U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5NO2
Molecular Weight 75.0666
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Methyl carbamate

SMILES

COC(N)=O

InChI

InChIKey=GTCAXTIRRLKXRU-UHFFFAOYSA-N
InChI=1S/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats.
2011
Symptoms of psychological distress and suicidal ideation among banana workers with a history of poisoning by organophosphate or n-methyl carbamate pesticides.
2010-11
Study of house-level risk factors associated in the transmission of Indian Kala-azar.
2010-10-12
[Development of analytical methods for residual N-methyl carbamate pesticides in foods].
2010-08
Reactivity of heteropolytungstate and heteropolymolybdate metal transition salts in the synthesis of dimethyl carbonate from methanol and CO₂.
2010-07-23
2-(tert-Butoxy-carbonyl-amino)-6-(1,3-dioxo-1H-2,3-dihydro-benzo[de]isoquinolin-2-yl)hexa-noic acid.
2010-04-28
Computational modeling of the mechanism of urease.
2010
Discrimination of carcinogens by hepatic transcript profiling in rats following 28-day administration.
2009-11-13
Heterologous expression of the methyl carbamate-degrading hydrolase MCD.
2009-10-26
Annulations of enantioenriched allenylsilanes with in situ generated iminium ions: stereoselective synthesis of diverse heterocycles.
2009-01-15
Potential of some monoterpenoids and their new N-methyl carbamate derivatives against Schistosomiasis snail vector, Biomphalaria alexandrina.
2008-11
Effect of methomyl on hepatic mixed function oxidases in rats.
2008-08
Design and synthesis of benzofuranic derivatives as new ligands at the melatonin-binding site MT3.
2008-05-01
Pesticide exposure and risk of Parkinson's disease: a family-based case-control study.
2008-03-28
Depression of the photic after discharge of flash evoked potentials by physostigmine, carbaryl and propoxur, and the relationship to inhibition of brain cholinesterase.
2008-01
Bayesian calibration of a physiologically based pharmacokinetic/pharmacodynamic model of carbaryl cholinesterase inhibition.
2008
A physiologically based pharmacokinetic/pharmacodynamic model for carbofuran in Sprague-Dawley rats using the exposure-related dose estimating model.
2007-12
Comparison of acute neurobehavioral and cholinesterase inhibitory effects of N-methylcarbamates in rat.
2007-08
Barrier film protected, and mixed solvent optimized micro-scale membrane extraction of methyl carbamate pesticides.
2007-06-22
The delayed genotoxic effect of N-nitroso N-propoxur insecticide in mammalian cells.
2007-06
Equilibrium vs ground-state planarity of the CONH linkage.
2007-04-05
Mortality among pesticide applicators exposed to chlorpyrifos in the Agricultural Health Study.
2007-04
Time course of cholinesterase inhibition in adult rats treated acutely with carbaryl, carbofuran, formetanate, methomyl, methiocarb, oxamyl or propoxur.
2007-03
Pharmacoprophylaxis of alcohol dependence: Review and update Part I: Pharmacology.
2007-01
Fungal biodegradation of carbofuran and carbofuran phenol by the fungus Mucor ramannianus: identification of metabolites.
2007
Reassessment of the methyl derivatization reaction of carbamates with sodium hydride/dimethyl sulfoxide/methyl iodide for their determination by gas chromatography.
2006-11-03
Ammonium perfluorooctanoate as a volatile surfactant for the analysis of N-methylcarbamates by MEKC-ESI-MS.
2006-11
N-methyl carbamate pesticide residues in conventional and organic infant foods available on the Canadian retail market, 2001-03.
2006-07
Studying health outcomes in farmworker populations exposed to pesticides.
2006-06
Antibacterial activity of (-)-deoxypseudophrynaminol versus its racemate and derivatives.
2006-05-01
Organophosphate pesticide exposure and neurobehavioral performance in agricultural and non-agricultural Hispanic workers.
2006-05
Neural tube defects and maternal residential proximity to agricultural pesticide applications.
2006-04-15
Liquid chromatographic determination of N-methyl carbamate pesticide residues at low parts-per-billion levels in eggs.
2006-03-04
Dose responses of three 4-aminopyridine derivatives on axonal conduction in spinal cord trauma.
2006-02
Aminobacter ciceronei sp. nov. and Aminobacter lissarensis sp. nov., isolated from various terrestrial environments.
2005-09
Enzyme immunoassay for the determination of carbaryl residues in agricultural products.
2005-08
Neurologic symptoms in licensed private pesticide applicators in the agricultural health study.
2005-07
Synthesis and in vitro pharmacological evaluation of salvinorin A analogues modified at C(2).
2005-06-02
Direct conversion of N-methoxy-N-methylamides (Weinreb amides) to ketones via a nonclassical Wittig reaction.
2005-03-31
Bis(carbamoyloxymethyl) esters of 2',3'-dideoxyuridine 5'-monophosphate (ddUMP) as potential ddUMP prodrugs.
2005-03
Synthesis of pyrrolo[2,3-d][1,2,3]thiadiazole-6-carboxylates via the Hurd-Mori reaction. Investigating the effect of the N-protecting group on the cyclization.
2005-02-28
Identification of potential biomarkers of genotoxicity and carcinogenicity in L5178Y mouse lymphoma cells by cDNA microarray analysis.
2005
Hydrolysis of carbaryl by carbonate impurities in reference clay SWy-2.
2004-12-29
Temporal effect of carbofuran on estrous cycle compensatory ovarian hypertrophy and follicles in hemiovariectomized albino mice.
2004-01
Screen of five alkyl carbamates for initiating and promoting activity in rat liver.
1991-04
Observations on altered hepatocellular foci in National Toxicology Program two-year carcinogenicity studies in rats.
1989
Selected ion monitoring analysis of NB-818, a new calcium entry blocker in a series of dihydropyridines, in human plasma.
1988-12
Studies on monocyclic beta-lactam antibiotics. V. Synthesis and antibacterial activity of 3-[2-(2-aminothiazol-4-yl)-(Z)-2-(O-substituted oxyimino)-acetamido]-1-(1H-tetrazol-5-yl)-2-azetidinones having various functional groups at C-4 position of beta-lactam.
1986-02
Chemical modification of sulfazecin. Synthesis of 4-(substituted methyl)-2-azetidinone-1-sulfonic acid derivatives.
1985-03
Biosynthesis of a 7-alpha-methoxycephalosporin. Incorporation of molecular oxygen.
1979-04-01
Patents
Name Type Language
Methyl carbamate
HSDB   MI  
Systematic Name English
NSC-3054
Preferred Name English
METHYL CARBAMATE [HSDB]
Common Name English
METHYLCARBAMATE
Systematic Name English
METHYL CARBAMATE [MI]
Common Name English
URETHYLANE
Common Name English
METHYLURETHANE
Systematic Name English
METHYL CARBAMATE [IARC]
Common Name English
CARBAMIC ACID METHYL ESTER
Systematic Name English
Code System Code Type Description
MERCK INDEX
m7380
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY Merck Index
MESH
C036868
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
CAS
598-55-0
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
SMS_ID
300000038673
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
EPA CompTox
DTXSID8020834
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-939-2
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
HSDB
2587
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
NSC
3054
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
PUBCHEM
11722
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
FDA UNII
9WFX634X2T
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
WIKIPEDIA
METHYL CARBAMATE
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY
CHEBI
76606
Created by admin on Mon Mar 31 17:55:03 GMT 2025 , Edited by admin on Mon Mar 31 17:55:03 GMT 2025
PRIMARY