4-hydroxyantipyrine

Modify Date: 2025-08-25 23:43:30

4-hydroxyantipyrine Structure
4-hydroxyantipyrine structure
Common Name 4-hydroxyantipyrine
CAS Number 1672-63-5 Molecular Weight 204.22500
Density 1.294g/cm3 Boiling Point 314.3ºC at 760mmHg
Molecular Formula C11H12N2O2 Melting Point 184-186ºC(lit.)
MSDS Chinese USA Flash Point 143.9ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of 4-hydroxyantipyrine


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].

 Names

Name 4-hydroxy-1,5-dimethyl-2-phenylpyrazol-3-one
Synonym More Synonyms

 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
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

 Safety Information

Symbol GHS07
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

 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%

 Articles29

More 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...

 4-hydroxyantipyrineBioassay

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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
Name: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfect...
Source: Broad Institute
Target: N/A
External Id: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfected HEK293 cells Inhibition - 7011-01_Antagonist_SinglePoint_HTS_Activity
Name: EZH2/PRC2 methyltransferase inhibitors Measured in Biochemical System Using Plate Rea...
Source: Broad Institute
Target: histone-lysine N-methyltransferase EZH2 isoform a [Homo sapiens]
External Id: 2125-01_Inhibitor_SinglePoint_HTS_Activity
Name: Dicer-mediated maturation of pre-microRNA
Source: Center for Chemical Genomics, University of Michigan
Target: N/A
External Id: TargetID_659_CEMA
Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
Name: Fluorescence polarization-based biochemical high throughput primary assay to identify...
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=Sialate O-acetylesterase; AltName: Full=H-Lse; AltName: Full=Sialic acid-specific 9-O-acetylesterase; Flags: Precursor [Homo sapiens]
External Id: SIAE_INH_FP_1536_1X%INH PRUN
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 Synonyms

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
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