broflanilide
{{Chembox
|ImageFile=Broflanilid.svg
|IUPACName=3-[benzoyl(methyl)amino]-N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)phenyl]-2-fluorobenzamide
|Section1={{Chembox Identifiers
| CASNo = 1207727-04-5
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 5M24RC688M
| ChEBI = 131598
| ChemSpiderID = 32741665
| EC_number = 688-148-8
| KEGG = D11526
| PubChem = 53341374
| StdInChI=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)
| StdInChIKey = 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
}}
|Section2={{Chembox Properties
|C=25|H=14|Br=1|F=11|N=2|O=2
}}
|Section7={{Chembox Hazards
| GHSPictograms = {{GHS09}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|410}}
| PPhrases = {{P-phrases|273|391|501}}
}}
}}
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. Broflanilide is a meta-diamide GABA-gated chloride channel allosteric modulator. This - along with isoxazolines providing the same MoA, so far only fluxametamide - constitute the new MoA Group 30 in the IRAC classification scheme.
Advantages
- No cross-resistance with existing MoAs.
- Shows high effectiveness against wireworms.
- Not systemic.
Environmental Hazards
The EPA has stated that Broflanilide is "Likely to be Carcinogenic to Humans".{{cite web |title=Broflanilide; Pesticide Tolerances |url=https://www.federalregister.gov/documents/2020/12/17/2020-27906/broflanilide-pesticide-tolerances |publisher=EPA |access-date=16 November 2021}}
Broflanilide meets the EPA Working Definition of PFAS. Note that "EPA considers any level of PFAS to be potentially toxicologically significant".{{cite web |title=Per- and Polyfluoroalkyl Substances (PFAS) in Pesticide Packaging |date=13 January 2021 |url=https://www.epa.gov/pesticides/pfas-packaging#faqs |publisher=EPA |access-date=15 November 2021}}
Products
Products were registered in the United States in January, 2021,{{cite web |title=New Active Ingredient Broflanilide |url=https://www.regulations.gov/docket/EPA-HQ-OPP-2018-0053/document |publisher=EPA |access-date=16 November 2021}} and in Canada. It is being sold under the brand names Cimegra (BASF) and Teraxxa (BASF, the seed treatment form).
References
{{reflist|refs=
IRAC Mode of Action Classification, Annex 6, 2018
{{cite web|url=http://irac-online.org/documents/moa-classification/|title=IRAC Mode of Action Classification Scheme Version 9.4|website=IRAC (Insecticide Resistance Action Committee)|type=pdf|date=March 2020}}
{{cite web | title=Teraxxa™ and Teraxxa™ F4 Seed Treatments | website=BASF Agriculture US | publisher=BASF US | url=http://agriculture.basf.us/crop-protection/products/teraxxa.html | access-date=2021-03-10}}
{{cite web | title=Cimegra® - Product Profile | website=BASF Agriculture Western Canada | publisher=BASF Canada | date=2021-03-10 | url=http://agro.basf.ca/basf_solutions/products/west-Cimegra.html | language=en | access-date=2021-03-10}}
{{cite journal | s2cid=133133494 | last1=Katsuta | first1=Hiroyuki | last2=Nomura | first2=Michikazu | last3=Wakita | first3=Takeo | last4=Daido | first4=Hidenori | last5=Kobayashi | first5=Yumi | last6=Kawahara | first6=Atsuko | last7=Banba | first7=Shinichi | title=Discovery of broflanilide, a novel insecticide | journal=Journal of Pesticide Science | publisher=Pesticide Science Society of Japan | volume=44 | issue=2 | date=2019-05-20 | issn=1348-589X | pmid=31148938 | pmc=6529746 | doi=10.1584/jpestics.d18-088 | pages=120–128}}
}}
Category:Trifluoromethyl compounds
Category:Bromobenzene derivatives
Category:Fluorobenzene derivatives
{{agriculture-stub}}