4-hydroxyantipyrine

Names

[ Name ]:
4-hydroxyantipyrine

[Synonym ]:
MFCD00003143
1-phenyl-2,3-dimethyl-4-hydroxy-pyrazoline-5-on
4-hydroxy-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one
4-Hydroxy-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
1-Phenyl-2,3-dimethyl-4-hydroxy-5-pyrazolone
Prestwick_270
hydroxy-4 antipyrine
1,2-dihydro-4-hydroxy-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
Antipyrine,4-hydroxy
4-Hydroxyantipyrine

Biological Activity

[Description]:

4-Hydroxyantipyrine (4-Hydroxyphenazone; NSC 174055) is the major metabolite of Antipyrine (HY-B0171), can be as a biodistribution promoter. 4-Hydroxyantipyrine can increase distribution of concentration ratio of Citicoline and Antipyrine in the brain[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

4-Hydroxyantipyrine increase the tissue-to-plasma concentration ratio of Citicoline in the brain and liver and that of thiopental sodium in the brain, liver, and heart[1]. 4-Hydroxyantipyrine enhances the blood-brain barrier (BBB) permeability of Antipyrine considering to be concerned with the increase of the Kp value of Antipyrine in the brain[2].

[References]

[1]. Ohkawa Y, et al. Effects of 4-hydroxyantipyrine and its 4-O-sulfate on antipyrine as biodistribution promoter. Biol Pharm Bull. 2001 May;24(5):529-34.

[2]. Ohkawa Y, et al. Application of 4-hydroxyantipyrine and acetaminophen O-sulfate as biodistribution promoter. Biol Pharm Bull. 2001 Dec;24(12):1404-10.

Chemical & Physical Properties

[ Density]:
1.294g/cm3

[ Boiling Point ]:
314.3ºC at 760mmHg

[ Melting Point ]:
184-186ºC(lit.)

[ Molecular Formula ]:
C₁₁H₁₂N₂O₂

[ Molecular Weight ]:
204.22500

[ Flash Point ]:
143.9ºC

[ Exact Mass ]:
204.09000

[ PSA ]:
47.16000

[ LogP ]:
1.19000

[ Vapour Pressure ]:
0.000199mmHg at 25°C

[ Index of Refraction ]:
1.63

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

The effect of age and sex on metabolism and urinary excretion of antipyrine.

J. Gerontol. A. Biol. Sci. Med. Sci. 53(1) , M14-9, (1998)

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 cleara...

The pharmacokinetics of antipyrine and three of its metabolites in the rabbit: intravenous administration of pure metabolites.

Pharm. Res. 8(12) , 1470-6, (1991)

Antipyrine (AP) is a commonly used probe of oxidative metabolism. Indirect evidence demonstrates formation rate limited disposition of its metabolites. Kinetic studies using antipyrine and its major m...

Separation and identification of the 4-hydroxyantipyrine sulphoconjugate.

J. Chromatogr. A. 576(1) , 103-9, (1992)

In a previous study we observed, during separation of total antipyrine metabolites by high-performance liquid chromatography and after enzymatic hydrolysis, an unidentified peak corresponding to an io...

Related Compounds

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