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Flupyradifurone information


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 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:133997
ChemSpider
  • 26050805 checkY
ECHA InfoCard 100.231.094 Edit this at Wikidata
EC Number
  • 804-373-8
PubChem CID
  • 16752772
UNII
  • 8H7JT159D0 checkY
CompTox Dashboard (EPA)
  • DTXSID10872811 Edit this at Wikidata
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
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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]

  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.
  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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Flupyradifurone

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Flupyradifurone is a systemic butenolide insecticide developed by Bayer CropScience under the name Sivanto. Flupyradifurone protects crops from sap-feeding...

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Insecticide

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in their mode of action, that have so far only one representative: flupyradifurone. They are acetylcholine receptor agonists, like neonicotinoids, but...

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"Lethal and sublethal synergistic effects of a new systemic pesticide, flupyradifurone (Sivanto®), on honeybees". Proceedings of the Royal Society B: Biological...

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List of insecticides

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flufenprox [Wikidata] flufiprole [Wikidata] fluhexafon [Wikidata] flupyradifurone flupyrazofos [Wikidata] flupyrimin flupyroxystrobin fluralaner flursulamid...

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Stemona

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and pesticidal compounds. The chemical structure of the insecticide flupyradifurone was inspired by stemofoline. 1892 illustration by J.N. Fitch (d. 1927)...

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Neonicotinoid

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cycloxaprid, imidaclothiz, paichongding, sulfoxaflor, guadipyr and flupyradifurone. Imidacloprid has been the most widely used insecticide in the world...

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Erasmoneura vulnerata

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be the most effective against E. vulnerata include acetamiprid and flupyradifurone. A single application of these at the beginning of the 2nd generation...

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