Basic Info

Common NamePyrifenox(F06041)
2D Structure
FRCD IDF06041
CAS Number88283-41-4
PubChem CID55790
FormulaC14H12Cl2N2O
IUPAC Name

1-(2,4-dichlorophenyl)-N-methoxy-2-pyridin-3-ylethanimine

InChI Key

CKPCAYZTYMHQEX-UHFFFAOYSA-N

InChI

InChI=1S/C14H12Cl2N2O/c1-19-18-14(7-10-3-2-6-17-9-10)12-5-4-11(15)8-13(12)16/h2-6,8-9H,7H2,1H3

Canonical SMILES

CON=C(CC1=CN=CC=C1)C2=C(C=C(C=C2)Cl)Cl

Isomeric SMILES

CON=C(CC1=CN=CC=C1)C2=C(C=C(C=C2)Cl)Cl

Synonyms
        
            1-(2,4-dichlorophenyl)-N-methoxy-2-pyridin-3-ylethanimine
        
            Pyrifenox
        
            CKPCAYZTYMHQEX-UHFFFAOYSA-N
        
            88283-41-4
        
            CHEBI:81972
        
            AC1L1JSB
        
            SCHEMBL22695
        
            CHEMBL1863315
        
            DTXSID2042359
        
            CTK8E8532
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesChlorobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents1,3-dichlorobenzene - Aryl chloride - Aryl halide - Pyridine - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.

Properties

Property NameProperty Value
Molecular Weight295.163
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Complexity312
Monoisotopic Mass294.033
Exact Mass294.033
XLogP2.5
Formal Charge0
Heavy Atom Count19
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9928
Human Intestinal AbsorptionHIA+0.9909
Caco-2 PermeabilityCaco2+0.6016
P-glycoprotein SubstrateNon-substrate0.6333
P-glycoprotein InhibitorNon-inhibitor0.6806
Non-inhibitor0.9331
Renal Organic Cation TransporterInhibitor0.5128
Distribution
Subcellular localizationMitochondria0.7601
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7673
CYP450 2D6 SubstrateNon-substrate0.7751
CYP450 3A4 SubstrateSubstrate0.5152
CYP450 1A2 InhibitorInhibitor0.7799
CYP450 2C9 InhibitorInhibitor0.5650
CYP450 2D6 InhibitorNon-inhibitor0.6893
CYP450 2C19 InhibitorInhibitor0.8446
CYP450 3A4 InhibitorNon-inhibitor0.6718
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8174
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8986
Non-inhibitor0.8014
AMES ToxicityNon AMES toxic0.7443
CarcinogensNon-carcinogens0.7135
Fish ToxicityHigh FHMT0.6234
Tetrahymena Pyriformis ToxicityHigh TPT0.9701
Honey Bee ToxicityLow HBT0.7196
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7771
Carcinogenicity (Three-class)Non-required0.6151

Model Value Unit
Absorption
Aqueous solubility-3.6468LogS
Caco-2 Permeability1.4352LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2691LD50, mol/kg
Fish Toxicity1.1406pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.2543pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other SpicesJapan0.1ppm
TeaJapan5. oppm
Japanese PersimmonJapan2. oppm
GrapeJapan2. oppm
Other BerriesJapan1.0ppm
HuckleberryJapan1.0ppm
CranberryJapan1.0ppm
BlueberryJapan1.0ppm
BlackberryJapan1.0ppm
RaspberryJapan1.0ppm
StrawberryJapan2. oppm
CherryJapan0.2ppm
Mume PlumJapan0.2ppm
Japanese Plum(Including Prune)Japan0.2ppm
ApricotJapan0.2ppm
NectarineJapan0.2ppm
PeachJapan2. oppm
LoquatJapan0.2ppm
QuinceJapan0.2ppm
PearJapan0.5ppm