Flupyradifurone

Flupyradifurone
Names
	IUPAC name 4-[(6-Chloropyridine-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one
	Other names Flupyradifurone, Sivanto
Identifiers
CAS Number	951659-40-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:133997;
ChemSpider	26050805 ;
ECHA InfoCard	100.231.094
EC Number	804-373-8;
PubChem CID	16752772;
UNII	8H7JT159D0 ;
CompTox Dashboard (EPA)	DTXSID10872811 ;
	InChI InChI=1S/C12H11ClF2N2O2/c13-10-2-1-8(4-16-10)5-17(6-11(14)15)9-3-12(18)19-7-9/h1-4,11H,5-7H2 Key: QOIYTRGFOFZNKF-UHFFFAOYSA-N;
	SMILES C1C(=CC(=O)O1)N(CC2=CN=C(C=C2)Cl)CC(F)F;
Properties
Chemical formula	C12H11ClF2N2O2
Molar mass	288.68 g·mol−1
Appearance	White to beige solid
Odor	None
Density	1.43 g/mL
Melting point	69 °C (156 °F; 342 K)
Solubility in water	3.2 g/L (pH 4) 3.0 g/L (pH 7)
Solubility in Other	0.0005 g/L (n-Heptane) >250 g/L (Methanol)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H373, H410
Precautionary statements	P260, P264, P270, P273, P301+P312, P314, P330, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Flupyradifurone is a systemic butenolide insecticide developed by Bayer CropScience under the name Sivanto. Flupyradifurone protects crops from sap-feeding pests such as aphids and is safer for non-target organisms compared to other insecticides.^[1] Sivanto was launched in 2014 since it obtained its first commercial registration in central America (Guatemala and Honduras).^[2] Insecticide Resistance Action Committee (IRAC) classified Flupyradifurone as 4D subset (butenolide) and it is the first pesticide in the butenolide category.^[3]^[4] It was approved by European Union in 2015.^[5]

^ Jeschke, Peter; Nauen, Ralf; Beck, Michael Edmund (2013). "Nicotinic Acetylcholine Receptor Agonists: A Milestone for Modern Crop Protection". Angewandte Chemie International Edition. 52 (36): 9464–9485. doi:10.1002/anie.201302550. ISSN 1521-3773. PMID 23934864.
^ Cite error: The named reference :0 was invoked but never defined (see the help page).
^ "Interactive MoA Classification | Insecticide Resistance Action Committee (IRAC)". IRAC. Retrieved 2021-11-30.
^ "Regulations.gov". www.regulations.gov. Retrieved 2021-11-30.
^ Commission Implementing Regulation (EU) 2015/2084 of 18 November 2015 approving the active substance flupyradifurone, in accordance with Regulation (EC) No 1107/2009 of the European Parliament and of the Council concerning the placing of plant protection products on the market, and amending the Annex to Commission Implementing Regulation (EU) No 540/2011 (Text with EEA relevance), 2015-11-19, retrieved 2021-12-01

[1] Jeschke, Peter; Nauen, Ralf; Beck, Michael Edmund (2013). "Nicotinic Acetylcholine Receptor Agonists: A Milestone for Modern Crop Protection". Angewandte Chemie International Edition. 52 (36): 9464–9485. doi:10.1002/anie.201302550. ISSN 1521-3773. PMID 23934864.

[:0-2] Cite error: The named reference :0 was invoked but never defined (see the help page).

[3] "Interactive MoA Classification | Insecticide Resistance Action Committee (IRAC)". IRAC. Retrieved 2021-11-30.

[4] "Regulations.gov". www.regulations.gov. Retrieved 2021-11-30.

[5] Commission Implementing Regulation (EU) 2015/2084 of 18 November 2015 approving the active substance flupyradifurone, in accordance with Regulation (EC) No 1107/2009 of the European Parliament and of the Council concerning the placing of plant protection products on the market, and amending the Annex to Commission Implementing Regulation (EU) No 540/2011 (Text with EEA relevance), 2015-11-19, retrieved 2021-12-01

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