2-Isopropylphenyl Methylcarbamate

Basic Info

Common Name2-Isopropylphenyl Methylcarbamate(F04003)
2D Structure
Description

2-Isopropylphenyl methylcarbamate is a carbamate pesticide. 2-Isopropylphenyl methylcarbamate is an agricultural insecticide used on rice, cocoa, sugar cane, vegetables and other crops. 2-isopropylphenyl methylcarbamate belongs to the family of Cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.

FRCD IDF04003
CAS Number2631-40-5
PubChem CID17517
FormulaC11H15NO2
IUPAC Name

(2-propan-2-ylphenyl) N-methylcarbamate

InChI Key

QBSJMKIUCUGGNG-UHFFFAOYSA-N

InChI

InChI=1S/C11H15NO2/c1-8(2)9-6-4-5-7-10(9)14-11(13)12-3/h4-8H,1-3H3,(H,12,13)

Canonical SMILES

CC(C)C1=CC=CC=C1OC(=O)NC

Isomeric SMILES

CC(C)C1=CC=CC=C1OC(=O)NC

Synonyms
        
            2-Isopropylphenyl methylcarbamate
        
            Isoprocarb
        
            Etrofolan
        
            2631-40-5
        
            Mipcin
        
            o-Cumenyl methylcarbamate
        
            Mipcine
        
            Hytox
        
            2-Isopropylphenyl N-methylcarbamate
        
            Mipsin
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassCumenes
Intermediate Tree NodesNot available
Direct ParentCumenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPhenylpropane - Cumene - Phenoxy compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Imine - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.

Properties

Property NameProperty Value
Molecular Weight193.246
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Complexity192
Monoisotopic Mass193.11
Exact Mass193.11
XLogP2.3
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+0.9516
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.7751
P-glycoprotein SubstrateNon-substrate0.8393
P-glycoprotein InhibitorNon-inhibitor0.9248
Non-inhibitor0.9734
Renal Organic Cation TransporterNon-inhibitor0.9085
Distribution
Subcellular localizationMitochondria0.8022
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7500
CYP450 2D6 SubstrateSubstrate0.8081
CYP450 3A4 SubstrateSubstrate0.6027
CYP450 1A2 InhibitorInhibitor0.5248
CYP450 2C9 InhibitorNon-inhibitor0.9365
CYP450 2D6 InhibitorNon-inhibitor0.9129
CYP450 2C19 InhibitorNon-inhibitor0.8440
CYP450 3A4 InhibitorNon-inhibitor0.9234
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7436
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9515
Non-inhibitor0.9440
AMES ToxicityAMES toxic0.7369
CarcinogensNon-carcinogens0.8491
Fish ToxicityHigh FHMT0.8933
Tetrahymena Pyriformis ToxicityHigh TPT0.8646
Honey Bee ToxicityHigh HBT0.8362
BiodegradationNot ready biodegradable0.7807
Acute Oral ToxicityII0.8221
Carcinogenicity (Three-class)Non-required0.6399
Model Value Unit
Absorption
Aqueous solubility-2.7975LogS
Caco-2 Permeability1.7502LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.8878LD50, mol/kg
Fish Toxicity0.9269pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2057pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan0.5ppm
RiceKorea0.3ppm

References

TitleJournalDatePubmed ID
Nano carbon black-based screen printed sensor for carbofuran, isoprocarb,carbaryl and fenobucarb detection: application to grain samples.Talanta2018 Aug 1529784378
Removal of six pesticide residues in cowpea with alkaline electrolysed water.J Sci Food Agric2017 Jun27633686
Comparison of Insecticide Susceptibilities of Empoasca vitis (Hemiptera:Cicadellidae) from Three Main Tea-Growing Regions in China.J Econ Entomol2015 Jun26470253
Extraction of carbamate pesticides in fruit samples by graphene reinforced hollowfibre liquid microextraction followed by high performance liquid chromatographic detection.Food Chem2014 Aug 1524679760
Determination of N-methylcarbamate pesticides in vegetables by poly(methacrylicacid-co-ethylene glycol dimethacrylate) monolith microextraction coupled withhigh performance liquid chromatography.J Chromatogr B Analyt Technol Biomed Life Sci2013 Jun 1523644497
Sequential injection-bead injection-lab-on-valve coupled to high-performanceliquid chromatography for online renewable micro-solid-phase extraction ofcarbamate residues in food and environmental samples.J Sep Sci2011 Jul21557471
Dispersive liquid-liquid microextraction coupled with high-performance liquidchromatography-diode array detection for the determination of N-methyl carbamate pesticides in vegetables.J Sep Sci2011 Jan21246726
Determination of four carbamate pesticides in corn by cloud point extraction and high-performance liquid chromatography in the visible region based on theirderivatization reaction.J Agric Food Chem2009 Oct 1419807151
Cloud-point extraction and reversed-phase high-performance liquid chromatography for the determination of carbamate insecticide residues in fruits.Anal Bioanal Chem2009 Jul19242683
Determination of pesticides in soy-based infant formula using liquidchromatography with electrospray ionization tandem mass spectrometry.J AOAC Int2006 Jan-Feb16512251
High-performance liquid chromatographic determination of aryl N-methylcarbamateresidues using post-column hydrolysis electrochemical detection.J Chromatogr1988 Jun 173417824