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04704

Supelco

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
Beilstein/REAXYS Number:
227 163 2
EC Number:
227-163-2
MDL number:
MFCD00468053
UNSPSC Code:
41116107
PubChem Substance ID:
329747975
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥95% (qNMR)

shelf life

limited shelf life, expiry date on the label

application(s)

environmental

format

neat

storage temp.

2-8°C

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

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

wgk_germany

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
BCCC1244
BCCC1105
BCCB2285
BCBW5033
BCBD0606V

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Glycidol 96%

Sigma-Aldrich

G5809

Glycidol

Natalia Kotova et al.
Toxicology letters, 207(1), 18-24 (2011-09-01)
Acrylamide (AA) is produced in many types of food products cooked or processed at high temperature. AA is metabolized to the epoxide glycidamide (GA), which can bind to deoxyguanosine and deoxyadenosine in DNA. The GA-derived N7-guanine and N3-adenine adducts are
Anja Olsen et al.
Toxicology, 296(1-3), 67-72 (2012-04-03)
Acrylamide is a probable human carcinogen, with industrial contact, tobacco smoking and foods processed at high temperatures as the main routes of exposure. In animal studies oral intake of acrylamide has been related to cancer development, with indications that the
Yu-Fang Huang et al.
Toxicology letters, 215(2), 92-99 (2012-10-17)
This study assesses the association of acrylamide (AA) and glycidamide (GA) hemoglobin adducts (AAVal and GAVal) and their ratios with genetic polymorphisms of the metabolic enzymes cytochrome P450 2E1 (CYP2E1), exon 3 and 4 of microsomal epoxide hydrolase (mEH3 and
Franz Ingo Berger et al.
Molecular nutrition & food research, 55(3), 387-399 (2010-10-13)
Acrylamide (AA), classified as a genotoxic carcinogen, is generated by heating foods. We studied whether the food matrix modulates bioavailability and/or biotransformation and investigated kinetics and biological effectiveness of AA in rats. AA was given to the animals at a
Taewon Lee et al.
Journal of toxicology and environmental health. Part A, 75(6), 324-339 (2012-04-07)
Acrylamide (AA) is an industrial chemical that has been extensively investigated for central nervous system (CNS), reproductive, and genetic toxicity. However, AA effects on the liver, a major organ of drug metabolism, have not been adequately explored. In addition, the
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