Acetamide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H5NO
Molecular Weight	59.0672
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(N)=O

InChI

InChIKey=DLFVBJFMPXGRIB-UHFFFAOYSA-N

InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)

HIDE SMILES / InChI

Molecular Formula	C2H5NO
Molecular Weight	59.0672
Charge	0
Count

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

Description
Sources: http://www.hmdb.ca/metabolites/HMDB0031645 | https://www.mindat.org/min-13.html | https://www.epa.gov/sites/production/files/2016-09/documents/acetamide.pdf | https://www.ncbi.nlm.nih.gov/pubmed/29186951

Acetamide is found in red beetroot. Acetamide (or acetic acid amide or ethanamide), CH3CONH2, the amide of acetic acid, is a white crystalline solid in pure form. It is produced by dehydrating ammonium acetate. In the past, acetamide was used as a plasticiser and as a stabiliser. Molten acetamide was frequently used as a solvent in chemical synthesis. It also acts as a solubiliser; its mere addition renders many sparingly soluble compounds more soluble in water. Acetamide has been classified by theInternational Agency for Research on Cancer (IARC) as a Group 2B possible human carcinogen, as feeding trials on rats have shown an increase in liver carcinoma.

Approval Year

PubMed

Title	Date	PubMed
Preparation and electrochemistry of azobenzene self-assembled monolayers on gold--long range tunneling and end-group hydrogen bonding effect.	2003-05-01	12725827
Pharmacological characterization of a novel antiglaucoma agent, Bimatoprost (AGN 192024).	2003-05	12606640
Compositional difference of the exopolysaccharides produced by the virulent and virulence-deficient strains of Xanthomonas oryzae pv. oryzae.	2003-04	12732972
Synthesis and biological evaluation of new beta,beta'-disubstituted 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl ethylamido melatoninergic ligands.	2003-04	12694881
Expression of growth hormone receptor and its mRNA in hepatic cirrhosis.	2003-04	12679928
'Antifreeze' glycoproteins from polar fish.	2003-04	12653993
N-[4-bromo-2-[(3-bromo-1-phenylsulfonyl-1H-indol-2-yl)methyl]-5-methoxyphenyl]acetamide.	2003-03	12711788
Cefuroxime resistance in non-beta-lactamase Haemophilus influenzae is linked to mutations in ftsI.	2003-03	12615852
Successful cryopreservation of mouse ovaries by vitrification.	2003-03	12604638
Rational determination of charge distributions for free energy calculations.	2003-03	12594783
CC-1065 analogues bearing different DNA-binding subunits: synthesis, antitumor activity, and preliminary toxicity study.	2003-02-13	12570384
Catalytic specificity exhibited by p-sulfonatocalix[n]arenes in the methanolysis of N-acetyl-l-amino acids.	2003-02-07	12558408
In vitro metabolism of tolcapone to reactive intermediates: relevance to tolcapone liver toxicity.	2003-02	12588182
A computationally inexpensive modification of the point dipole electrostatic polarization model for molecular simulations.	2003-02	12548718
Structural characterization of the O-chain polysaccharide isolated from Bordetella avium ATCC 5086: variation on a theme(1).	2003-01-30	12560070
Herbicides in ground water beneath Nebraska's Management Systems Evaluation Area.	2003-01-29	12549547
Bimatoprost (Lumigan((R))) is an agonist at the cloned human ocular FP prostaglandin receptor: real-time FLIPR-based intracellular Ca(2+) mobilization studies.	2003-01	12538087
Real-time intracellular Ca2+ mobilization by travoprost acid, bimatoprost, unoprostone, and other analogs via endogenous mouse, rat, and cloned human FP prostaglandin receptors.	2003-01	12490597
Role of hydration in the binding of lac repressor to DNA.	2002-12-27	12379649
Interaction of the verotoxin 1B subunit with soluble aminodeoxy analogues of globotriaosyl ceramides.	2002-12-15	12175338
Novel chromatographic separation and carbon solid-phase extraction of acetanilide herbicide degradation products.	2002-12-13	12477196
Sheet structure of an L,D-dipeptide aggregate: inclusion compounds of (S)-phenylglycyl-(R)-phenylglycine with amides.	2002-12-13	12467403
Mutagenic events in Escherichia coli and mammalian cells generated in response to acetylaminofluorene-derived DNA adducts positioned in the Nar I restriction enzyme site.	2002-12-03	12450390
Conditional expression of Mycobacterium smegmatis dnaA, an essential DNA replication gene.	2002-12	12480893
