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Merck
CN

90567

Antipyrine

reference material

Synonym(s):

2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one, Phenazone

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O
CAS Number:
60-80-0
Molecular Weight:
188.23
EC Number:
200-486-6
UNSPSC Code:
77101502
PubChem Substance ID:
329769926
Beilstein/REAXYS Number:
157775
MDL number:
MFCD00003146

Key Documents

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InChI

1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3

InChI key

VEQOALNAAJBPNY-UHFFFAOYSA-N

SMILES string

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

grade

reference material

assay

≥98.5% (qNMR), ≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤0.5% water

mp

109-111 °C (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Gene Information

human ... PTGS1(5742)

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Application

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK9017
BCBQ7463V

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[Antipyrine test in evaluating the detoxifying function of the liver in chronic diseases].
A S Loginov et al.
Terapevticheskii arkhiv, 54(12), 31-34 (1982-01-01)
F Pautet et al.
Pathologie-biologie, 33(7), 777-780 (1985-09-01)
Antipyrine is widely used as a model compound to assess the hepatic metabolism in man. This drug is extensively metabolized by the hepatic microsomal drug-oxidizing system, into three main metabolites and six minor compounds of the phase I. The metabolite
[The use of antipyrine for assessing the enzymatic activity of the liver monooxygenase system (a review of the literature)].
A Kh Ashirmetov et al.
Laboratornoe delo, (1)(1), 16-20 (1990-01-01)
Drugs and the liver. Part II. The role of the antipyrine test in drug metabolism studies.
M Hartleb
Biopharmaceutics & drug disposition, 12(8), 559-570 (1991-11-01)
J V St Peter et al.
Clinical pharmacokinetics, 20(1), 50-65 (1991-01-01)
The disposition of phenazone (antipyrine), a low extraction compound with low protein binding, is known to be altered in the presence of various types of hepatic dysfunction. As such, its pharmacokinetics may be useful in the objective characterisation of altered
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