Chemistry:Broflanilide

From HandWiki
Broflanilide
Broflanilid.svg
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.