Dichlone

Basic Info

Common NameDichlone(F05760)
2D Structure
FRCD IDF05760
CAS Number117-80-6
PubChem CID8342
FormulaC10H4Cl2O2
IUPAC Name

2,3-dichloronaphthalene-1,4-dione

InChI Key

SVPKNMBRVBMTLB-UHFFFAOYSA-N

InChI

InChI=1S/C10H4Cl2O2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H

Canonical SMILES

C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)Cl

Isomeric SMILES

C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)Cl

Synonyms
        
            2,3-Dichloro-1,4-naphthoquinone
        
            117-80-6
        
            DICHLONE
        
            Diclone
        
            2,3-dichloronaphthalene-1,4-dione
        
            2,3-Dichloronaphthoquinone
        
            Phygon
        
            Algistat
        
            Sanquinon
        
            Uniroyal
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassNaphthalenes
SubclassNaphthoquinones
Intermediate Tree NodesNot available
Direct ParentNaphthoquinones
Alternative Parents
Molecular FrameworkAromatic homopolycyclic compounds
SubstituentsNaphthoquinone - Quinone - Aryl ketone - Alpha-haloketone - Alpha-chloroketone - Vinylogous halide - Ketone - Chloroalkene - Haloalkene - Vinyl halide - Vinyl chloride - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organochloride - Organohalogen compound - Organic oxide - Aromatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Properties

Property NameProperty Value
Molecular Weight227.04
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity301
Monoisotopic Mass225.959
Exact Mass225.959
XLogP3.4
Formal Charge0
Heavy Atom Count14
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+0.9369
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.8107
P-glycoprotein SubstrateNon-substrate0.6662
P-glycoprotein InhibitorNon-inhibitor0.5789
Non-inhibitor0.9568
Renal Organic Cation TransporterNon-inhibitor0.8167
Distribution
Subcellular localizationMitochondria0.7615
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7988
CYP450 2D6 SubstrateNon-substrate0.9007
CYP450 3A4 SubstrateNon-substrate0.5900
CYP450 1A2 InhibitorInhibitor0.9264
CYP450 2C9 InhibitorInhibitor0.8650
CYP450 2D6 InhibitorInhibitor0.5538
CYP450 2C19 InhibitorInhibitor0.8341
CYP450 3A4 InhibitorInhibitor0.5542
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7735
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7714
Non-inhibitor0.9257
AMES ToxicityAMES toxic0.9107
CarcinogensNon-carcinogens0.8811
Fish ToxicityHigh FHMT0.9802
Tetrahymena Pyriformis ToxicityHigh TPT0.9998
Honey Bee ToxicityHigh HBT0.7897
BiodegradationNot ready biodegradable0.9724
Acute Oral ToxicityII0.7318
Carcinogenicity (Three-class)Non-required0.5699
Model Value Unit
Absorption
Aqueous solubility-5.5170LogS
Caco-2 Permeability1.9956LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7041LD50, mol/kg
Fish Toxicity-0.9167pLC50, mg/L
Tetrahymena Pyriformis Toxicity2.2286pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
StrawberryJapan20ppm
CherryJapan3ppm
Japanese Plum(Including Prune)Japan3ppm
NectarineJapan3ppm
PeachJapan3ppm
AppleJapan3ppm