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M0600905

Metamizole impurity A

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

4-Formylaminoantipyrine, N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)formamide

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About This Item

Formule empirique (notation de Hill):
C12H13N3O2
Numéro CAS:
1672-58-8
Poids moléculaire :
231.25
Numéro Beilstein :
217665
Numéro MDL:
MFCD00085457
Code UNSPSC :
41116107
ID de substance PubChem :
329817810
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard

Famille d'API

metamizole

Fabricant/nom de marque

EDQM

Application(s)

pharmaceutical (small molecule)

Format

neat

Chaîne SMILES 

CN1N(C(=O)C(NC=O)=C1C)c2ccccc2

InChI

1S/C12H13N3O2/c1-9-11(13-8-16)12(17)15(14(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3,(H,13,16)

Clé InChI

WSJBSKRPKADYRQ-UHFFFAOYSA-N

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Catégories apparentées

Description générale

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Metamizole impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Conditionnement

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Autres remarques

Sales restrictions may apply.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

M0600900

Metamizole sodium, European Pharmacopoeia (EP) Reference Standard

Y0001481

Metamizole impurity E, European Pharmacopoeia (EP) Reference Standard

PHR1800

Metamizole Sodium, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2784

Metamizole Impurity B, Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 100 mg

PHR2785

Metamizole Impurity C, certified reference material, pharmaceutical secondary standard

PHR2786

Metamizole Impurity D, Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 100 mg

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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4-Aminoantipyrine analytical standard

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43827

4-Aminoantipyrine

4-Dimethylaminoantipyrine reactive nitrogen species scavenger

Sigma-Aldrich

D8015

4-Dimethylaminoantipyrine

4-Aminoantipyrine puriss. p.a., reag. Ph. Eur., ≥99%

Sigma-Aldrich

33528

4-Aminoantipyrine

4-Aminoantipyrine reagent grade

Sigma-Aldrich

A4382

4-Aminoantipyrine

I Carretero et al.
The Analyst, 120(6), 1729-1732 (1995-06-01)
A rapid solid-phase extraction (SPE) procedure was developed for the quantitative isolation of three important antipyrine (dipyrone) metabolites from human plasma: 4-formylaminoantipyrine (FAA), 4-aminoantipyrine (AA) and 4-methylaminoantipyrine (MAA). Separation and quantitation were performed using micellar liquid chromatography (MLC) with a
K Inoue et al.
Journal of chromatography, 274, 201-208 (1983-05-13)
Aminopyrine and its metabolites, including 3-hydroxymethyl-2-methyl-4-dimethylamino-1-phenyl-3-pyrazoline-5-one which is a hydroxylated metabolite of aminopyrine, were separated on a reversed-phase (C8) Radial-Pak column using a mobile phase of methanol-triethylamine-water (30:1:69) adjusted to pH 5.40 with acetic acid. Detection of the peak was
M Levy et al.
European journal of clinical pharmacology, 57(6-7), 461-465 (2001-11-09)
We previously found that, compared with healthy subjects. asymptomatic hepatitis-B virus (HBV) carriers displaying slow acetylator phenotype demonstrate a significant prolongation of the elimination half-life of 4-methylaminoantipyrine (MAA) and a decrease in the clearance of formation of 4-aminoantipyrine (AA) and
M Levy et al.
European journal of clinical pharmacology, 27(4), 453-458 (1984-01-01)
The pharmacokinetics of the dipyrone metabolites 4-methylaminoantipyrine (MAA), 4-aminoantipyrine (AA), 4-formylaminoantipyrine (FAA) and 4-acetylaminoantipyrine (AAA) were evaluated following the administration of a single oral 1.0 g dose of dipyrone to 23 healthy volunteers. Twelve were slow and 11 were rapid
Y Matzner et al.
European journal of clinical investigation, 14(6), 440-443 (1984-12-01)
Dipyrone metabolites 4-methylaminoantipyrine (MAA) and 4-formylaminoantipyrine (FAA) as well as acetylsalicylic acid inhibited neutrophil migration toward zymosan-activated serum. Inhibition was maximal (76.8 +/- 19.0; 79.2 +/- 12.5 and 80.0 +/- 4.4%, respectively, P less than 0.003) when suboptimal concentrations (0.3%)
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