Broflanilide

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

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
CAS Number	1207727-04-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:131598
ChemSpider	32741665
ECHA InfoCard	100.214.739
EC Number	688-148-8
KEGG	D11526
PubChem CID	53341374
UNII	5M24RC688M Y
CompTox Dashboard (EPA)	DTXSID50894815
InChI 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
SMILES 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
Chemical formula	C25H14BrF11N2O2
Molar mass	663.285 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H410
Precautionary statements	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

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]