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Glycidamide

analytical standard

Synonyme(s) :

2,3-Epoxypropanamide, Oxiranecarboxamide

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About This Item

Formule empirique (notation de Hill):
C3H5NO2
Numéro CAS:
5694-00-8
Poids moléculaire :
87.08
Numéro Beilstein :
227 163 2
Numéro CE :
227-163-2
Numéro MDL:
MFCD00468053
Code UNSPSC :
41116107
ID de substance PubChem :
329747975
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥95% (qNMR)

Durée de conservation

limited shelf life, expiry date on the label

Application(s)

environmental

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

NC(=O)C1CO1

InChI

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

Clé InChI

FMAZQSYXRGRESX-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.

Autres remarques

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.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (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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