Penflufen

Last updated
Penflufen
Penflufen structure.svg
Names
IUPAC name
5-Fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.113.711 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C18H24FN3O/c1-11(2)10-12(3)14-8-6-7-9-15(14)20-18(23)16-13(4)21-22(5)17(16)19/h6-9,11-12H,10H2,1-5H3,(H,20,23) Yes check.svgY
    Key: GOFJDXZZHFNFLV-UHFFFAOYSA-N Yes check.svgY
  • CC1=NN(C(=C1C(=O)NC2=CC=CC=C2C(C)CC(C)C)F)C
Properties
C18H24FN3O
Molar mass 317.408 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Penflufen is a fungicide which was produced and patented by Bayer AG in 2006 and is used for crop protection from fungi. [1] [2] Penflufen is a pyrazole-amide based succinate-dehydrogenase inhibitor, which blocks the electron transport at complex II in the mitochondrial respiration chain. [3] The European Chemical Agency (ECHA) has also approved the use of penflufen in wood preservation despite labelling it a suspected carcinogen. [4]

References

  1. Tian, Fajun; Liu, Xingang; Wu, Yanbing; Xu, Jun; Dong, Fengshou; Wu, Xiaohu; Zheng, Yongquan (December 2016). "Simultaneous determination of penflufen and one metabolite in vegetables and cereals using a modified quick, easy, cheap, effective, rugged, and safe method and liquid chromatography coupled to tandem mass spectrometry" . Food Chemistry. 213: 410–416. doi:10.1016/j.foodchem.2016.06.117. ISSN   0308-8146. PMID   27451198.
  2. Russell, Phil (2004-06-01). "14th. International Reinhardsbrunn Symposium, Modern Fungicides and Antifungal Compounds, April 25–29 2004, Friedrichroda, Germany" . Outlooks on Pest Management. 15 (3): 115–117. doi:10.1564/15jun09. ISSN   1743-1026.
  3. Dewar, Alan M. (2012-06-01). "Crop Protection in Northern Britain: A Review of the Recent Dundee Conference" . Outlooks on Pest Management. 23 (3): 100–101. doi:10.1564/23jun02. ISSN   1743-1026.
  4. ECHA. "ECHA substance info card on Penflufen" . Retrieved October 18, 2024.