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109428

Sigma-Aldrich

4-Hydroxyantipyrine

99%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C11H12N2O2
Numéro CAS:
1672-63-5
Poids moléculaire :
204.23
Numéro MDL:
MFCD00003143
Code UNSPSC :
12352100
ID de substance PubChem :
24846917
Nomenclature NACRES :
NA.22

Pureté

99%

Pf

184-186 °C (lit.)

Chaîne SMILES 

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

Clé InChI

SKVPTPMWXJSBTF-UHFFFAOYSA-N

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Description générale

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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, 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)
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
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