Flubendiamide

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
CAS Number	272451-65-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:38798
ChEMBL	ChEMBL563789
ChemSpider	9368325
ECHA InfoCard	100.130.778
EC Number	608-064-7
KEGG	C18520
PubChem CID	11193251
UNII	GEV84ZI4K6 Y
CompTox Dashboard (EPA)	DTXSID4047672
InChI 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
SMILES 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
Chemical formula	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)
Solubility in water	0.0003 g·L−1
Solubility in acetone	102 g·L−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H400
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

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 Europe^[4] and India.^[5]