Fluazifop

Basic Info

Common NameFluazifop(F06116)
2D Structure
FRCD IDF06116
CAS Number86023-37-2
PubChem CID91701
FormulaC15H12F3NO4
IUPAC Name

2-[4-[5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid

InChI Key

YUVKUEAFAVKILW-UHFFFAOYSA-N

InChI

InChI=1S/C15H12F3NO4/c1-9(14(20)21)22-11-3-5-12(6-4-11)23-13-7-2-10(8-19-13)15(16,17)18/h2-9H,1H3,(H,20,21)

Canonical SMILES

CC(C(=O)O)OC1=CC=C(C=C1)OC2=NC=C(C=C2)C(F)(F)F

Isomeric SMILES

CC(C(=O)O)OC1=CC=C(C=C1)OC2=NC=C(C=C2)C(F)(F)F

Synonyms
        
            Propanoic acid, 2-(4-((5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)-, (+-)-
        
            Fluazifop
        
            69335-91-7
        
            Fluazifop [ANSI:BSI:ISO]
        
            CHEBI:83598
        
            (RS)-2-(4-(5-Trifluoromethyl-2-pyridyloxy)phenoxy)propionic acid
        
            2-[4-[5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid
        
            86023-37-2
        
            2-[4-(5-Trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid
        
            2-[4-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenoxy]propanoic acid
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
Subclass2-phenoxypropionic acids
Intermediate Tree NodesNot available
Direct ParentAryloxyphenoxypropionic acids
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAryloxyphenoxypropionic acid - Diaryl ether - Phenoxyacetate - Phenoxy compound - Phenol ether - Alkyl aryl ether - Pyridine - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Azacycle - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl halide - Organic oxygen compound - Alkyl fluoride - Organooxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as aryloxyphenoxypropionic acids. These are aromatic compounds containing a phenoxypropionic acid that is para-substituted with an aryl group.

Properties

Property NameProperty Value
Molecular Weight327.259
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Complexity397
Monoisotopic Mass327.072
Exact Mass327.072
XLogP2.9
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9851
Human Intestinal AbsorptionHIA+0.9893
Caco-2 PermeabilityCaco2+0.5272
P-glycoprotein SubstrateNon-substrate0.7244
P-glycoprotein InhibitorNon-inhibitor0.9518
Non-inhibitor0.9424
Renal Organic Cation TransporterNon-inhibitor0.9069
Distribution
Subcellular localizationMitochondria0.7985
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7606
CYP450 2D6 SubstrateNon-substrate0.7581
CYP450 3A4 SubstrateSubstrate0.5310
CYP450 1A2 InhibitorNon-inhibitor0.6400
CYP450 2C9 InhibitorNon-inhibitor0.8350
CYP450 2D6 InhibitorNon-inhibitor0.9407
CYP450 2C19 InhibitorNon-inhibitor0.8623
CYP450 3A4 InhibitorNon-inhibitor0.9042
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8234
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9985
Non-inhibitor0.8818
AMES ToxicityNon AMES toxic0.8112
CarcinogensNon-carcinogens0.9091
Fish ToxicityLow FHMT0.5157
Tetrahymena Pyriformis ToxicityHigh TPT0.9399
Honey Bee ToxicityLow HBT0.5117
BiodegradationNot ready biodegradable0.9437
Acute Oral ToxicityIII0.5950
Carcinogenicity (Three-class)Non-required0.4769
Model Value Unit
Absorption
Aqueous solubility-3.6267LogS
Caco-2 Permeability0.7028LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6276LD50, mol/kg
Fish Toxicity0.7560pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4731pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
GrapefruitJapan0.1ppm
LemonJapan0.1ppm
Other Poultry Animals,MuscleJapan0.05ppm
Other Poultry,EggsJapan0.05ppm
Chicken,EggsJapan0.05ppm
Other Poultry Animals,Edible OffalJapan0.05ppm
Chicken,Edible OffalJapan0.05ppm
Other Poultry Animals,KidneyJapan0.05ppm
Chicken,KidneyJapan0.05ppm
Other Poultry Animals,LiverJapan0.05ppm
Chicken,LiverJapan0.05ppm
Other Poultry Animals,FatJapan0.05ppm
Chicken,FatJapan0.05ppm
Chicken,MuscleJapan0.05ppm
MilkJapan0.05ppm
Other Terrestrial Mammals,Edible OffalJapan0.05ppm
Pig,Edible OffalJapan0.05ppm
Cattle,Edible OffalJapan0.05ppm
Other Terrestrial Mammals,KidneyJapan0.05ppm
Pig,KidneyJapan0.05ppm

References

TitleJournalDatePubmed ID
Development of a QuEChERS-Based Method for the Simultaneous Determination ofAcidic Pesticides, Their Esters, and Conjugates Following Alkaline Hydrolysis.J Agric Food Chem2017 Feb 1528099798
Enantioselective degradation and chiral stability of the herbicidefluazifop-butyl in soil and water.Chemosphere2016 Mar26735732
Molecular basis for resistance to ACCase-inhibiting fluazifop in Eleusine indica from Malaysia.Pestic Biochem Physiol2014 May24861927
Estimation of the validation parameters for a fast analysis of herbicide residuesby LC-MS/MS.Food Addit Contam Part A Chem Anal Control Expo Risk Assess201424499026
Embryonic toxicity of insecticide Sumithion 50 EC and herbicide Fusilade S in pheasants after individual or combined administration.Acta Vet Hung199910213937
Effects of the selective herbicide fluazifop on fatty acid synthesis in pea(Pisum sativum) and barley (Hordeum vulgare).Biochem J1988 Sep 153196294