Basic Info

Common NameHalauxifen-Methyl(F06291)
2D Structure
FRCD IDF06291
CAS Number943831-98-9
PubChem CID16656802
FormulaC14H11Cl2FN2O3
IUPAC Name

methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

InChI Key

KDHKOPYYWOHESS-UHFFFAOYSA-N

InChI

InChI=1S/C14H11Cl2FN2O3/c1-21-13-7(15)4-3-6(11(13)17)9-5-8(18)10(16)12(19-9)14(20)22-2/h3-5H,1-2H3,(H2,18,19)

Canonical SMILES

COC1=C(C=CC(=C1F)C2=NC(=C(C(=C2)N)Cl)C(=O)OC)Cl

Isomeric SMILES

COC1=C(C=CC(=C1F)C2=NC(=C(C(=C2)N)Cl)C(=O)OC)Cl

Synonyms
        
            Halauxifen-methyl
        
            Halauxifen-methyl [ISO]
        
            UNII-81N578K123
        
            81N578K123
        
            943831-98-9
        
            Halauxifen methyl
        
            SCHEMBL115368
        
            DTXSID50241446
        
            KDHKOPYYWOHESS-UHFFFAOYSA-N
        
            Methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylate
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassPhenylpyridines
Intermediate Tree NodesNot available
Direct ParentPhenylpyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents2-phenylpyridine - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Phenol ether - Phenoxy compound - Methoxybenzene - Anisole - Halobenzene - Chlorobenzene - Fluorobenzene - Aminopyridine - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Aryl halide - Aryl fluoride - Aryl chloride - Heteroaromatic compound - Vinylogous halide - Methyl ester - Carboxylic acid ester - Amino acid or derivatives - Azacycle - Carboxylic acid derivative - Ether - Amine - Organochloride - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organofluoride - Organohalogen compound - Primary amine - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Properties

Property NameProperty Value
Molecular Weight345.151
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Complexity404
Monoisotopic Mass344.013
Exact Mass344.013
XLogP3.3
Formal Charge0
Heavy Atom Count22
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+0.8814
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.6439
P-glycoprotein SubstrateNon-substrate0.7235
P-glycoprotein InhibitorNon-inhibitor0.8723
Non-inhibitor0.8702
Renal Organic Cation TransporterNon-inhibitor0.8907
Distribution
Subcellular localizationMitochondria0.4962
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8127
CYP450 2D6 SubstrateNon-substrate0.8235
CYP450 3A4 SubstrateSubstrate0.5193
CYP450 1A2 InhibitorInhibitor0.8132
CYP450 2C9 InhibitorNon-inhibitor0.5761
CYP450 2D6 InhibitorNon-inhibitor0.8772
CYP450 2C19 InhibitorInhibitor0.6235
CYP450 3A4 InhibitorNon-inhibitor0.6604
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8566
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9883
Non-inhibitor0.8334
AMES ToxicityNon AMES toxic0.5555
CarcinogensNon-carcinogens0.8343
Fish ToxicityHigh FHMT0.8885
Tetrahymena Pyriformis ToxicityHigh TPT0.8164
Honey Bee ToxicityLow HBT0.7993
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.6500
Carcinogenicity (Three-class)Danger0.4778

Model Value Unit
Absorption
Aqueous solubility-4.8742LogS
Caco-2 Permeability1.2677LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1681LD50, mol/kg
Fish Toxicity0.7324pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5092pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Geese1030030European Union0.02*11/02/2016
Others (2) (Emu, Nandu/greater rhea, Ostrich, Other eggs producer birds,)1030990European Union0.02*11/02/2016
Honey and other apiculture products (7)1040000European Union0.05*11/02/2016
Terrestrial invertebrate animals (Earthworms, Insects, Snails, Other terrestrial invertebrate animals, Other edible snails not belonging to the genus Helix,)1060000European Union0.02*11/02/2016
Wild terrestrial vertebrate animals (Feathered wild game, Furred wild game, Kangaroos,)1070000European Union0.02*11/02/2016
Quail1030040European Union0.02*11/02/2016
Amphibians and Reptiles (Crocodiles, Frog legs, Snakes, Turtles, Other Amphibians and Reptiles, Other frog legs from frogs not belonging to the genus Rana,)1050000European Union0.02*11/02/2016