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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

Certificates of Analysis (COA)

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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)
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
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
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
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
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