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Merck

04704

Supelco

Glycidamide

analytical standard

Sinónimos:

2,3-Epoxypropanamide, Oxiranecarboxamide

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About This Item

Fórmula empírica (notación de Hill):
C3H5NO2
Número de CAS:
Peso molecular:
87.08
Beilstein/REAXYS Number:
227 163 2
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

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

Categorías relacionadas

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_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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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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