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HomeProduct name listChlorfenapyr

Chlorfenapyr

Synonym(s):4-Bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrol-3-carbonitrile

Chlorfenapyr Structural

What is Chlorfenapyr?

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

The Uses of Chlorfenapyr

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.

The Uses of Chlorfenapyr

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

Properties of Chlorfenapyr

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)
form  neat
pka -18.00±0.70(Predicted)
form  Solid
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
CAS DataBase Reference 122453-73-0(CAS DataBase Reference)
NIST Chemistry Reference Chlorfenapyr(122453-73-0)
EPA Substance Registry System Chlorfenapyr (122453-73-0)

Safety information for Chlorfenapyr

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Environment
GHS09
GHS Hazard Statements H302:Acute toxicity,oral
H331:Acute toxicity,inhalation
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P273:Avoid release to the environment.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

Computed Descriptors for Chlorfenapyr

InChIKey CWFOCCVIPCEQCK-UHFFFAOYSA-N
SMILES N1(COCC)C(C(F)(F)F)=C(Br)C(C#N)=C1C1=CC=C(Cl)C=C1

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