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Merck
CN

04704

Glycidamide

analytical standard

Synonym(s):

2,3-Epoxypropanamide, Oxiranecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C3H5NO2
CAS Number:
5694-00-8
Molecular Weight:
87.08
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329747975
EC Number:
227-163-2
Beilstein/REAXYS Number:
227 163 2
MDL number:
MFCD00468053

Key Documents

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SMILES string

NC(=O)C1CO1

InChI

1S/C3H5NO2/c4-3(5)2-1-6-2/h2H,1H2,(H2,4,5)

InChI key

FMAZQSYXRGRESX-UHFFFAOYSA-N

grade

analytical standard

assay

≥95% (qNMR)

shelf life

limited shelf life, expiry date on the label

application(s)

environmental

format

neat

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

Glycidamide, an active epoxide metabolite of acrylamide with potential biological activity, can be generated in vivo. Its mutagenic and genotoxic nature is well-known.

Application

Glycidamide may be used as an analytical standard for the determination of the analyte in human and animal biological samples by various chromatography techniques.

Other Notes

In the summer of 2008 research scientists at the Technical University of Munich besides acrylamide detected glycidamide in potato crisps. Glycidamide is a metabolite of acrylamide.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3702
BCCK2598
BCCC1244
BCCC1105
BCCB2285

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Simultaneous determination of acrylamide, its metabolite glycidamide and antipyrine in human placental perfusion fluid and placental tissue by liquid chromatography-electrospray tandem mass spectrometry
Annola K, et al.
Journal of Chromatography. B, Biomedical Applications, 876(2), 191-197 (2008)
Sylvie Chevolleau et al.
Journal of chromatography. A, 1167(2), 125-134 (2007-09-11)
The determination of biomarkers of acrylamide exposure in humans from general French population by measurement of hemoglobin adduct levels of acrylamide (AA) and glycidamide (GA) is presented. The analytical procedure included modified Edman degradation and LC-ESI-MS/MS analysis of the final
Birgit Paulsson et al.
Rapid communications in mass spectrometry : RCM, 17(16), 1859-1865 (2003-07-24)
Acrylamide (AA) is a reactive compound widely used as an industrial chemical. It is also, as recently shown, present in heated foodstuffs. AA is known to cause tumors in rodents and is classified as probably carcinogenic to humans. The metabolite
Anna C Vikström et al.
Toxicological sciences : an official journal of the Society of Toxicology, 119(1), 41-49 (2010-10-19)
For assessment of cancer risk from acrylamide (AA) exposure through food, the relation between intake from food in humans and the in vivo doses (area under the concentration-time curve, AUC) of AA (AUC-AA) and of its genotoxic metabolite glycidamide (GA)
Malene Outzen et al.
The British journal of nutrition, 105(9), 1381-1387 (2011-01-29)
Acrylamide (AA) is a probable human carcinogen that is formed in heat-treated carbohydrate-rich foods. The validity of FFQ to assess AA exposure has been questioned. The aim of the present cross-sectional study was to investigate dietary determinants of Hb-AA and
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