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词条 Chlorfenapyr
释义

  1. Notes

  2. Additional references

  3. External links

{{chembox
| ImageFile = Chlorfenapyr.png
| ImageAlt = Skeletal formula
| ImageFile1 = Chlorfenapyr-3D-spacefill.png
| ImageAlt1 = Space-filling model
| IUPACName = 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile
| OtherNames =
|Section1={{Chembox Identifiers
| ChemSpiderID = 82875
| InChI = 1/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-UHFFFAOYAO
| CASNo = 122453-73-0
| PubChem = 91778
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C18455
| UNII = NWI20P05EB
| EC_number = 602-782-4
| ChEBI = 39347
| ChEMBL = 1869551
| SMILES = Clc2ccc(c1c(C#N)c(Br)c(n1COCC)C(F)(F)F)cc2
}}
|Section2={{Chembox Properties
| C=15|H=11|Br=1|Cl=1|F=3|N=2|O=1
| Appearance =
| Density = 0.543 g/ml tapped bulk density
| MeltingPtC = 100 to 101
| MeltingPt_notes =
| BoilingPt =
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| GHSSignalWord = Danger
| GHSPictograms = {{GHS06}}{{GHS07}}{{GHS08}}{{GHS09}}
| HPhrases = {{H-phrases|302|320|331|371|373|400|410}}
| PPhrases = {{P-phrases|260|261|264|270|271|273|301+312|304+340|305+351+338|309+311|311|314|321|330|337+313|391|403+233|405|501}}
}}

Chlorfenapyr is a pesticide, and specifically a pro-insecticide (meaning it is metabolized into an active insecticide after entering the host), derived from a class of microbially produced compounds known as halogenated pyrroles. The United States Environmental Protection Agency initially denied registration in 2000 for use on cotton primarily because of concerns that the insecticide was toxic to birds and because effective alternatives were available. However, it was registered by EPA in January, 2001 for use on non-food crops in greenhouses. In 2005, EPA established a tolerance for residues of chlorfenapyr in or on all food commodities. Chlorfenapyr works by disrupting the production of adenosine triphosphate, specifically, "Oxidative removal of the N-ethoxymethyl group of chlorfenapyr by mixed function oxidases forms the compound CL 303268. CL 303268 uncouples oxidative phosphorylation at the mitochondria, resulting in disruption of production of ATP, cellular death, and ultimately organism mortality."

Chlorfenapyr is also used as a wool insect-proofing agent, and was introduced as an alternative to synthetic pyrethroids due to a lower toxicity to mammalian and aquatic life.[1]

In April 2016, in Pakistan, 31 people died when their food was spiked with chlorfenapyr.[2]

Notes

1. ^{{Cite journal |author1=Ingham, P. E. |author2=McNeil, S. J. |author3=Sunderland, M. R. |date = 2012 | title = Functional finishes for wool – Eco considerations | journal = Advanced Materials Research | volume = 441 | pages = 33–43 | url = http://www.scientific.net/AMR.441.33 }}
2. ^{{cite web|url=https://www.washingtonpost.com/news/morning-mix/wp/2016/05/06/he-wanted-to-teach-him-a-lesson-revenge-by-a-brother-in-pakistan-allegedly-leads-to-31-deaths-from-poisoned-sweets/|title=31 people suddenly dropped dead in a Pakistani village. Now police claim to know the horrible reason why.|work=Washington Post|author=Fred Barbash|date=May 6, 2016}}

Additional references

{{more footnotes|date=June 2016}}
  • {{cite web

| url =http://www.epa.gov/pesticides/chem_search/reg_actions/registration/fs_PC-129093_01-Jan-01.pdf
| title =Pesticide Fact Sheet: Chlorfenapyr
| year =2001
| author =US EPA
| accessdate =2014-09-09
}}
  • {{cite web

| url =http://www.epa.gov/opprd001/chlorfenapyr/chlorfenapyr.pdf
| title =Decision Memorandum: Denial of Registration of Chlorfenapyr for Use on Cotton
| year =2000|author=US EPA
| accessdate =2006-07-28}}

External links

  • [https://www.washingtonpost.com/news/morning-mix/wp/2016/05/06/he-wanted-to-teach-him-a-lesson-revenge-by-a-brother-in-pakistan-allegedly-leads-to-31-deaths-from-poisoned-sweets/ 31 Die in Pakistan from Chlorfenapyr poisoning]
  • Effects of Chlorfenapyr on Adult Birds
  • Chlorfenapyr; Pesticide Tolerance
  • Australian Pesticides and Veterinary Medicines Authority

7 : Insecticides|Nitriles|Pyrroles|Organobromides|Chloroarenes|Trifluoromethyl compounds|Ethers

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