A1606
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:
Molecular Weight:
245.28
EC Number:
201-457-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
234585
MDL number:
InChI key
OIAGWXKSCXPNNZ-UHFFFAOYSA-N
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)
SMILES string
CN1N(C(=O)C(NC(C)=O)=C1C)c2ccccc2
assay
97%
mp
200-203 °C (lit.)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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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