Basic Info

Common NameCarbetamide(F05987)
2D Structure
FRCD IDF05987
CAS Number16118-45-9
PubChem CID27689
FormulaC12H16N2O3
IUPAC Name

[1-(ethylamino)-1-oxopropan-2-yl] N-phenylcarbamate

InChI Key

AMRQXHFXNZFDCH-UHFFFAOYSA-N

InChI

InChI=1S/C12H16N2O3/c1-3-13-11(15)9(2)17-12(16)14-10-7-5-4-6-8-10/h4-9H,3H2,1-2H3,(H,13,15)(H,14,16)

Canonical SMILES

CCNC(=O)C(C)OC(=O)NC1=CC=CC=C1

Isomeric SMILES

CCNC(=O)C(C)OC(=O)NC1=CC=CC=C1

Synonyms
        
            D-N-Ethyllactamide carbanilate (ester)
        
            CARBETAMIDE
        
            Carbethamide
        
            Carbetamex
        
            Legurame
        
            Legurame PM
        
            D-N-Ethyllactamide carbanilate
        
            D-N-Ethylacetamide carbanilate
        
            16118-45-9
        
            Carbetamid
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenylcarbamic acid esters
Intermediate Tree NodesNot available
Direct ParentPhenylcarbamic acid esters
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPhenylcarbamic acid ester - Carbamic acid ester - Secondary carboxylic acid amide - Carbonic acid derivative - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylcarbamic acid esters. These are ester derivatives of phenylcarbamic acids.

Properties

Property NameProperty Value
Molecular Weight236.271
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Complexity263
Monoisotopic Mass236.116
Exact Mass236.116
XLogP1.6
Formal Charge0
Heavy Atom Count17
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9752
Human Intestinal AbsorptionHIA+0.9952
Caco-2 PermeabilityCaco2+0.5151
P-glycoprotein SubstrateNon-substrate0.6878
P-glycoprotein InhibitorNon-inhibitor0.6853
Inhibitor0.7447
Renal Organic Cation TransporterNon-inhibitor0.9495
Distribution
Subcellular localizationMitochondria0.8376
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8437
CYP450 2D6 SubstrateNon-substrate0.7746
CYP450 3A4 SubstrateNon-substrate0.6274
CYP450 1A2 InhibitorInhibitor0.5218
CYP450 2C9 InhibitorNon-inhibitor0.7539
CYP450 2D6 InhibitorNon-inhibitor0.9157
CYP450 2C19 InhibitorNon-inhibitor0.6659
CYP450 3A4 InhibitorNon-inhibitor0.8739
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5690
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9879
Non-inhibitor0.8889
AMES ToxicityNon AMES toxic0.5058
CarcinogensNon-carcinogens0.6078
Fish ToxicityHigh FHMT0.5717
Tetrahymena Pyriformis ToxicityHigh TPT0.8440
Honey Bee ToxicityLow HBT0.7364
BiodegradationNot ready biodegradable0.7459
Acute Oral ToxicityIV0.6313
Carcinogenicity (Three-class)Non-required0.6464

Model Value Unit
Absorption
Aqueous solubility-1.8925LogS
Caco-2 Permeability1.0307LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.3632LD50, mol/kg
Fish Toxicity1.7212pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.2297pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Citrus fruits0110000European Union0.01*23/08/2017
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*23/08/2017
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*23/08/2017
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*23/08/2017
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*23/08/2017
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*23/08/2017
Others (2)0110990European Union0.01*23/08/2017
Tree nuts0120000European Union0.02*23/08/2017
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*23/08/2017
Brazil nuts0120020European Union0.02*23/08/2017
Cashew nuts0120030European Union0.02*23/08/2017
Chestnuts0120040European Union0.02*23/08/2017
Coconuts (Areca nuts/betel nuts,)0120050European Union0.02*23/08/2017
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.02*23/08/2017
Macadamias0120070European Union0.02*23/08/2017
Pecans (Hickory nuts,)0120080European Union0.02*23/08/2017
Pistachios0120100European Union0.02*23/08/2017
Walnuts0120110European Union0.02*23/08/2017
Others (2)0120990European Union0.02*23/08/2017
Pome fruits0130000European Union0.01*23/08/2017