Basic Info

Common NameQuizalofop-P-Ethyl(F05767)
2D Structure
FRCD IDF05767
CAS Number100646-51-3
PubChem CID1617113
FormulaC19H17ClN2O4
IUPAC Name

ethyl (2R)-2-[4-(6-chloroquinoxalin-2-yl)oxyphenoxy]propanoate

InChI Key

OSUHJPCHFDQAIT-GFCCVEGCSA-N

InChI

InChI=1S/C19H17ClN2O4/c1-3-24-19(23)12(2)25-14-5-7-15(8-6-14)26-18-11-21-17-10-13(20)4-9-16(17)22-18/h4-12H,3H2,1-2H3/t12-/m1/s1

Canonical SMILES

CCOC(=O)C(C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl

Isomeric SMILES

CCOC(=O)[C@@H](C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl

Synonyms
        
            Quizalofop-p-ethyl
        
            100646-51-3
        
            Assure II
        
            Targa Super
        
            Quizalofop-P-ethyl [ISO]
        
            UNII-1U4923B12R
        
            DPX-Y6202-31
        
            NCI-861094
        
            Ethyl (R)-2-(4-((6-chloro-2-quinoxalinyl)oxy)phenoxy)propanoate
        
            1U4923B12R
        
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 heteropolycyclic compounds
Substituents2-phenoxypropionic acid ester - Diaryl ether - Phenoxyacetate - Diazanaphthalene - Quinoxaline - Phenol ether - Phenoxy compound - Alkyl aryl ether - Aryl chloride - Aryl halide - Pyrazine - Heteroaromatic compound - Carboxylic acid ester - Azacycle - Carboxylic acid derivative - Organoheterocyclic compound - Ether - Monocarboxylic acid or derivatives - Organohalogen compound - Carbonyl group - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organochloride - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Aromatic heteropolycyclic 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 Weight372.805
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Complexity459
Monoisotopic Mass372.088
Exact Mass372.088
XLogP4.3
Formal Charge0
Heavy Atom Count26
Defined Atom Stereocenter Count1
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+0.9375
Human Intestinal AbsorptionHIA+0.9889
Caco-2 PermeabilityCaco2-0.5086
P-glycoprotein SubstrateSubstrate0.5144
P-glycoprotein InhibitorNon-inhibitor0.8456
Non-inhibitor0.8499
Renal Organic Cation TransporterNon-inhibitor0.8908
Distribution
Subcellular localizationMitochondria0.5180
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8713
CYP450 2D6 SubstrateNon-substrate0.7922
CYP450 3A4 SubstrateSubstrate0.6317
CYP450 1A2 InhibitorInhibitor0.8066
CYP450 2C9 InhibitorNon-inhibitor0.5521
CYP450 2D6 InhibitorNon-inhibitor0.9584
CYP450 2C19 InhibitorNon-inhibitor0.5194
CYP450 3A4 InhibitorNon-inhibitor0.7198
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8325
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9959
Non-inhibitor0.8185
AMES ToxicityNon AMES toxic0.6324
CarcinogensNon-carcinogens0.9070
Fish ToxicityLow FHMT0.5527
Tetrahymena Pyriformis ToxicityHigh TPT0.9743
Honey Bee ToxicityLow HBT0.6016
BiodegradationNot ready biodegradable0.9942
Acute Oral ToxicityIII0.7756
Carcinogenicity (Three-class)Non-required0.6247

Model Value Unit
Absorption
Aqueous solubility-4.3118LogS
Caco-2 Permeability0.8263LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.4188LD50, mol/kg
Fish Toxicity0.9059pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6834pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PotatoFrance0.05mg/kg
OnionsIsrael0.1mg/kg
VegetableAustria0.05mg/kg
FruitAustria0.05mg/kg
StrawberryFrance0.05mg/kg
MelonFrance0.05mg/kg
PepperFrance0.05mg/kg
PlumFrance0.05mg/kg
AubergineFrance0.05mg/kg
CeleryFrance0.1mg/kg
PeaFrance0.05mg/kg
TomatoIsrael0.1mg/kg
CabbageIsrael0.1mg/kg
Citrus FruitsIsrael0.1mg/kg
PeppersIsrael0.1mg/kg
CarrotsIsrael0.1mg/kg
CauliflowerIsrael0.1mg/kg
CucumbersIsrael0.1mg/kg
PearsIsrael0.1mg/kg
ApplesIsrael0.1mg/kg

References

TitleJournalDatePubmed ID
Chiral quizalofop-ethyl and its metabolite quizalofop-acid in soils: Enantioselective degradation, enzymes interaction and toxicity to Eisenia foetida.Chemosphere2016 Jun26971169