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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:
Molecular Weight:
87.08
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
227-163-2
Beilstein/REAXYS Number:
227 163 2
MDL number:
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grade

analytical standard

Quality Level

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

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

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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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
Rui-Sheng Wang et al.
Toxicological sciences : an official journal of the Society of Toxicology, 117(1), 72-80 (2010-06-29)
Acrylamide (AA) is an industrial chemical, a by-product of fried starchy foods, and a mutagen and rodent carcinogen. It can also cause damage during spermatogenesis. In this study, we investigated whether AA and its metabolite glycidamide (GA) induce mutagenic effects



Global Trade Item Number

SKUGTIN
76512-10MG04061832385853
76512-50MG04061832923284
04704-100MG04061838635686