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A1606

4-Acetamidoantipyrine

Name: 4-Acetamidoantipyrine
Brand: ALDRICH

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/REAXYS Number:

234585

EC Number:

201-457-0

MDL number:

MFCD00003141

UNSPSC Code:

12352100

PubChem Substance ID:

24890565

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Lot/Batch Number

33097LJ

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The kinetics of metamizol and its metabolites in critical-care patients with acute renal dysfunction.

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

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)

Inhibition of cyclooxygenases by dipyrone.

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

Dose-dependent pharmacokinetics of metabolites of dipyrone in saliva.

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

Impairment of the metabolism of dipyrone in asymptomatic carriers of the hepatitis-B virus does not occur in rapid acetylators.

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

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