Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

109428

Sigma-Aldrich

4-Hydroxyantipyrine

99%

Synonym(s):

4-Hydroxy-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, NSC 174055

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
1672-63-5
Molecular Weight:
204.23
MDL number:
MFCD00003143
UNSPSC Code:
12352100
PubChem Substance ID:
24846917
NACRES:
NA.22

Assay

99%

mp

184-186 °C (lit.)

functional group

ketone

SMILES string

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

InChI

1S/C11H12N2O2/c1-8-10(14)11(15)13(12(8)2)9-6-4-3-5-7-9/h3-7,14H,1-2H3

InChI key

SKVPTPMWXJSBTF-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

4-Hydroxyantipyrine is formed during oxidative deamination of aminopyrine. It is a metabolite of antipyrine.

Application

4-Hydroxyantipyrine was used to study the relationships between the metabolism of antipyrine, hexobarbitone and theophylline in man. It was used in a study on flow injection analysis system for the characterisation of pharmaceutical compounds via combination of diode array UV, 1H NMR, FT-IR spectroscopy and time-of-flight mass spectrometry.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000281830
0000231851
0000219245
0000205716

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The effect of cimetidine on antipyrine metabolism in calves.
K Janus et al.
Journal of veterinary pharmacology and therapeutics, 20(1), 73-76 (1997-02-01)
Pharmacokinetics of antipyrine in calves after intravenous and oral administration.
K Janus et al.
Journal of veterinary pharmacology and therapeutics, 19(5), 408-410 (1996-10-01)
H A Ali et al.
Human & experimental toxicology, 13(10), 658-662 (1994-10-01)
1. We measured the antipyrine clearance in 18 healthy Saudi subjects and determined the urinary excretion of three of its metabolites: 4-hydroxyantipyrine (4-OH AP), norantipyrine (NOR AP) and 3 hydroxymethylantipyrine (3-OHM AP) in 21 subjects. 2. The mean +/- SD
F Jorquera et al.
The journals of gerontology. Series A, Biological sciences and medical sciences, 53(1), M14-M19 (1998-02-19)
Drug-metabolizing capacity is generally reduced in the elderly. The purpose of this investigation was to study antipyrine clearance and metabolite excretion in old subjects of both sexes. Saliva clearance of antipyrine and the production clearances of antipyrine metabolites were studied
D Louden et al.
The Analyst, 125(5), 927-931 (2000-07-08)
A prototype flow injection analysis (FIA) system for the characterisation of compounds via a combination of diode array UV, 1H NMR, FT-IR spectroscopy and time-of-flight (TOF) mass spectrometry has been investigated using a number of pharmaceuticals and related compounds as
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service