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
0000281830
0000231851

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

R P Shrewsbury et al.
Research communications in chemical pathology and pharmacology, 67(3), 411-414 (1990-03-01)
Two reports of antipyrine disposition in rats after hemodilution with 20, 40, or 80 ml/kg of Fluosol-DA are evaluated to determine if the extent of hemodilution influenced cytochrome P-450 mediated antipyrine metabolism. Alterations in antipyrine clearance (Cl) and 3-hydroxymethylantipyrine (3OHME)
J H Schellens et al.
British journal of clinical pharmacology, 26(4), 373-384 (1988-10-01)
1. Three model substrates for the characterization of drug oxidation activity, antipyrine (AP), hexobarbitone (HB) and theophylline (TH), were administered to 26 healthy volunteers on two different occasions: in the first experiment a combination of AP (250 mg) and HB
V L Lanchote et al.
Therapeutic drug monitoring, 19(6), 705-710 (1998-01-08)
A method has been developed for the simultaneous determination of antipyrine and its three major metabolites in plasma of patients with renal failure. Plasma samples (500 microl) were hydrolyzed with beta-glucuronidase/aryl sulphatase. The compounds, after addition of sodium chloride, were
R P Shrewsbury et al.
Research communications in chemical pathology and pharmacology, 64(3), 455-462 (1989-06-01)
Antipyrine metabolism was determined after hemodilution with 40 ml/kg of Fluosol in conscious, unrestrained female and male rats. Rats received an intravenous antipyrine dose (20 mg/kg) 24, 48, or 72 hours after hemodilution and the pharmacokinetic parameters were compared to
C A Van Geel et al.
Mechanisms of ageing and development, 53(2), 169-177 (1990-04-09)
The influence of ageing on the metabolism of antipyrine by different forms of cytochrome P-450 was studied in vitro, by measuring the formation of antipyrine metabolites by microsomes isolated from untreated rats, which were grouped into 5 different ages. Km
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