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
SMILES string
CN1N(c2ccccc2)C(=O)C(O)=C1C
InChI key
SKVPTPMWXJSBTF-UHFFFAOYSA-N
assay
99%
mp
184-186 °C (lit.)
functional group
ketone
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
J E Sharer et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(4), 487-494 (1996-04-01)
Antipyrine biotransformation has been used extensively in clinical studies as a marker for general hepatic oxidative or cytochrome P450 (P450)-mediated, metabolism. Studies have indicated that more than one P450 is involved in the formation of the three major human metabolites
K Janus et al.
Research in veterinary science, 60(3), 234-237 (1996-05-01)
Single doses of 15 mg kg-1 antipyrine were given intravenously to 10 female calves of the black and white breed at one, two, four, six, eight and 12 weeks of age, and the concentrations of antipyrine, 4-hydroxyantipyrine (4-OHA), 3-hydroxymethyl-antipyrine (HMA)
H A Ali et al.
Journal of hepatology, 22(1), 17-21 (1995-01-01)
Our aim was to study whether chronic hepatitis C affects the three metabolic pathways of the model drug antipyrine differently. We measured antipyrine clearance from saliva as well as urinary excretion of its main metabolites 4-hydroxy-antipyrine, 3-hydroxy-methyl-antipyrine, and nor-antipyrine in
K Janus et al.
Research in veterinary science, 63(1), 1-3 (1997-07-01)
The effect of four days water deprivation on the metabolism of antipyrine was studied in female Holstein-Friesian calves, aged 24 to 25 days, by measuring the antipyrine plasma clearance and the excretion of three major metabolites of antipyrine in urine.
S B Seredenin et al.
Biulleten' eksperimental'noi biologii i meditsiny, 110(11), 491-493 (1990-11-01)
Antipyrine oxidation was studied in C57BL/6 and BALB/c inbred mice. It was found that C57BL/6 are weak oxidant but BALB/c are strong oxidants of antipyrine. Animals F1 hybrids inherited the high capacity of antipyrine oxidation.
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