Basic Info

Common NameFthalide(F05699)
2D Structure
FRCD IDF05699
CAS Number27355-22-2
PubChem CID33791
FormulaC8H2Cl4O2
IUPAC Name

4,5,6,7-tetrachloro-3H-2-benzofuran-1-one

InChI Key

NMWKWBPNKPGATC-UHFFFAOYSA-N

InChI

InChI=1S/C8H2Cl4O2/c9-4-2-1-14-8(13)3(2)5(10)7(12)6(4)11/h1H2

Canonical SMILES

C1C2=C(C(=C(C(=C2Cl)Cl)Cl)Cl)C(=O)O1

Isomeric SMILES

C1C2=C(C(=C(C(=C2Cl)Cl)Cl)Cl)C(=O)O1

Synonyms
        
            tetrachlorophthalide
        
            Fthalide
        
            4,5,6,7-TETRACHLOROPHTHALIDE
        
            Rabcide
        
            Bayer 96610
        
            27355-22-2
        
            KF-32
        
            Phthalide, 4,5,6,7-tetrachloro-
        
            1(3H)-Isobenzofuranone, 4,5,6,7-tetrachloro-
        
            4,5,6,7-Tetrachlorophthalidefthalide
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassIsocoumarans
SubclassIsobenzofuranones
Intermediate Tree NodesNot available
Direct ParentPhthalides
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsPhthalide - Aryl chloride - Aryl halide - Benzenoid - Vinylogous halide - Carboxylic acid ester - Lactone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Organooxygen compound - Organochloride - Organohalogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phthalides. These are compounds containing a 3-hydrocarbylidene-2-benzofuran-1(3H)-one moiety,.

Properties

Property NameProperty Value
Molecular Weight271.902
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity260
Monoisotopic Mass269.881
Exact Mass271.878
XLogP3.2
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+0.9836
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.7302
P-glycoprotein SubstrateNon-substrate0.8085
P-glycoprotein InhibitorNon-inhibitor0.9580
Non-inhibitor0.9809
Renal Organic Cation TransporterNon-inhibitor0.8339
Distribution
Subcellular localizationLysosome0.4995
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7958
CYP450 2D6 SubstrateNon-substrate0.8654
CYP450 3A4 SubstrateNon-substrate0.6644
CYP450 1A2 InhibitorInhibitor0.7946
CYP450 2C9 InhibitorNon-inhibitor0.5915
CYP450 2D6 InhibitorNon-inhibitor0.9217
CYP450 2C19 InhibitorNon-inhibitor0.6128
CYP450 3A4 InhibitorNon-inhibitor0.9432
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8224
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9409
Non-inhibitor0.9659
AMES ToxicityNon AMES toxic0.6815
CarcinogensNon-carcinogens0.8964
Fish ToxicityHigh FHMT0.9399
Tetrahymena Pyriformis ToxicityHigh TPT0.9946
Honey Bee ToxicityHigh HBT0.7557
BiodegradationNot ready biodegradable0.7475
Acute Oral ToxicityIV0.6142
Carcinogenicity (Three-class)Non-required0.5287

Model Value Unit
Absorption
Aqueous solubility-2.6913LogS
Caco-2 Permeability1.8007LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0426LD50, mol/kg
Fish Toxicity0.4441pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3800pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan1ppm
RiceKorea1ppm