Article · Wikipedia archive · Last revised Aug 1, 2026

Flubendiamide

Flubendiamide is the first insecticide of the diamide class. It acts on the ryanodine receptor.

Last revised
Aug 1, 2026
Read time
≈ 1 min
Length
269 w
Citations
6
Source
Flubendiamide
source ↗
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)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.130.778
EC Number
  • 608-064-7
KEGG
UNII
  • InChI=1S/C23H22F7IN2O4S/c1-12-10-13(21(24,22(25,26)27)23(28,29)30)8-9-16(12)32-18(34)14-6-5-7-15(31)17(14)19(35)33-20(2,3)11-38(4,36)37/h5-10H,11H2,1-4H3,(H,32,34)(H,33,35)
    Key: ZGNITFSDLCMLGI-UHFFFAOYSA-N
  • 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
Hazards
GHS labelling:[1]
GHS09: Environmental hazard
Warning
H400
P273, P391, P501
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.12 It acts on the ryanodine receptor.2

Legality

A environmentally persistent metabolite of flubendiamide is quite toxic to aquatic invertebrates, causing flubendiamide to be banned by the United States EPA.3 The product is still available in other jurisdictions such as Europe4 and India.5

References

References

  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. 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. Bibcode:2023JAFC...71.3620D. doi:10.1021/acs.jafc.2c08414. PMID 36791236.
  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. Archived from the original on 20 December 2021. Retrieved 20 December 2021.