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A1606

Sigma-Aldrich

4-Acetamidoantipyrine

97%

Synonym(s):

4-Acetylaminophenazone, N-(2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)acetamide, N-Antipyrinylacetamide, NSC 331807

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About This Item

Empirical Formula (Hill Notation):
C13H15N3O2
CAS Number:
83-15-8
Molecular Weight:
245.28
Beilstein:
234585
EC Number:
201-457-0
MDL number:
MFCD00003141
UNSPSC Code:
12352100
PubChem Substance ID:
24890565

Assay

97%

mp

200-203 °C (lit.)

SMILES string

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

InChI

1S/C13H15N3O2/c1-9-12(14-10(2)17)13(18)16(15(9)3)11-7-5-4-6-8-11/h4-8H,1-3H3,(H,14,17)

InChI key

OIAGWXKSCXPNNZ-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Lot/Batch Number
33097LJ

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Further metabolism of 4-acetylaminoantipyrine, the major metabolite of aminopyrine, in rats.
T Tanaka et al.
Chemical & pharmaceutical bulletin, 35(8), 3519-3522 (1987-08-01)
G Heinemeyer et al.
European journal of clinical pharmacology, 45(5), 445-450 (1993-01-01)
We have studied the clearance of monomethylaminoantipyrine (MMAAP), the pharmacologically active form of metamizol, in 46 patients in surgical intensive care with different degrees of renal dysfunction. In 23 patients without any renal impairment, mean clearance was 2.8 ml.min-1 x
S C Pierre et al.
British journal of pharmacology, 151(4), 494-503 (2007-04-17)
Dipyrone is a potent analgesic drug that has been demonstrated to inhibit cyclooxygenase (COX). In contrast to classical COX-inhibitors, such as aspirin-like drugs, dipyrone has no anti-inflammatory effect and a low gastrointestinal toxicity, indicating a different mode of action. Here
E Neddermann et al.
European journal of drug metabolism and pharmacokinetics, 13(2), 105-111 (1988-04-01)
Metabolites of dipyrone have been determined in the saliva of 18 volunteers following the oral intake of 0.5 g, 1.0 g, 1.5 g, 2.0 g and 2.5 g dipyrone. High concentrations were measured for N-methyl-aminoantipyrine (MAA), the other analgetic active
C Herdeg et al.
Liver, 22(6), 507-513 (2002-11-26)
We report about a 66-year-old-male patient who was hospitalized with generalized exanthema and increase of liver enzymes after intake of metamizole because of flue-like symptoms. Despite initial high dose steroids, disease activity persisted, and therefore liver biopsy was performed. Histology
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