Basic Info

Common NameFluazifop-Butyl(F05069)
2D Structure
Description

Fluazifop-butyl is an aryloxyphenoxypropionic herbicide used for postemergence control of annual and perennial grass weeds. This substance is a derivative of fluazifop. Fluazifop-butyl is a different compound than either fluazifop or fluazifop-p-butyl. Both the chemical structures and the toxicities of these compounds are different. Fluazifop-p-butyl formulations can contain some fluazifop-butyl.

FRCD IDF05069
CAS Number69806-50-4
PubChem CID50897
FormulaC19H20F3NO4
IUPAC Name

butyl 2-[4-[5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoate

InChI Key

VAIZTNZGPYBOGF-UHFFFAOYSA-N

InChI

InChI=1S/C19H20F3NO4/c1-3-4-11-25-18(24)13(2)26-15-6-8-16(9-7-15)27-17-10-5-14(12-23-17)19(20,21)22/h5-10,12-13H,3-4,11H2,1-2H3

Canonical SMILES

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

Isomeric SMILES

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

Synonyms
        
            FLUAZIFOP-BUTYL
        
            Hache uno super
        
            Fluazifop butyl
        
            Fusilade
        
            Halokon
        
            Onecide
        
            69806-50-4
        
            Onecide EC
        
            Fusilade 4E
        
            Caswell No. 460C
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
Subclass2-phenoxypropionic acid esters
Intermediate Tree NodesNot available
Direct Parent2-phenoxypropionic acid esters
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents2-phenoxypropionic acid ester - Diaryl ether - Phenoxyacetate - Phenoxy compound - Phenol ether - Alkyl aryl ether - Pyridine - Heteroaromatic compound - Carboxylic acid ester - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organonitrogen compound - Organofluoride - Organohalogen compound - Organooxygen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Carbonyl group - Alkyl halide - Alkyl fluoride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-phenoxypropionic acid esters. These are aromatic compounds hat contain a phenol ether attached to the C2-atom of a phenylpropionic acid ester.

Properties

Property NameProperty Value
Molecular Weight383.367
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count9
Complexity453
Monoisotopic Mass383.134
Exact Mass383.134
XLogP4.5
Formal Charge0
Heavy Atom Count27
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+0.9919
Human Intestinal AbsorptionHIA+0.9967
Caco-2 PermeabilityCaco2+0.5697
P-glycoprotein SubstrateNon-substrate0.6035
P-glycoprotein InhibitorNon-inhibitor0.8593
Non-inhibitor0.9065
Renal Organic Cation TransporterNon-inhibitor0.8283
Distribution
Subcellular localizationMitochondria0.7397
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8513
CYP450 2D6 SubstrateNon-substrate0.7595
CYP450 3A4 SubstrateSubstrate0.6911
CYP450 1A2 InhibitorInhibitor0.6441
CYP450 2C9 InhibitorInhibitor0.6212
CYP450 2D6 InhibitorNon-inhibitor0.9008
CYP450 2C19 InhibitorInhibitor0.6066
CYP450 3A4 InhibitorNon-inhibitor0.7670
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7481
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9975
Non-inhibitor0.7259
AMES ToxicityNon AMES toxic0.7116
CarcinogensNon-carcinogens0.9142
Fish ToxicityHigh FHMT0.5442
Tetrahymena Pyriformis ToxicityHigh TPT0.9957
Honey Bee ToxicityLow HBT0.5305
BiodegradationNot ready biodegradable0.9357
Acute Oral ToxicityIII0.7715
Carcinogenicity (Three-class)Non-required0.5717

Model Value Unit
Absorption
Aqueous solubility-4.2095LogS
Caco-2 Permeability1.0182LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1665LD50, mol/kg
Fish Toxicity0.4189pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9541pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
RhubarbAustralia0.02mg/kg
CarlicAustralia0.05mg/kg
AvocadoAustralia0.02mg/kg
TomatoAustralia0.1mg/kg
SimazineAustralia0.1mg/kg
Citrus FruitsAustralia0.02mg/kg
OliveAustralia0. 05mg/kg
CarrotsAustralia0.1mg/kg
WelshAustralia0.5mg/kg
ChicoryAustralia0.05mg/kg
Coffee BeanAustralia1mg/kg
PotatoAustralia0.05mg/kg
CeleryAustralia0.02mg/kg
Leaf LettuceAustralia0.05mg/kg
HopAustralia0.05mg/kg
Sweet PepperAustralia0.02mg/kg
BananasAustralia0.02mg/kg
LupinsAustralia0.1mg/kg
Welsh OnionKorea0.2ppm
Soya BeanKorea1ppm