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Chlorfenapyr

Basic information Description Reference Safety Supplier Related

Chlorfenapyr Basic information

Product Name:
Chlorfenapyr
Synonyms:
  • PIRATE
  • STALKER
  • 4-BROMO-2-(4-CHLOROPHENYL)-1-(ETHOXYMETHYL)-5-(TRIFLUOROMETHYL)-1H-PYRROL-3-CARBONITRILE
  • 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile
  • 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethylpyrrole-3-carbonitrile
  • Alert
  • Citrex
  • Intrepid
CAS:
122453-73-0
MF:
C15H11BrClF3N2O
MW:
407.61
Product Categories:
  • INSECTICIDE
  • Fungicide
Mol File:
122453-73-0.mol
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Chlorfenapyr Chemical Properties

Melting point:
91-92°
Boiling point:
443.5±45.0 °C(Predicted)
Density 
1.53±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
Water Solubility 
Insoluble in water
solubility 
DMSO: 250 mg/mL (613.33 mM)
pka
-18.00±0.70(Predicted)
color 
White to Almost white
BRN 
6940152
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
InChIKey
CWFOCCVIPCEQCK-UHFFFAOYSA-N
SMILES
N1(COCC)C(C(F)(F)F)=C(Br)C(C#N)=C1C1=CC=C(Cl)C=C1
CAS DataBase Reference
122453-73-0(CAS DataBase Reference)
NIST Chemistry Reference
Chlorfenapyr(122453-73-0)
EPA Substance Registry System
Chlorfenapyr (122453-73-0)
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Safety Information

Hazard Codes 
T;N,N,T
Risk Statements 
22-23-50/53
Safety Statements 
13-36/37-45-60-61
RIDADR 
UN 2811
WGK Germany 
3
HS Code 
2933.99.1701
Hazardous Substances Data
122453-73-0(Hazardous Substances Data)
Toxicity
LD50 (single dose) in male, female rats (mg/kg): 223, 459 orally; in rabbits: >2000 dermally (Lovell); LC50 in Japanese carp: 0.5 ppm (Lovell)

MSDS

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Chlorfenapyr Usage And Synthesis

Description

Chlorfenapyr is a broad spectrum pesticide which is not approved for use in the EU, and only approved for limited applications in the US (applications for ornamental plants in greenhouses). It was originally rejected for FDA approval due to avian and aquatic toxicity. Data on human toxicity is still scarce, but it has moderate mammalian toxicity when taken orally, causing vacuolation of the nervous system in mice and rats. It is not persistent in ecosystems, and has low aqueous solubility.
Chlorfenapyr can also be used as an insect-proofing agent in wool, and has been investigated for applications in malaria control.

Reference

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3039634/
https://www3.epa.gov/pesticides/chem_search/reg_actions/registration/fs_PC-129093_01-Jan-01.pdf
https://sitem.herts.ac.uk/aeru/ppdb/en/Reports/136.htm
https://en.wikipedia.org/wiki/Chlorfenapyr
https://www.pwrc.usgs.gov/resshow/Albers/albers1.htm

Description

Chlorfenapyr is a pyrrole pro-insecticide that is metabolized in vivo into CL 303268 by mixed function oxidases. Chlorfenapyr increases respiratory activity in German cockroaches when used at concentrations ranging from 1 to 10 μg per insect but has no effect on respiration in Sf9 cells when used at concentrations ranging from 1 to 100 μM and does not affect respiration in isolated rat liver mitochondria up to a concentration of 10 μM. Chlorfenapyr is active against a variety of insects including those susceptible and resistant to pyrethroid and organophosphate insecticides, including horn flies (H. irritans) as well as A. culicifacies and A. stephensi mosquitos that carry malaria (LC50s = 2-2.39% suspension impregnated on paper). Chlorfenapyr is lethal to rats with LD50 values of 441 and 1,152 mg/kg for male and female rats, respectively. Formulations containing chlorfenapyr have been used to control termites and in agriculture to control various insects.

Chemical Properties

Off-White Solid

Uses

Chlorfenapyr is a halogenated pyrrole based pro-insecticide. Chlorfenapyr functions by metabolizing into an active insecticide after entering the host. Chlorfenapyr is used primarily as a means of pes t control on cotton.

Uses

Insecticide. Acaricide.

Definition

ChEBI: Chlorfenapyr is a member of the class of pyrroles that is 4-bromo-1H-pyrrole-3-carbonitrile which is substituted at positions 1, 2 and 5 by ethoxymethyl, p-chlorophenyl and trifluoromethyl groups, respectively. A proinsecticide used for termite control and crop protection against several insects and mite pests. It has a role as a proinsecticide and a proacaricide. It is an organofluorine acaricide, an organochlorine acaricide, an organochlorine insecticide, an organofluorine insecticide, a member of monochlorobenzenes, a nitrile, a member of pyrroles and a hemiaminal ether. It is functionally related to a tralopyril.

Hazard

A poison by ingestion. Moderately toxic by inhalation.

Agricultural Uses

Acaracide, Insecticide, Miticide: Severely Restricted for use in EU. Active in U.S. as a foliar spray in greenhouses for ornamental crops and target pests including mites, caterpillar pests, thrips, and fungus gnats. No food use in U.S. Used on ornamental crops in commercial greenhouses to control mites, caterpillar pests, thrips and fungus gnats. Not for food use. Not an approved substance in EU countries. Registered for use in the U.S.

Trade name

AC 303630®; CL 303630®; PHANTOM®; PIRATE® 3 F; PYLON®; SUMILARV® chlorfenapyr Chemical class: Pyrrole (Pyrazole); Organofluorine

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