Methyl carbamate

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 Search

SMILES

COC(N)=O

InChI

InChIKey=GTCAXTIRRLKXRU-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C2H5NO2
Molecular Weight	75.0666
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats.	2011	22084566
Symptoms of psychological distress and suicidal ideation among banana workers with a history of poisoning by organophosphate or n-methyl carbamate pesticides.	2010-11	20798019
Study of house-level risk factors associated in the transmission of Indian Kala-azar.	2010-10-12	20937154
[Development of analytical methods for residual N-methyl carbamate pesticides in foods].	2010-08	20686204
Reactivity of heteropolytungstate and heteropolymolybdate metal transition salts in the synthesis of dimethyl carbonate from methanol and CO₂.	2010-07-23	20717536
2-(tert-Butoxy-carbonyl-amino)-6-(1,3-dioxo-1H-2,3-dihydro-benzo[de]isoquinolin-2-yl)hexa-noic acid.	2010-04-28	21579232
Computational modeling of the mechanism of urease.	2010	20886006
Discrimination of carcinogens by hepatic transcript profiling in rats following 28-day administration.	2009-11-13	20011461
Heterologous expression of the methyl carbamate-degrading hydrolase MCD.	2009-10-26	19770008
Annulations of enantioenriched allenylsilanes with in situ generated iminium ions: stereoselective synthesis of diverse heterocycles.	2009-01-15	19072097
Potential of some monoterpenoids and their new N-methyl carbamate derivatives against Schistosomiasis snail vector, Biomphalaria alexandrina.	2008-11	17692915
Effect of methomyl on hepatic mixed function oxidases in rats.	2008-08	20040949
Design and synthesis of benzofuranic derivatives as new ligands at the melatonin-binding site MT3.	2008-05-01	18372181
Pesticide exposure and risk of Parkinson's disease: a family-based case-control study.	2008-03-28	18373838
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	17950890
Bayesian calibration of a physiologically based pharmacokinetic/pharmacodynamic model of carbaryl cholinesterase inhibition.	2008	18704829
A physiologically based pharmacokinetic/pharmacodynamic model for carbofuran in Sprague-Dawley rats using the exposure-related dose estimating model.	2007-12	17804862
Comparison of acute neurobehavioral and cholinesterase inhibitory effects of N-methylcarbamates in rat.	2007-08	17504769
Barrier film protected, and mixed solvent optimized micro-scale membrane extraction of methyl carbamate pesticides.	2007-06-22	17448485
The delayed genotoxic effect of N-nitroso N-propoxur insecticide in mammalian cells.	2007-06	17215065
Equilibrium vs ground-state planarity of the CONH linkage.	2007-04-05	17388342
Mortality among pesticide applicators exposed to chlorpyrifos in the Agricultural Health Study.	2007-04	17450220
Time course of cholinesterase inhibition in adult rats treated acutely with carbaryl, carbofuran, formetanate, methomyl, methiocarb, oxamyl or propoxur.	2007-03	17197007
Pharmacoprophylaxis of alcohol dependence: Review and update Part I: Pharmacology.	2007-01	20640061
Fungal biodegradation of carbofuran and carbofuran phenol by the fungus Mucor ramannianus: identification of metabolites.	2007	17305136
Reassessment of the methyl derivatization reaction of carbamates with sodium hydride/dimethyl sulfoxide/methyl iodide for their determination by gas chromatography.	2006-11-03	16949593
Ammonium perfluorooctanoate as a volatile surfactant for the analysis of N-methylcarbamates by MEKC-ESI-MS.	2006-11	17058301
N-methyl carbamate pesticide residues in conventional and organic infant foods available on the Canadian retail market, 2001-03.	2006-07	16751141
Studying health outcomes in farmworker populations exposed to pesticides.	2006-06	16760000
Antibacterial activity of (-)-deoxypseudophrynaminol versus its racemate and derivatives.	2006-05-01	16464587
Organophosphate pesticide exposure and neurobehavioral performance in agricultural and non-agricultural Hispanic workers.	2006-05	16675422
Neural tube defects and maternal residential proximity to agricultural pesticide applications.	2006-04-15	16495467
Liquid chromatographic determination of N-methyl carbamate pesticide residues at low parts-per-billion levels in eggs.	2006-03-04	16512248
Dose responses of three 4-aminopyridine derivatives on axonal conduction in spinal cord trauma.	2006-02	16297607
Aminobacter ciceronei sp. nov. and Aminobacter lissarensis sp. nov., isolated from various terrestrial environments.	2005-09	16166673
Enzyme immunoassay for the determination of carbaryl residues in agricultural products.	2005-08	16147429
Neurologic symptoms in licensed private pesticide applicators in the agricultural health study.	2005-07	16002376
Synthesis and in vitro pharmacological evaluation of salvinorin A analogues modified at C(2).	2005-06-02	15869877
Direct conversion of N-methoxy-N-methylamides (Weinreb amides) to ketones via a nonclassical Wittig reaction.	2005-03-31	15787523
Bis(carbamoyloxymethyl) esters of 2',3'-dideoxyuridine 5'-monophosphate (ddUMP) as potential ddUMP prodrugs.	2005-03	15835744
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	18007307
Identification of potential biomarkers of genotoxicity and carcinogenicity in L5178Y mouse lymphoma cells by cDNA microarray analysis.	2005	15612046
Hydrolysis of carbaryl by carbonate impurities in reference clay SWy-2.	2004-12-29	15612797
Temporal effect of carbofuran on estrous cycle compensatory ovarian hypertrophy and follicles in hemiovariectomized albino mice.	2004-01	21782682
Screen of five alkyl carbamates for initiating and promoting activity in rat liver.	1991-04	1673871
Observations on altered hepatocellular foci in National Toxicology Program two-year carcinogenicity studies in rats.	1989	2629101
Selected ion monitoring analysis of NB-818, a new calcium entry blocker in a series of dihydropyridines, in human plasma.	1988-12	3240375
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	3957788
Chemical modification of sulfazecin. Synthesis of 4-(substituted methyl)-2-azetidinone-1-sulfonic acid derivatives.	1985-03	4008329
Biosynthesis of a 7-alpha-methoxycephalosporin. Incorporation of molecular oxygen.	1979-04-01	475760

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:55:03 GMT 2025` Edited by `admin` on `Mon Mar 31 17:55:03 GMT 2025`
Record UNII	9WFX634X2T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Methyl carbamate

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