Basic Info

Common NamePyraflufen-Ethyl(F05436)
2D Structure
Description

Pyraflufen-ethyl is a herbicide used to control broad-leaved weeds and grasses in crops being selective with contact action.

FRCD IDF05436
CAS Number129630-19-9
PubChem CID182951
FormulaC15H13Cl2F3N2O4
IUPAC Name

ethyl 2-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1-methylpyrazol-3-yl]-4-fluorophenoxy]acetate

InChI Key

APTZNLHMIGJTEW-UHFFFAOYSA-N

InChI

InChI=1S/C15H13Cl2F3N2O4/c1-3-24-11(23)6-25-10-4-7(9(18)5-8(10)16)13-12(17)14(22(2)21-13)26-15(19)20/h4-5,15H,3,6H2,1-2H3

Canonical SMILES

CCOC(=O)COC1=C(C=C(C(=C1)C2=NN(C(=C2Cl)OC(F)F)C)F)Cl

Isomeric SMILES

CCOC(=O)COC1=C(C=C(C(=C1)C2=NN(C(=C2Cl)OC(F)F)C)F)Cl

Synonyms
        
            Ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy-1-methylpyrazol-3-yl)-4-fluorophenoxy]acetate
        
            Pyraflufen-ethyl
        
            129630-19-9
        
            UNII-XOC9Q2DLMI
        
            Pyraflufen-ethyl [ISO:BSI]
        
            XOC9Q2DLMI
        
            CHEBI:81828
        
            ethyl {2-chloro-5-[4-chloro-5-(difluoromethoxy)-1-methyl-1H-pyrazol-3-yl]-4-fluorophenoxy}acetate
        
            ethyl 2-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1-methylpyrazol-3-yl]-4-fluorophenoxy]acetate
        
            Thunderbolt
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassAzoles
SubclassPyrazoles
Intermediate Tree NodesNot available
Direct ParentPhenylpyrazoles
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPhenoxyacetate - Phenylpyrazole - Phenol ether - Phenoxy compound - Halobenzene - Fluorobenzene - Chlorobenzene - Alkyl aryl ether - Benzenoid - Aryl fluoride - Aryl chloride - Monocyclic benzene moiety - Aryl halide - Heteroaromatic compound - Carboxylic acid ester - Ether - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Azacycle - Organic nitrogen compound - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alkyl halide - Alkyl fluoride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Properties

Property NameProperty Value
Molecular Weight413.174
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Complexity480
Monoisotopic Mass412.02
Exact Mass412.02
XLogP4.8
Formal Charge0
Heavy Atom Count26
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+0.9549
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5297
P-glycoprotein SubstrateNon-substrate0.7844
P-glycoprotein InhibitorNon-inhibitor0.8497
Non-inhibitor0.8817
Renal Organic Cation TransporterNon-inhibitor0.8757
Distribution
Subcellular localizationMitochondria0.7831
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8393
CYP450 2D6 SubstrateNon-substrate0.8244
CYP450 3A4 SubstrateSubstrate0.6652
CYP450 1A2 InhibitorInhibitor0.6478
CYP450 2C9 InhibitorInhibitor0.6708
CYP450 2D6 InhibitorNon-inhibitor0.8470
CYP450 2C19 InhibitorInhibitor0.8673
CYP450 3A4 InhibitorNon-inhibitor0.8798
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8090
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9786
Non-inhibitor0.6620
AMES ToxicityNon AMES toxic0.6278
CarcinogensNon-carcinogens0.7773
Fish ToxicityHigh FHMT0.9931
Tetrahymena Pyriformis ToxicityHigh TPT0.9633
Honey Bee ToxicityLow HBT0.8426
BiodegradationNot ready biodegradable0.9956
Acute Oral ToxicityIII0.6714
Carcinogenicity (Three-class)Non-required0.4972

Model Value Unit
Absorption
Aqueous solubility-3.4153LogS
Caco-2 Permeability0.9528LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6651LD50, mol/kg
Fish Toxicity1.1410pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5083pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
BarleyBritain0.02mg/kg
RyeBritain0.02mg/kg
WheatBritain0.02mg/kg
HopBritain0.05mg/kg
TeaBritain0.05mg/kg
Ware PotatoesBritain0.02mg/kg
Early PotatoesBritain0.02mg/kg
Other OilseedsBritain0.05mg/kg
Hemp SeedBritain0.05mg/kg
Cotton SeedBritain0.05mg/kg
Mustard SeedBritain0.05mg/kg
Soya BeanBritain0.05mg/kg
Rape SeedBritain0.05mg/kg
Sunflower SeedBritain0.05mg/kg
Sesame SeedBritain0.05mg/kg
Poppy SeedBritain0.05mg/kg
PeanutsBritain0.05mg/kg
LinseedBritain0.05mg/kg
Other PulsesBritain0.02mg/kg
LupinsBritain0.02mg/kg