Basic Info

Common NameOxibendazole(F05810)
2D Structure
FRCD IDF05810
CAS Number20559-55-1
PubChem CID4622
FormulaC12H15N3O3
IUPAC Name

methyl N-(6-propoxy-1H-benzimidazol-2-yl)carbamate

InChI Key

RAOCRURYZCVHMG-UHFFFAOYSA-N

InChI

InChI=1S/C12H15N3O3/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

Canonical SMILES

CCCOC1=CC2=C(C=C1)N=C(N2)NC(=O)OC

Isomeric SMILES

CCCOC1=CC2=C(C=C1)N=C(N2)NC(=O)OC

Synonyms
        
            20559-55-1
        
            Oxibendazolum
        
            Oxibendazole
        
            Loditac
        
            Filaribits Plus
        
            Anthelcide EQ
        
            Oxibendazolo
        
            Oxibendazolum [INN-Latin]
        
            Oxibendazolo [INN-Spanish]
        
            UNII-022N12KJ0X
        
Classifies
                

                  
                    Predicted: Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzimidazoles
Subclass2-benzimidazolylcarbamic acid esters
Intermediate Tree NodesNot available
Direct Parent2-benzimidazolylcarbamic acid esters
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents2-benzimidazolylcarbamic acid ester - Alkyl aryl ether - Benzenoid - Azole - Imidazole - Carbamic acid ester - Heteroaromatic compound - Carbonic acid derivative - Ether - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.

Properties

Property NameProperty Value
Molecular Weight249.27
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Complexity288
Monoisotopic Mass249.111
Exact Mass249.111
XLogP2.4
Formal Charge0
Heavy Atom Count18
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+0.9398
Human Intestinal AbsorptionHIA+0.9961
Caco-2 PermeabilityCaco2-0.6343
P-glycoprotein SubstrateNon-substrate0.5548
P-glycoprotein InhibitorNon-inhibitor0.8365
Non-inhibitor0.9136
Renal Organic Cation TransporterNon-inhibitor0.8413
Distribution
Subcellular localizationMitochondria0.6757
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8287
CYP450 2D6 SubstrateNon-substrate0.6486
CYP450 3A4 SubstrateNon-substrate0.5155
CYP450 1A2 InhibitorInhibitor0.7580
CYP450 2C9 InhibitorNon-inhibitor0.8965
CYP450 2D6 InhibitorNon-inhibitor0.7517
CYP450 2C19 InhibitorNon-inhibitor0.8081
CYP450 3A4 InhibitorNon-inhibitor0.9171
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8601
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8784
Non-inhibitor0.8975
AMES ToxicityNon AMES toxic0.7022
CarcinogensNon-carcinogens0.9435
Fish ToxicityHigh FHMT0.7429
Tetrahymena Pyriformis ToxicityHigh TPT0.9761
Honey Bee ToxicityLow HBT0.5000
BiodegradationNot ready biodegradable0.9896
Acute Oral ToxicityIII0.5951
Carcinogenicity (Three-class)Non-required0.5413

Model Value Unit
Absorption
Aqueous solubility-3.5746LogS
Caco-2 Permeability0.8647LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6303LD50, mol/kg
Fish Toxicity1.2933pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5436pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
HoneyJapan0.03ppm
Other Aquatic AnimalJapan0.03ppm
CrustaceansJapan0.03ppm
Shelled MolluscasJapan0.03ppm
Other FishJapan0.03ppm
PerciformesJapan0.03ppm
AnguilliformesJapan0.03ppm
SalmoniformesJapan0.03ppm
Other Poultry,EggsJapan0.03ppm
Chicken,EggsJapan0.03ppm
Other Poultry Animals,Edible OffalJapan0.03ppm
Chicken,Edible OffalJapan0.03ppm
Other Poultry Animals,KidneyJapan0.03ppm
Chicken,KidneyJapan0.03ppm
Other Poultry Animals,LiverJapan0.03ppm
Chicken,LiverJapan0.03ppm
Other Poultry Animals,FatJapan0.03ppm
Chicken,FatJapan0.03ppm
Other Poultry Animals,MuscleJapan0.03ppm
Chicken,MuscleJapan0.03ppm