Basic Info

Common NameClopidol(F06078)
2D Structure
FRCD IDF06078
CAS Number2971-90-6
PubChem CID18087
FormulaC7H7Cl2NO
IUPAC Name

3,5-dichloro-2,6-dimethyl-1H-pyridin-4-one

InChI Key

ZDPIZLCVJAAHHR-UHFFFAOYSA-N

InChI

InChI=1S/C7H7Cl2NO/c1-3-5(8)7(11)6(9)4(2)10-3/h1-2H3,(H,10,11)

Canonical SMILES

CC1=C(C(=O)C(=C(N1)C)Cl)Cl

Isomeric SMILES

CC1=C(C(=O)C(=C(N1)C)Cl)Cl

Synonyms
        
            Clopidol
        
            2971-90-6
        
            Meticlorpindol
        
            Coyden
        
            Coccidiostat C
        
            3,5-dichloro-2,6-dimethylpyridin-4-ol
        
            Metichlorpindol
        
            Lerbek
        
            Methylchlorpindol
        
            Methylchloropindol
        
Classifies
                

                  
                    Veterinary Drug
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassHalopyridines
Intermediate Tree NodesNot available
Direct ParentPolyhalopyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPolyhalopyridine - Dihydropyridine - Methylpyridine - Aryl chloride - Aryl halide - Hydropyridine - Vinylogous amide - Heteroaromatic compound - Cyclic ketone - Azacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom.

Properties

Property NameProperty Value
Molecular Weight192.039
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity252
Monoisotopic Mass190.99
Exact Mass190.99
XLogP2.6
Formal Charge0
Heavy Atom Count11
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+0.9828
Human Intestinal AbsorptionHIA+0.9967
Caco-2 PermeabilityCaco2+0.7846
P-glycoprotein SubstrateNon-substrate0.7686
P-glycoprotein InhibitorNon-inhibitor0.9500
Non-inhibitor0.9932
Renal Organic Cation TransporterNon-inhibitor0.8332
Distribution
Subcellular localizationMitochondria0.7152
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8061
CYP450 2D6 SubstrateNon-substrate0.7316
CYP450 3A4 SubstrateNon-substrate0.5520
CYP450 1A2 InhibitorInhibitor0.7984
CYP450 2C9 InhibitorNon-inhibitor0.9633
CYP450 2D6 InhibitorNon-inhibitor0.7518
CYP450 2C19 InhibitorNon-inhibitor0.7046
CYP450 3A4 InhibitorNon-inhibitor0.8310
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8257
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8646
Non-inhibitor0.9028
AMES ToxicityNon AMES toxic0.5675
CarcinogensNon-carcinogens0.9178
Fish ToxicityHigh FHMT0.7621
Tetrahymena Pyriformis ToxicityHigh TPT0.8954
Honey Bee ToxicityLow HBT0.5977
BiodegradationNot ready biodegradable0.9465
Acute Oral ToxicityIII0.5935
Carcinogenicity (Three-class)Non-required0.6417

Model Value Unit
Absorption
Aqueous solubility-2.2817LogS
Caco-2 Permeability1.8183LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.6827LD50, mol/kg
Fish Toxicity1.7849pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2469pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
ParsleyJapan0.2ppm
ParsnipJapan0.2ppm
CarrotJapan0.2ppm

References

TitleJournalDatePubmed ID
Development of a single-run analytical method for the detection of ten multiclassemerging contaminants in agricultural soil using an acetate-buffered QuEChERSmethod coupled with LC-MS/MS.J Sep Sci2017 Jan27863002
Veterinary drug residues in domestic and imported foods of animal origin in theRepublic of Korea.Food Addit Contam Part B Surveill201525537072
The efficacy of anticoccidial products against Eimeria spp. in northernbobwhites.Avian Dis2011 Mar21500637
[Determination of clopidol residues in chicken muscle by gas chromatography-mass spectrometry].Se Pu2009 Jan19449548
Monitoring of domestic and imported eggs for veterinary drug residues by theCanadian Food Inspection Agency.J Agric Food Chem2000 Dec11141296
Anticoccidial drugs for preventive therapy in intensively reared pheasants.Vet Rec1981 Dec 197336544
The short-term toxicity of some feed additives to different freshwater organisms.Bull Environ Contam Toxicol1976 Jun938765
Efficacy of selected oral chemotherapeutants against Ichthyophthirius multifiliis(Ciliophora: Ophyroglenidae) infecting rainbow trout Oncorhynchus mykiss.NoneNone12887250