Basic Info

Common NameFluopicolide(F06232)
2D Structure
FRCD IDF06232
CAS Number239110-15-7
PubChem CID11159021
FormulaC14H8Cl3F3N2O
IUPAC Name

2,6-dichloro-N-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl]benzamide

InChI Key

GBOYJIHYACSLGN-UHFFFAOYSA-N

InChI

InChI=1S/C14H8Cl3F3N2O/c15-8-2-1-3-9(16)12(8)13(23)22-6-11-10(17)4-7(5-21-11)14(18,19)20/h1-5H,6H2,(H,22,23)

Canonical SMILES

C1=CC(=C(C(=C1)Cl)C(=O)NCC2=C(C=C(C=N2)C(F)(F)F)Cl)Cl

Isomeric SMILES

C1=CC(=C(C(=C1)Cl)C(=O)NCC2=C(C=C(C=N2)C(F)(F)F)Cl)Cl

Synonyms
        
            2,6-Dichloro-N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)benzamide
        
            Fluopicolide
        
            239110-15-7
        
            UNII-6TRO75M67P
        
            6TRO75M67P
        
            2,6-Dichloro-N-[3-chloro-5-(trifluoromethyl)-2-pyridylmethyl]benzamide
        
            2,6-dichloro-N-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl]benzamide
        
            2,6-dichloro-N-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl}benzamide
        
            Fluopicolide [ISO]
        
            HSDB 7886
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesChlorobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents1,3-dichlorobenzene - Aryl chloride - Aryl halide - Pyridine - Heteroaromatic compound - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Azacycle - Organonitrogen compound - Organofluoride - Organochloride - Organohalogen compound - Organopnictogen compound - Alkyl halide - Organooxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Alkyl fluoride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.

Properties

Property NameProperty Value
Molecular Weight383.576
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Complexity415
Monoisotopic Mass381.965
Exact Mass381.965
XLogP4.4
Formal Charge0
Heavy Atom Count23
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+0.9935
Human Intestinal AbsorptionHIA+0.9949
Caco-2 PermeabilityCaco2+0.5145
P-glycoprotein SubstrateNon-substrate0.6176
P-glycoprotein InhibitorNon-inhibitor0.7277
Non-inhibitor0.9581
Renal Organic Cation TransporterNon-inhibitor0.6035
Distribution
Subcellular localizationMitochondria0.8283
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8519
CYP450 2D6 SubstrateNon-substrate0.7651
CYP450 3A4 SubstrateNon-substrate0.5265
CYP450 1A2 InhibitorInhibitor0.8534
CYP450 2C9 InhibitorNon-inhibitor0.6349
CYP450 2D6 InhibitorNon-inhibitor0.8216
CYP450 2C19 InhibitorInhibitor0.8646
CYP450 3A4 InhibitorNon-inhibitor0.5214
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7976
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9649
Non-inhibitor0.5547
AMES ToxicityNon AMES toxic0.6592
CarcinogensNon-carcinogens0.8525
Fish ToxicityLow FHMT0.7609
Tetrahymena Pyriformis ToxicityHigh TPT0.9950
Honey Bee ToxicityLow HBT0.8667
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.5821
Carcinogenicity (Three-class)Non-required0.7148

Model Value Unit
Absorption
Aqueous solubility-3.6502LogS
Caco-2 Permeability1.5055LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5874LD50, mol/kg
Fish Toxicity1.5950pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.2208pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Walnuts0120110European Union0.01*26/06/2018
Citrus fruits0110000European Union0.01*26/06/2018
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*26/06/2018
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*26/06/2018
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*26/06/2018
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*26/06/2018
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*26/06/2018
Others (2)0110990European Union0.01*26/06/2018
Tree nuts0120000European Union0.01*26/06/2018
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*26/06/2018
Brazil nuts0120020European Union0.01*26/06/2018
Cashew nuts0120030European Union0.01*26/06/2018
Chestnuts0120040European Union0.01*26/06/2018
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*26/06/2018
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*26/06/2018
Macadamias0120070European Union0.01*26/06/2018
Pecans (Hickory nuts,)0120080European Union0.01*26/06/2018
Pistachios0120100European Union0.01*26/06/2018
Pome fruits0130000European Union0.01*26/06/2018
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.01*26/06/2018

References

TitleJournalDatePubmed ID
Dissipation kinetics, pre-harvest residue limits, and hazard quotient assessmentsof pesticides flubendiamide and fluopicolide in Korean melon (Cucumis melo L.var. makuwa) grown under regulated conditions in plastic greenhouses.Environ Sci Pollut Res Int2017 Oct28799066
Multilocation field trials for risk assessment of a combination fungicideFluopicolide + Propamocarb in tomato.Environ Monit Assess2016 Nov27709463
Determination of Fluopicolide in Livestock Products and Seafood by LC-MS/MS.Shokuhin Eiseigaku Zasshi201627558226
[Determination of six novel amide fungicides in vegetables and fruits by liquidchromatography-tandem mass spectrometry].Se Pu2013 Oct24432637
Chemical control of downy mildew on lettuce and basil under greenhouse.Commun Agric Appl Biol Sci200920222581