Basic Info

Common NameDiafenthiuron(F06219)
2D Structure
FRCD IDF06219
CAS Number80060-09-9
PubChem CID3034380
FormulaC23H32N2OS
IUPAC Name

1-tert-butyl-3-[4-phenoxy-2,6-di(propan-2-yl)phenyl]thiourea

InChI Key

WOWBFOBYOAGEEA-UHFFFAOYSA-N

InChI

InChI=1S/C23H32N2OS/c1-15(2)19-13-18(26-17-11-9-8-10-12-17)14-20(16(3)4)21(19)24-22(27)25-23(5,6)7/h8-16H,1-7H3,(H2,24,25,27)

Canonical SMILES

CC(C)C1=CC(=CC(=C1NC(=S)NC(C)(C)C)C(C)C)OC2=CC=CC=C2

Isomeric SMILES

CC(C)C1=CC(=CC(=C1NC(=S)NC(C)(C)C)C(C)C)OC2=CC=CC=C2

Synonyms
        
            Diafenthiuron
        
            80060-09-9
        
            Polo
        
            Pegasus (pesticide)
        
            Diafenthiuron [ISO]
        
            Pegasus
        
            CGA 106630
        
            UNII-22W5MDB01G
        
            1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)thiourea
        
            3-(2,6-Diisopropyl-4-phenoxyphenyl)-1-tert-butylthiourea
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassDiphenylethers
Intermediate Tree NodesNot available
Direct ParentDiphenylethers
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsDiphenylether - Diaryl ether - Cumene - Phenylpropane - Phenoxy compound - Phenol ether - Isothiourea - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Ether - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Properties

Property NameProperty Value
Molecular Weight384.582
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Complexity448
Monoisotopic Mass384.224
Exact Mass384.224
XLogP6
Formal Charge0
Heavy Atom Count27
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+0.7907
Human Intestinal AbsorptionHIA+0.9577
Caco-2 PermeabilityCaco2+0.5245
P-glycoprotein SubstrateNon-substrate0.6381
P-glycoprotein InhibitorInhibitor0.5572
Non-inhibitor0.8920
Renal Organic Cation TransporterNon-inhibitor0.8697
Distribution
Subcellular localizationMitochondria0.6470
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6335
CYP450 2D6 SubstrateNon-substrate0.6660
CYP450 3A4 SubstrateNon-substrate0.5000
CYP450 1A2 InhibitorInhibitor0.7836
CYP450 2C9 InhibitorInhibitor0.8109
CYP450 2D6 InhibitorNon-inhibitor0.9288
CYP450 2C19 InhibitorInhibitor0.9451
CYP450 3A4 InhibitorInhibitor0.5653
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.9452
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9390
Non-inhibitor0.6721
AMES ToxicityNon AMES toxic0.8293
CarcinogensNon-carcinogens0.7491
Fish ToxicityHigh FHMT0.9962
Tetrahymena Pyriformis ToxicityHigh TPT0.9889
Honey Bee ToxicityHigh HBT0.6694
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7705
Carcinogenicity (Three-class)Non-required0.4015

Model Value Unit
Absorption
Aqueous solubility-5.3099LogS
Caco-2 Permeability1.2078LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3006LD50, mol/kg
Fish Toxicity0.3532pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.5464pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
MilkJapan0.02ppm
Other Terrestrial Mammals,Edible OffalJapan0.02ppm
Water MelonJapan0.02ppm
Mandarins (Inc Clementines & Similar Hybrids)Korea0.5ppm
Other Poultry,EggsJapan0.02ppm
Chicken,EggsJapan0.02ppm
Other Poultry Animals,Edible OffalJapan0.02ppm
Chicken,Edible OffalJapan0.02ppm
Other Poultry Animals,KidneyJapan0.02ppm
Chicken,KidneyJapan0.02ppm
Other Poultry Animals,LiverJapan0.02ppm
Chicken,LiverJapan0.02ppm
Other Poultry Animals,FatJapan0.02ppm
Chicken,FatJapan0.02ppm
Other Poultry Animals,MuscleJapan0.02ppm
Chicken,MuscleJapan0.02ppm
Pig,Edible OffalJapan0.02ppm
Cattle,Edible OffalJapan0.02ppm
Other Terrestrial Mammals,KidneyJapan0.02ppm
Pig,KidneyJapan0.02ppm