Basic Info

Common NameImidocarb(F06168)
2D Structure
FRCD IDF06168
CAS Number27885-92-3
PubChem CID21389
FormulaC19H20N6O
IUPAC Name

1,3-bis[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]urea

InChI Key

SCEVFJUWLLRELN-UHFFFAOYSA-N

InChI

InChI=1S/C19H20N6O/c26-19(24-15-5-1-3-13(11-15)17-20-7-8-21-17)25-16-6-2-4-14(12-16)18-22-9-10-23-18/h1-6,11-12H,7-10H2,(H,20,21)(H,22,23)(H2,24,25,26)

Canonical SMILES

C1CN=C(N1)C2=CC(=CC=C2)NC(=O)NC3=CC=CC(=C3)C4=NCCN4

Isomeric SMILES

C1CN=C(N1)C2=CC(=CC=C2)NC(=O)NC3=CC=CC(=C3)C4=NCCN4

Synonyms
        
            Imidocarbo
        
            Imidocarbum [INN-Latin]
        
            Imidocarb
        
            27885-92-3
        
            Imidocarbum
        
            Imidocarbe
        
            1,3-bis[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]urea
        
            Imidocarb [INN:BAN]
        
            UNII-8USS3K0VDH
        
            Imidocarbe [INN-French]
        
Classifies
                

                  
                    Predicted: Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassN-phenylureas
Intermediate Tree NodesNot available
Direct ParentN-phenylureas
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsN-phenylurea - Imidolactam - 2-imidazoline - Carbonic acid derivative - Urea - Amidine - Carboxylic acid amidine - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Properties

Property NameProperty Value
Molecular Weight348.41
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Complexity526
Monoisotopic Mass348.17
Exact Mass348.17
XLogP0.4
Formal Charge0
Heavy Atom Count26
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+0.9903
Human Intestinal AbsorptionHIA+0.9937
Caco-2 PermeabilityCaco2-0.5304
P-glycoprotein SubstrateSubstrate0.6501
P-glycoprotein InhibitorNon-inhibitor0.9227
Non-inhibitor0.7546
Renal Organic Cation TransporterInhibitor0.5624
Distribution
Subcellular localizationNucleus0.5503
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7021
CYP450 2D6 SubstrateNon-substrate0.5882
CYP450 3A4 SubstrateNon-substrate0.6362
CYP450 1A2 InhibitorInhibitor0.6123
CYP450 2C9 InhibitorNon-inhibitor0.7074
CYP450 2D6 InhibitorNon-inhibitor0.6900
CYP450 2C19 InhibitorNon-inhibitor0.7757
CYP450 3A4 InhibitorNon-inhibitor0.6899
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6923
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9318
Non-inhibitor0.5624
AMES ToxicityNon AMES toxic0.6613
CarcinogensNon-carcinogens0.8893
Fish ToxicityLow FHMT0.5340
Tetrahymena Pyriformis ToxicityHigh TPT0.9669
Honey Bee ToxicityLow HBT0.8473
BiodegradationNot ready biodegradable0.9947
Acute Oral ToxicityIII0.6283
Carcinogenicity (Three-class)Non-required0.5933

Model Value Unit
Absorption
Aqueous solubility-2.4921LogS
Caco-2 Permeability0.7619LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.4878LD50, mol/kg
Fish Toxicity2.0629pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.7271pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
MilkJapan0.05ppm
Cattle,KidneyJapan2ppm
Cattle,LiverJapan1.5ppm
Cattle,FatJapan0.05ppm
Cattle,MuscleJapan0.3ppm

References

TitleJournalDatePubmed ID
Possibilities to control Ichthyophthirius multifiliis infestation with medicated feed in rainbow trout (Oncorhynchus mykiss) and chub (Leuciscus cephalus).Parasitol Res2014 Mar24419403
[Determination of imidocarb residue in swine tissues by high performance liquidchromatography].Se Pu2011 Aug22128738
Residue depletion of imidocarb in Swine tissue.J Agric Food Chem2009 Mar 2519243130
Pharmacokinetics of imidocarb dipropionate in horses after intramuscularadministration.Equine Vet J2002 Sep12358005
Imidocarb residues in edible bovine tissues and in vitro assessment of imidocarb metabolism and cytotoxicity.Drug Metab Dispos1995 Apr7600919