Haloxyfop

Basic Info

Common NameHaloxyfop(F05816)
2D Structure
FRCD IDF05816
CAS Number69806-34-4
PubChem CID50895
FormulaC15H11ClF3NO4
IUPAC Name

2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid

InChI Key

GOCUAJYOYBLQRH-UHFFFAOYSA-N

InChI

InChI=1S/C15H11ClF3NO4/c1-8(14(21)22)23-10-2-4-11(5-3-10)24-13-12(16)6-9(7-20-13)15(17,18)19/h2-8H,1H3,(H,21,22)

Canonical SMILES

CC(C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl

Isomeric SMILES

CC(C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl

Synonyms
        
            2-(4-((3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)phenoxy)propanoic acid
        
            HALOXYFOP
        
            69806-34-4
        
            Haloxyfop [ANSI:BSI:ISO]
        
            Haloxyfop-P
        
            GOCUAJYOYBLQRH-UHFFFAOYSA-N
        
            (RS)-2-(4-(3-Chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionic acid
        
            2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoic acid
        
            2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridyl]oxy]phenoxy]propanoic acid
        
            2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]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 - Aryl chloride - Aryl halide - Pyridine - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organochloride - Organohalogen compound - Alkyl halide - Organic oxide - Alkyl fluoride - Organic nitrogen compound - Carbonyl group - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Organopnictogen 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 Weight361.701
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Complexity429
Monoisotopic Mass361.033
Exact Mass361.033
XLogP4.2
Formal Charge0
Heavy Atom Count24
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+0.9803
Human Intestinal AbsorptionHIA+0.9871
Caco-2 PermeabilityCaco2+0.5548
P-glycoprotein SubstrateNon-substrate0.7062
P-glycoprotein InhibitorNon-inhibitor0.9520
Non-inhibitor0.9833
Renal Organic Cation TransporterNon-inhibitor0.9076
Distribution
Subcellular localizationMitochondria0.8006
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7399
CYP450 2D6 SubstrateNon-substrate0.7826
CYP450 3A4 SubstrateSubstrate0.5839
CYP450 1A2 InhibitorNon-inhibitor0.5351
CYP450 2C9 InhibitorNon-inhibitor0.8301
CYP450 2D6 InhibitorNon-inhibitor0.8894
CYP450 2C19 InhibitorNon-inhibitor0.7540
CYP450 3A4 InhibitorNon-inhibitor0.8930
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6799
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9956
Non-inhibitor0.8673
AMES ToxicityNon AMES toxic0.8620
CarcinogensNon-carcinogens0.9036
Fish ToxicityHigh FHMT0.6610
Tetrahymena Pyriformis ToxicityHigh TPT0.9719
Honey Bee ToxicityLow HBT0.6433
BiodegradationNot ready biodegradable0.9720
Acute Oral ToxicityIII0.4699
Carcinogenicity (Three-class)Non-required0.4341
Model Value Unit
Absorption
Aqueous solubility-4.1180LogS
Caco-2 Permeability0.7721LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7283LD50, mol/kg
Fish Toxicity0.8747pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5503pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*11/07/2017
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.01*11/07/2017
Citrus fruits0110000European Union0.01*11/07/2017
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*11/07/2017
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*11/07/2017
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*11/07/2017
Others (2)0830990European Union0.05*11/07/2017
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*11/07/2017
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*11/07/2017
Others (2)0110990European Union0.01*11/07/2017
Tree nuts0120000European Union0.01*11/07/2017
Cashew nuts0120030European Union0.01*11/07/2017
Chestnuts0120040European Union0.01*11/07/2017
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*11/07/2017
Macadamias0120070European Union0.01*11/07/2017
Pecans (Hickory nuts,)0120080European Union0.01*11/07/2017
Pistachios0120100European Union0.01*11/07/2017
Walnuts0120110European Union0.01*11/07/2017
Others (2)0120990European Union0.01*11/07/2017
Pome fruits0130000European Union0.01*11/07/2017

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
Basis of ACCase and ALS inhibitor resistance in Hordeum glaucum Steud.Pest Manag Sci2017 Aug27976507
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
Cross-resistance patterns to ACCase-inhibiting herbicides conferred by mutantACCase isoforms in Alopecurus myosuroides Huds. (black-grass), re-examined at therecommended herbicide field rate.Pest Manag Sci2008 Nov18537107
Off-line solid-phase microextraction and capillary electrophoresis massspectrometry to determine acidic pesticides in fruits.Anal Chem2003 Feb 112585470