5-[Acetamido(phenyl)methyl]-5-methylimidazolidine-2,4-dione.	2002-12	12466623
Branchial and renal excretion of urea and urea analogues in the plainfin midshipman, Porichthys notatus.	2002-12	12444469
Preparation of C8-amine and acetylamine adducts of 2'-deoxyguanosine suitably protected for DNA synthesis.	2002-11-28	12443059
Concise preparation of amino-5,6,7,8-tetrahydroquinolines and amino-5,6,7,8-tetrahydroisoquinolines via catalytic hydrogenation of acetamidoquinolines and acetamidoisoquinolines.	2002-11-01	12398523
Inhibition of human phosphodiesterase 4A expressed in yeast cell GL62 by theophylline, rolipram, and acetamide-45.	2002-11	12421478
Hemi-synthesis and biological activity of new analogues of podophyllotoxin.	2002-11	12213460
Autograft of vitrified mouse ovaries using ethylene glycol as cryoprotectant.	2002-10	12451713
Advanced oxidation chemistry of paracetamol. UV/H(2)O(2)-induced hydroxylation/degradation pathways and (15)N-aided inventory of nitrogenous breakdown products.	2002-08-23	12182655
Barrier height titration by tunable photoionization combined with chemical monitoring: unimolecular keto/enol tautomerization of the acetamide cation radical.	2002-08-02	12203473
Metabolism of 2-nitrofluorene, an environmental pollutant, by liver preparations of sea bream, Pagrus major.	2002-08	12296988
Optimal equilibration conditions for practical vitrification of two-cell mouse embryos.	2002-08	12211278
Oxidation of amino groups by hydroxyl radicals in relation to the oxidation degree of the alpha-carbon.	2002-07-15	12141487
Crystallographic dissection of the thermal motion of protein-sugar complex.	2002-07-01	12012337
Alteration of protein structure induced by low-energy (<18 eV) electrons. I. The peptide and disulfide bridges.	2002-07	12071800
Transport physiology of the urinary bladder in teleosts: a suitable model for renal urea handling?	2002-06-01	12115926
Affinity of chicken cystatin for S-(carbamoylmethyl)-papain, measured by fluorescence at acidic pH.	2002-06	12144519
'Entourage' effects of N-acyl ethanolamines at human vanilloid receptors. Comparison of effects upon anandamide-induced vanilloid receptor activation and upon anandamide metabolism.	2002-06	12023948
Lactotetraosylceramide, a novel glycosphingolipid receptor for Helicobacter pylori, present in human gastric epithelium.	2002-05-31	11914375
Biological properties of hyaluronan in aqueous solution are controlled and sequestered by reversible tertiary structures, defined by NMR spectroscopy.	2002-05-15	12005527
Synthesis and bronchodilatory activity of some nitrogen bridgehead compounds.	2002-05	12008056
Thiolsubtilisin acts as an acetyltransferase in organic solvents.	2002-04-24	12062402
Effect of three n-acetylamino acids on N-(3,5-dichlorophenyl)succinimide (NDPS) and ndps metabolite nephrotoxicity in Fischer 344 rats.	2002-04-12	11939711
N-glycans stabilize human erythropoietin through hydrophobic interactions with the hydrophobic protein surface: studies by surface plasmon resonance analysis.	2002-04	11926987
Formation and stability of enolates of acetamide and acetate anion: an Eigen plot for proton transfer at alpha-carbonyl carbon.	2002-03-27	11902887
Preparative route to N-glycolylneuraminic acid phenyl 2-thioglycoside donor and synthesis of Neu5Gc-alpha-(2-->3')-lactosamine 3-aminopropyl glycoside.	2002-03-01	11861019
Synthesis, antimicrobial and molluscicidal activities of new benzimidazole derivatives.	2002-02	11885688

Patents

Sample Use Guides

In Vivo Use Guide

Acetamide 250mg Tablet is taken with or without food from the mouth. It is recommended that you drink plenty of water while taking this medicine.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:45:56 GMT 2025` Edited by `admin` on `Mon Mar 31 17:45:56 GMT 2025`
Record UNII	8XOE1JSO29
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Acetamide

Systematic Name

English

FEMA NO. 4251

Preferred Name

English

ACETIMIDIC ACID

Systematic Name

English

ACETAMIDE [FHFI]

Common Name

English

ACETAMIDE [MI]

Common Name

English

ETHANAMIDE

Systematic Name

English

ACETIC ACID AMIDE

Systematic Name

English

Acetamide [WHO-DD]

Common Name

English

METHANECARBOXAMIDE

Systematic Name

English

ACETAMIDE [HSDB]

Common Name

English

ETHANIMIDIC ACID

Systematic Name

English

ACETAMIDE [IARC]

Common Name

English

NSC-25945

Code

English

Classification Tree Code System Code

IARC

Acetamide

JECFA EVALUATION

ACETAMIDE