Oxyphenbutazone (CED0009370)

Record Information
Version1.0
Creation Date2016-05-20 16:12:00 UTC
Update Date2026-08-20 02:52:48 UTC
Accession NumberCHEM016034
Identification
Common NameOxyphenbutazone
ClassSmall Molecule
Description
Oxyphenbutazone is an organic compound with the formula C19H20N2O3 and an average molecular weight of 324.37 g/mol. Oxyphenbutazone belongs to the 1-hydroxy-2-unsubstituted benzenoids, a subclass of phenols within the organic compounds. This compound is associated with 16 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in antiinflammatory agents, antiinflammatory and antirheumatic products, and topical products for joint and muscular pain. In the category of food, food processing, and cookware, it is linked to the preparation of malt, fermentation processes for beer, food preservation, and the processing of meats. It is also found in household cleaning and consumer products, specifically tobacco smoke filters, perfumes within detergents and soaps, and cigar cigarettes. Additionally, it is released from electrical and electronic equipment, including electrodes, fixed capacitors and their manufacture, hybrid capacitors, radio transmission systems, and conductors or conductive bodies characterised by the conductive materials. The recorded exposure route for oxyphenbutazone is oral. In terms of biological activity, the compound has two recorded protein targets: albumin (ALB) and the Group IIE secretory phospholipase A2 (PLA2G2E), for which it acts as a modulator.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-(p-Hydroxyphenyl)-2-phenyl-4-butyl-3,5-pyrazolidinedioneChEBI
1-Phenyl-2-(p-hydroxyphenyl)-3,5-dioxo-4-butylpyrazolidineChEBI
1-Phenyl-2-(p-hydroxyphenyl)-3,5-dioxo-4-N-butylpyrazolidineChEBI
3,5-Dioxo-1-phenyl-2-(p-hydroxyphenyl)-4-N-butylpyrazolideneChEBI
4-Butyl-1-(4-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedioneChEBI
4-Butyl-1-(p-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedioneChEBI
4-Butyl-2-(4-hydroxyphenyl)-1-phenyl-3,5-dioxopyrazolidineChEBI
4-Butyl-2-(p-hydroxyphenyl)-1-phenyl-3,5-pyrazolidinedioneChEBI
HydroxyphenylbutazonChEBI
Oxi-fenibutolChEBI
OxifenbutazonaChEBI
OxifenylbutazonChEBI
OxiphenbutazonumChEBI
OxyphenbutazonumChEBI
OxyphenylbutazoneChEBI
p-HydroxyphenylbutazoneChEBI
p-OxyphenylbutazoneChEBI
ReozonKegg
TanderilMeSH
Belmac brand OF oxyphenbutazoneMeSH
DiflamilMeSH
HydroxyphenylbutazoneMeSH
Novartis ophthalmics brand OF oxyphenbutazoneMeSH
Chemical FormulaC19H20N2O3
Average Molecular Mass324.374 g/mol
Monoisotopic Mass324.147 g/mol
CAS Registry Number129-20-4
IUPAC Name4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione
Traditional Nameoxyphenbutazone
SMILESCCCCC1C(=O)N(N(C1=O)C1=CC=C(O)C=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3
InChI KeyHFHZKZSRXITVMK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Pyrazolidinone
  • 1,3-dicarbonyl compound
  • Pyrazolidine
  • Carboxylic acid hydrazide
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP2.79ALOGPS
logP3.83ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)4.87ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.85 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.74 m³·mol⁻¹ChemAxon
Polarizability35.14 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0006-9601000000-0e93b2309b6f4ff21792Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-054k-8791000000-637b7e1dbae4d383b921Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-3920000000-8a5be556648d9ff3213bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-1129000000-635a75af02145840f4c6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-7396000000-7af7a18b0ccfe9a692b8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kf-9300000000-beaa3a49e9b7a30e7df1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0119000000-982c7f5b104baf102d43Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dj-6698000000-2933626114d1b33aada5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4p-7900000000-77b1ac23e35e6cb8ed59Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
272.0Log mg/kg[150:480]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
363Antiinflammatory and antirheumatic productsHealthcare, pharmaceuticals & veterinary productsNot Available
364Topical products for joint and muscular painHealthcare, pharmaceuticals & veterinary productsNot Available
396Antiinflammatory agentsHealthcare, pharmaceuticals & veterinary productsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
fMet-Leu-Phe receptor structureClick to view 3D structurefMet-Leu-Phe receptorP21462HumansPredicted (SEA)2.02408
Nicotinate phosphoribosyltransferase structureClick to view 3D structureNicotinate phosphoribosyltransferaseQ6XQN6HumansPredicted (SEA)0.389246
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)17.049
Click to view 3D structurePotassium channel subfamily K member 2Q920B6Rattus norvegicusPredicted (SEA)1.01204
UDP-N-acetylenolpyruvoylglucosamine reductase structureClick to view 3D structureUDP-N-acetylenolpyruvoylglucosamine reductaseP08373Escherichia coli (strain K12)Predicted (SEA)0.155698
Click to view 3D structureSarcoplasmic/endoplasmic reticulum calcium ATPase 3Q64518Mus musculusPredicted (SEA)8.87481
Click to view 3D structureUDP-N-acetylenolpyruvoylglucosamine reductaseP61431Staphylococcus aureusPredicted (SEA)0.155698
Estrogen receptor structureClick to view 3D structureEstrogen receptorP03372HumansPredicted (SEA)103.773
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)354.214
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)351.334
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)467.796
Adenosine receptor A3 structureClick to view 3D structureAdenosine receptor A3P0DMS8HumansPredicted (SEA)256.124
Substance-K receptor structureClick to view 3D structureSubstance-K receptorP21452HumansPredicted (SEA)248.339
Click to view 3D structureLignostilbene alpha, beta-dioxygenaseO87171Sphingomonas paucimobilisPredicted (SEA)2.88042
Bifunctional polynucleotide phosphatase/kinase structureClick to view 3D structureBifunctional polynucleotide phosphatase/kinaseQ96T60HumansPredicted (SEA)0.856341
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)350.244
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)254.723
Diacylglycerol acyltransferase/mycolyltransferase Ag85C structureClick to view 3D structureDiacylglycerol acyltransferase/mycolyltransferase Ag85CP9WQN9Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)2.95827
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)433.309
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)377.647
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)853.072
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)238.919
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)163.795
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)1149.05
Pyruvate carboxylase structureClick to view 3D structurePyruvate carboxylaseA0A0H3JRU9Staphylococcus aureus (strain Mu50 / ATCC 700699)Predicted (SEA)6.30579
Concentrations
Not Available
External Links
DrugBank IDDB03585
HMDB IDHMDB0256021
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOxyphenbutazone
Chemspider ID4480
ChEBI ID76258
PubChem Compound IDNot Available
Kegg Compound IDC19494
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1222682
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=141661
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14345781
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18963985
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19161668
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20299217
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21428758
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23012453
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23983013
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2862290
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=380595
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=501546
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=546857
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=6617711
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=6860567
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=6894379
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=7001487
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=7309664
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=7368966
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=766157
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=835859