| Identification | More | [Name]
Chlorfenapyr | [CAS]
122453-73-0 | [Synonyms]
4-BROMO-2-(4-CHLOROPHENYL)-1-(ETHOXYMETHYL)-5-(TRIFLUOROMETHYL)-1H-PYRROL-3-CARBONITRILE
CHLORFENAPYR
PIRATE
STALKER
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
Sunfire
AC 303630
1H-Pyrrole-3-carbonitrile, 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-
chlorfenapyr (bsi, pa iso)
chlorfenapyr 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethylpyrrole-3-carbonitrile
CL 303630
Kotersu
Kotetsu
Pylon | [Molecular Formula]
C15H11BrClF3N2O | [MDL Number]
MFCD01631152 | [Molecular Weight]
407.61 | [MOL File]
122453-73-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
91-92° | [Boiling point ]
443.5±45.0 °C(Predicted) | [density ]
1.53±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C
| [solubility ]
DMSO: 250 mg/mL (613.33 mM) | [Water Solubility ]
Insoluble in water | [form ]
neat | [pka]
-18.00±0.70(Predicted) | [color ]
White to Almost white | [BRN ]
6940152 | [Henry's Law Constant]
1.7×103 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
environmental | [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]
122453-73-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS06,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H302-H331-H410 | [Precautionary statements ]
P261-P264-P270-P273-P301+P312-P304+P340+P311 | [Hazard Codes ]
T;N,N,T | [Risk Statements ]
R22:Harmful if swallowed.
R23:Toxic by inhalation.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S13:Keep away from food, drink and animal feeding stuffs .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2811 | [WGK Germany ]
3 | [HS Code ]
2933.99.1701 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 | [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) |
| Hazard Information | Back Directory | [Hazard]
A poison by ingestion. Moderately toxic by
inhalation.
| [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. | [Production Methods]
Chlorfenapyr is produced commercially through a multi-step synthesis that centres on the creation of its key intermediate: 2-(4-chlorophenyl)-1-methyl-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile. This compound is synthesised via a series of reactions involving halogenated aromatic precursors and pyrrole derivatives. Once the intermediate is obtained, it undergoes etherification with ethyl chloroacetate to form the final active ingredient, 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile. | [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 | [Mechanism of action]
Limited systemic activity, mainly stomach but some contact action. Uncoupler of oxidative phosphorylation. | [References]
[1] BLACK B.C. Insecticidal Action and Mitochondrial Uncoupling Activity of AC-303,630 and Related Halogenated Pyrroles[J]. Pesticide Biochemistry and Physiology, 1994, 50 2: Pages 115-128. DOI: 10.1006/pest.1994.1064
[2] C. SHEPPARD J A J. Increased Susceptibility of Pyrethroid-Resistant Horn Flies (Diptera: Muscidae) to Chlorfenapyr[J]. Journal of Economic Entomology, 1998, 91 1: 398-400. DOI: 10.1093/jee/91.2.398
[3] KAMARAJU RAGHAVENDRA. Chlorfenapyr: a new insecticide with novel mode of action can control pyrethroid resistant malaria vectors.[J]. ACS Applied Bio Materials, 2011: 16. DOI: 10.1186/1475-2875-10-16 | [Pesticide Type]
Insecticide; Acaricide; Miticide |
| Questions And Answer | Back Directory | [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
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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