr Soil   -   -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Ref: CL 303268) - - - -
(Ref: CL 303268) - - - -


ECOTOXICOLOGY

for chlorfenapyr

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) - F1 -
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 441 F4 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 10 L3 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.007 L3 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0061 L3 Daphnia magna High
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 Contact acute 48 hour LD50 (μg bee-1) - - -
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) 0.12 F3 Apis mellifera High
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
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 chlorfenapyr

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) 441 F4 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 F4 Rabbit -
Mammals - Inhalation LC50 (mg l-1) 1.9 F4 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.015 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.015 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Occupational exposure may occur through dermal contact
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 Possile testicular and uterine toxicant
USEPA - some evidence to suggest possible human carcinogen

: 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 No information available
CLP classification 2013 Health: H302, H331
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T - Toxic: R23
Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S13, S36/37, S45, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for chlorfenapyr

Language Name
English chlorfenapyr
French chlorfénapyr
German Chlorfenapyr
Danish chlorfenapyr
Italian clorfenapir
Spanish clorfenapir
Greek chlorfenapyr
Slovenian klorfenapir
Polish chlorofenapir
Swedish -
Hungarian -
Dutch chloorfenapyr

Record last updated: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire