Flupyradifurone

Basic Info

Common NameFlupyradifurone(F06283)
2D Structure
FRCD IDF06283
CAS Number951659-40-8
PubChem CID16752772
FormulaC12H11ClF2N2O2
IUPAC Name

3-[(6-chloropyridin-3-yl)methyl-(2,2-difluoroethyl)amino]-2H-furan-5-one

InChI Key

QOIYTRGFOFZNKF-UHFFFAOYSA-N

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

Canonical SMILES

C1C(=CC(=O)O1)N(CC2=CN=C(C=C2)Cl)CC(F)F

Isomeric SMILES

C1C(=CC(=O)O1)N(CC2=CN=C(C=C2)Cl)CC(F)F

Synonyms
        
            Flupyradifurone
        
            951659-40-8
        
            UNII-8H7JT159D0
        
            8H7JT159D0
        
            Flupyradifurone [ISO]
        
            Flupyradifuron
        
            Sivanto
        
            4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one
        
            4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one
        
            SCHEMBL123283
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassHalopyridines
Intermediate Tree NodesNot available
Direct Parent2-halopyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAralkylamine - 2-halopyridine - 2-furanone - Aryl chloride - Aryl halide - Heteroaromatic compound - Vinylogous amide - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Dihydrofuran - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Enamine - Alkyl fluoride - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-halopyridines. These are organic compounds containing a pyridine ring substituted at the 2-position by a halogen atom.

Properties

Property NameProperty Value
Molecular Weight288.679
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Complexity366
Monoisotopic Mass288.048
Exact Mass288.048
XLogP2.3
Formal Charge0
Heavy Atom Count19
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8812
Human Intestinal AbsorptionHIA+0.9945
Caco-2 PermeabilityCaco2+0.5000
P-glycoprotein SubstrateNon-substrate0.6262
P-glycoprotein InhibitorNon-inhibitor0.8398
Non-inhibitor0.9178
Renal Organic Cation TransporterNon-inhibitor0.6156
Distribution
Subcellular localizationMitochondria0.4542
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7975
CYP450 2D6 SubstrateNon-substrate0.7772
CYP450 3A4 SubstrateNon-substrate0.5727
CYP450 1A2 InhibitorInhibitor0.5559
CYP450 2C9 InhibitorNon-inhibitor0.8118
CYP450 2D6 InhibitorNon-inhibitor0.8426
CYP450 2C19 InhibitorNon-inhibitor0.6778
CYP450 3A4 InhibitorNon-inhibitor0.8864
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5475
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6668
Non-inhibitor0.8361
AMES ToxicityNon AMES toxic0.5985
CarcinogensNon-carcinogens0.8951
Fish ToxicityHigh FHMT0.9401
Tetrahymena Pyriformis ToxicityHigh TPT0.9290
Honey Bee ToxicityLow HBT0.7795
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.5841
Carcinogenicity (Three-class)Non-required0.5151
Model Value Unit
Absorption
Aqueous solubility-2.8977LogS
Caco-2 Permeability0.9545LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5191LD50, mol/kg
Fish Toxicity1.1410pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5055pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pistachios0120100European Union0.01*24/11/2016
Walnuts0120110European Union0.01*24/11/2016
Others (2)0120990European Union0.01*24/11/2016
Pome fruits0130000European Union0.424/11/2016
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.424/11/2016
Pears (Nashi pears/Oriental pears, Wild pears, Ya pears/Chinese white pears,)0130020European Union0.424/11/2016
Quinces (Chinese quinces, Japanese quinces,)0130030European Union0.424/11/2016
Medlars0130040European Union0.424/11/2016
Loquats/Japanese medlars0130050European Union0.424/11/2016
Others (2)0130990European Union0.424/11/2016
Stone fruits0140000European Union0.01*24/11/2016
Apricots (Japanese apricots/Umes, Nectacots,)0140010European Union0.01*24/11/2016
Cherries (sweet) (Black cherries, Capulins, Chokecherries, Cornelian cherries/European corniols, Nanking cherries, Sour cherries/morello cherries,)0140020European Union0.01*24/11/2016
Peaches (Flat peaches/saturn peaches/paraguayas, Nectarines, Other hybrids of Persica vulgaris; syn: Prunus persica, not elsewhere mentioned,)0140030European Union0.01*24/11/2016
Rhubarbs0270070European Union0.01*24/11/2016
Plums (American plums, Beach plums, Cherry plums /myrabolans, Chickasaw plums, Chinese jujubes/red dates/Chinese dates, Damsons/ bullaces, Gages/greengages/Reine Claudes, Japanese plums, Klamath pl...0140040European Union0.01*24/11/2016
Others (2)0140990European Union0.01*24/11/2016
(a) grapes0151000European Union0.824/11/2016
Table grapes (Kiwiberries/dwarf kiwi (2), Schisandra berries,)0151010European Union0.824/11/2016
Wine grapes (Amur river grapes, Muscadine grapes,)0151020European Union0.824/11/2016

References

TitleJournalDatePubmed ID
Relative Toxicity of Two Aphicides to Hippodamia convergens (Coleoptera: Coccinellidae): Implications for Integrated Management of Sugarcane Aphid, Melanaphis sacchari (Hemiptera: Aphididae).J Econ Entomol2017 Feb 128039423