Flubendiamide
Names | |
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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) |
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ECHA InfoCard | 100.130.778 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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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). |
Flubendiamide is the first insecticide of the diamide class.[1][2] It acts on the ryanodine receptor.[2]
Regulation
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
- ^ 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.
- ^ 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) - ^ "Flubendiamide – Notice of Intent to Cancel and Other Supporting Documents". United States Environmental Protection Agency. February 14, 2024. Retrieved 12 November 2023.
- ^ "Flubendiamide". Nichino Europe. Retrieved 20 December 2021.
- ^ "Fame". Bayer CropScience India. Retrieved 20 December 2021.