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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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Product Name

Glycidamide, analytical standard

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

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.

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.

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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Talita Duarte-Salles et al.
Environmental health perspectives, 121(3), 374-379 (2012-12-04)
Acrylamide has shown developmental and reproductive toxicity in animals, as well as neurotoxic effects in humans with occupational exposures. Because it is widespread in food and can pass through the human placenta, concerns have been raised about potential developmental effects
Hitesh V Motwani et al.
Journal of chromatography. A, 1218(28), 4389-4394 (2011-06-10)
Glycidamide (GA) is the epoxy metabolite of acrylamide (AA). A sensitive analytical method for quantitative measurement of GA from in vitro metabolism studies is useful in several contexts, e.g. in studies of enzyme kinetics in different species and factors influencing
Nico Watzek et al.
Chemical research in toxicology, 25(2), 381-390 (2012-01-04)
Acrylamide (AA) is formed during the heating of food and is classified as a genotoxic carcinogen. The margin of exposure (MOE), representing the distance between the bench mark dose associated with 10% tumor incidence in rats and the estimated average
Marie Pedersen et al.
Environmental health perspectives, 120(12), 1739-1745 (2012-10-25)
Acrylamide is a common dietary exposure that crosses the human placenta. It is classified as a probable human carcinogen, and developmental toxicity has been observed in rodents. We examined the associations between prenatal exposure to acrylamide and birth outcomes in
Hitesh V Motwani et al.
Scientific reports, 7(1), 17560-17560 (2017-12-16)
When employing metabolism studies of genotoxic compounds/metabolites and cancer tests for risk estimation, low exposure doses in humans are roughly extrapolated from high exposure doses in animals. An improvement is to measure the in vivo dose, i.e. area under concentration-time
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