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Broflanilide

From Wikipedia, the free encyclopedia
Broflanilide
Names
IUPAC name
3-[benzoyl(methyl)amino]-N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)phenyl]-2-fluorobenzamide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.214.739Edit this at Wikidata
EC Number
  • 688-148-8
KEGG
UNII
  • InChI=1S/C25H14BrF11N2O2/c1-39(21(41)12-6-3-2-4-7-12)17-9-5-8-14(18(17)27)20(40)38-19-15(23(29,30)31)10-13(11-16(19)26)22(28,24(32,33)34)25(35,36)37/h2-11H,1H3,(H,38,40)
    Key: QSLZKWPYTWEWHC-UHFFFAOYSA-N
  • CN(C1=CC=CC(=C1F)C(=O)NC2=C(C=C(C=C2Br)C(C(F)(F)F)(C(F)(F)F)F)C(F)(F)F)C(=O)C3=CC=CC=C3
Properties
C25H14BrF11N2O2
Molar mass663.285 g·mol−1
Hazards
GHS labelling:
GHS09: Environmental hazard
Warning
H410
P273,P391,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Broflanilide is a complex,polycyclic,organohalogeninsecticide which provides a novelmode of action (MoA).

Mode of action

[edit]

Upon its discovery byMitsui Chemicals,Insecticide Resistance Action Committee (IRAC) created the new MoA Group 30 for Broflanilide.[1][2][3][4] Broflanilide is ameta-diamideGABA-gatedCl channel allosteric modulator.[1][2][3][4] This - along withisoxazolines providing the same MoA, so far onlyfluxametamide - constitute the new MoA Group 30 in the IRAC classification scheme.[3]

Advantages

[edit]

Environmental Hazards

[edit]

The EPA has stated that Broflanilide is "Likely to be Carcinogenic to Humans".[5]

Broflanilide meets the EPA Working Definition of PFAS. Note that "EPA considers any level of PFAS to be potentially toxicologically significant".[6]

Products

[edit]

Products were registeredin the United States in January, 2021,[7] andin Canada.[1] It is being sold under the brand names Cimegra (BASF)[8] and Teraxxa (BASF, theseed treatment form).[9]

References

[edit]
  1. ^abcdBASF AgSolutions CA (Feb 16, 2021).Wireworm Manamgent Strategies.Youtube. Canada.
  2. ^abIRAC Mode of Action Classification, Annex 6, 2018
  3. ^abc"IRAC Mode of Action Classification Scheme Version 9.4".IRAC (Insecticide Resistance Action Committee) (pdf). March 2020.
  4. ^abKatsuta, Hiroyuki; Nomura, Michikazu; Wakita, Takeo; Daido, Hidenori; Kobayashi, Yumi; Kawahara, Atsuko; Banba, Shinichi (2019-05-20)."Discovery of broflanilide, a novel insecticide".Journal of Pesticide Science.44 (2).Pesticide Science Society of Japan:120–128.doi:10.1584/jpestics.d18-088.ISSN 1348-589X.PMC 6529746.PMID 31148938.S2CID 133133494.
  5. ^"Broflanilide; Pesticide Tolerances". EPA. 17 December 2020. Retrieved16 November 2021.
  6. ^"Per- and Polyfluoroalkyl Substances (PFAS) in Pesticide Packaging". EPA. 13 January 2021. Retrieved15 November 2021.
  7. ^"New Active Ingredient Broflanilide". EPA. Retrieved16 November 2021.
  8. ^"Cimegra® - Product Profile".BASF Agriculture Western Canada.BASF Canada. 2021-03-10. Retrieved2021-03-10.
  9. ^"Teraxxa™ and Teraxxa™ F4 Seed Treatments".BASF Agriculture US.BASF US. Retrieved2021-03-10.
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