FComEx: Acetamide (PC000284)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:38 UTC

Update date

2017-01-19 02:36:19 UTC

FoodComEx ID

PC000284

FoodDB Record

FDB008298

Chemical Information

Name

Acetamide

Description

Acetamide, also known as ethanamid or acetic acid amide, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH. Acetamide is soluble in water and low molecular mass alcohols. It forms deliquescent hexagonal crystals that are odorless when pure (DOI: 10.1002/14356007.a01_045.pub3), but it frequently has a mousy odor. Pure acetamide has a bitter taste. Acetamide is used as a solvent and as a plasticizer (DOI:10.1002/14356007.a01_045.pub3). Acetamide has been classified by the International Agency for Research on Cancer (IARC) as a Group 2B possible human carcinogen (PMID: 10507919). However, further studies need to be conducted to better understand the potential in vivo genotoxicity of acetamide (PMID: 31470077). It has also been investigated as a residue from some pesticides and as an impurity in the manufacture of pharmaceuticals (DOI: 10.1021/op200205b). Acetamide has been identified in milk, eggs, and meat (PMID: 29186951).

CAS Number

60-35-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Acetamid	ChEBI
Acetate amide	Generator
Acetic acid amide	biospider
Acetimidic acid	HMDB
Acetimidic acid (van)	biospider
ACM	biospider
Amid kyseliny octove	biospider
Azetamid	ChEBI
CH3CONH2	biospider
Essigsaeureamid	ChEBI
Ethanamid	ChEBI
Ethanamide	db_source
Methanecarboxamide	db_source

Chemical Formula

C2H5NO

IUPAC name

acetamide

InChI Identifier

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

InChI Key

DLFVBJFMPXGRIB-UHFFFAOYSA-N

Isomeric SMILES

CC(N)=O

Average Molecular Weight

59.0672

Monoisotopic Molecular Weight

59.037113787

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboximidic acid (CHEBI:49028 )
a small molecule (ACETAMIDE )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	-1.26	HANSCH,C ET AL. (1995)
Experimental Water Solubility	2250 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp 82-83°	DFC

Foods of Origin