Flubendiamide is the first insecticide of the diamide class.[1][2] It acts on the ryanodine receptor.[2]

Flubendiamide
Names
Preferred IUPAC name
N1-[4-(1,1,1,2,3,3,3-Heptafluoropropan-2-yl)-2-methylphenyl]-3-iodo-N2-[1-(methanesulfonyl)-2-methylpropan-2-yl]benzene-1,2-dicarboxamide
Identifiers
3D model (JSmol)
ECHA InfoCard 100.130.778 Edit this at Wikidata
UNII
  • CC1=C(C=CC(=C1)C(C(F)(F)F)(C(F)(F)F)F)NC(=O)C2=C(C(=CC=C2)I)C(=O)NC(C)(C)CS(=O)(=O)C
Properties
C23H22F7IN2O4S
Molar mass 682.39 g·mol−1
Appearance White crystalline powder
Density 1.659 g·cm−3
Melting point 217.5–220.7 °C (423.5–429.3 °F; 490.6–493.8 K)
0.0003 g·L−1
Solubility in acetone 102 g·L−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Regulation

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A metabolite of flubendiamide is very persistent and toxic to aquatic invertebrates, causing flubendiamide to be banned by the EPA for all uses.[3]

The product is still available in other jurisdictions such as Europe[4] and India.[5]

References

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  1. ^ Jeanguenat, Andre (28 August 2012). "The story of a new insecticidal chemistry class: the diamides". Pest Management Science. 69 (1): 7−14. doi:10.1002/ps.3406. PMID 23034936.
  2. ^ a b Du, Shaoqing; Hu, Xueping (February 15, 2023). "Comprehensive Overview of Diamide Derivatives Acting as Ryanodine Receptor Activators". Journal of Agricultural and Food Chemistry. 71 (8): 3620–3638. doi:10.1021/acs.jafc.2c08414. PMID 36791236.{{cite journal}}: CS1 maint: date and year (link)
  3. ^ "Flubendiamide – Notice of Intent to Cancel and Other Supporting Documents". United States Environmental Protection Agency. February 14, 2024. Retrieved 12 November 2023.
  4. ^ "Flubendiamide". Nichino Europe. Retrieved 20 December 2021.
  5. ^ "Fame". Bayer CropScience India. Retrieved 20 December 2021.