Flupyradifurone

Names

[ Name ]:
Flupyradifurone

[Synonym ]:
4-[(6-chloro-3-pyridylmethyl)(2,2-difluoroethyl)amino]furan-2(5H)-one
4-{[(6-chloropyrid-3-yl)methyl](2,2-difluoro-ethyl)amino}furan-2(5H)-one
4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one
Flupyradifurone [ISO]
4-{[(6-chloropyrid-3-yl)methyl](2,2-difluorethyl)amino}furan-2(5H)-one
4-[[(6-chloro-3-pyridinyl)methyl](2,2-difluoroethyl)amino]-2(5H)-furanone
3-[(6-chloropyridin-3-yl)-(2,2-difluoroethyl)amino]-2H-furan-5-one

Biological Activity

[Description]:

Flupyradifurone is a systemic nAChR agonist that interferes with signal transduction in the central nervous system of sucking pests. Flupyradifurone can be used as a butenolide insecticide[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR

Signaling Pathways >> Neuronal Signaling >> nAChR

[In Vitro]

Flupyradifurone is a butenolide insecticide that activates insect nAChRs. Flupyradifurone is a butenolide insecticide and is considered friendly to honey bee fitness[1]. Flupyradifurone (FLF), an insecticide, compete with imidacloprid (IMI) for the same high affinity-binding site at the insect nAChR, the modulation of which leads to the toxic end point[2].

[In Vivo]

The half-life of Flupyradifurone in peppers is 2.6-3.8 days. The national estimated daily intake of Flupyradifurone is 0.00094 mg/kg[3].

[References]

[1]. Yi Guo, et al. The Effects of Exposure to Flupyradifurone on Survival, Development, and Foraging Activity of Honey Bees (Apis mellifera L.) under Field Conditions. Insects. 2021 Apr 16;12(4):357.

[2]. Mark Montgomery, et al. Structural Biology-Guided Design, Synthesis, and Biological Evaluation of Novel Insect Nicotinic Acetylcholine Receptor Orthosteric Modulators. J Med Chem. 2022 Jan 5.

[3]. Yizhi Feng, et al. Determination, residue analysis, dietary risk assessment, and processing of flupyradifurone and its metabolites in pepper under field conditions using LC-MS/MS. Biomed Chromatogr. 2022 Jan 3;e5312.

Chemical & Physical Properties

[ Melting Point ]:
69°C(lit.)

[ Molecular Formula ]:
C₁₂H₁₁ClF₂N₂O₂

[ Molecular Weight ]:
288.67800

[ Exact Mass ]:
288.04800

[ PSA ]:
42.43000

[ LogP ]:
2.24280

MSDS

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Safety Information

[ Hazard Codes ]:
Xn

Synthetic Route

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Related Compounds

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