Chemistry:Broflanilide

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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
EC Number
  • 688-148-8
KEGG
UNII
Properties
C25H14BrF11N2O2
Molar mass 663.285 g·mol−1
Hazards
GHS pictograms GHS09: Environmental hazard
GHS Signal word Warning
H410
P273, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Broflanilide is a complex, polycyclic, organohalogen insecticide which provides a novel mode of action (MoA).

Mode of action

Upon its discovery by Mitsui Chemicals, Insecticide Resistance Action Committee (IRAC) created the new MoA Group 30 for Broflanilide.[1][2][3][4] Broflanilide is a meta-diamide GABA-gated Cl− channel allosteric modulator.[1][2][3][4] This - along with isoxazolines providing the same MoA, so far only fluxametamide - constitute the new MoA Group 30 in the IRAC classification scheme.[3]

Advantages

  • No cross-resistance with existing MoAs.
  • Shows high effectiveness against wireworms.
  • Not systemic.[1]

Environmental Hazards

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

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

References

  1. ↑ 1.0 1.1 1.2 1.3 BASF AgSolutions CA (Feb 16, 2021). Wireworm Manamgent Strategies. Youtube. Canada.
  2. ↑ 2.0 2.1 IRAC Mode of Action Classification, Annex 6, 2018
  3. ↑ 3.0 3.1 3.2 "IRAC Mode of Action Classification Scheme Version 9.4". March 2020. http://irac-online.org/documents/moa-classification/. 
  4. ↑ 4.0 4.1 Katsuta, 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 (Pesticide Science Society of Japan) 44 (2): 120–128. doi:10.1584/jpestics.d18-088. ISSN 1348-589X. PMID 31148938. 
  5. ↑ "Broflanilide; Pesticide Tolerances". EPA. https://www.federalregister.gov/documents/2020/12/17/2020-27906/broflanilide-pesticide-tolerances. 
  6. ↑ "Per- and Polyfluoroalkyl Substances (PFAS) in Pesticide Packaging". EPA. 13 January 2021. https://www.epa.gov/pesticides/pfas-packaging#faqs. 
  7. ↑ "New Active Ingredient Broflanilide". EPA. https://www.regulations.gov/docket/EPA-HQ-OPP-2018-0053/document. 
  8. ↑ "Cimegra® - Product Profile" (in en). BASF Canada. 2021-03-10. http://agro.basf.ca/basf_solutions/products/west-Cimegra.html. 
  9. ↑ "Teraxxa™ and Teraxxa™ F4 Seed Treatments". BASF US. http://agriculture.basf.us/crop-protection/products/teraxxa.html.