Sulfinpyrazone (CED0006186)

Record Information
Version1.0
Creation Date2016-05-22 03:46:33 UTC
Update Date2026-08-21 23:45:01 UTC
Accession NumberCHEM016889
Identification
Common NameSulfinpyrazone
ClassSmall Molecule
Description
Sulfinpyrazone is an organic compound with the chemical formula C23H20N2O3S and an average molecular weight of 404.48 g/mol. Sulfinpyrazone belongs to the phenyl sulfoxides, a subclass of benzene and substituted derivatives within the organic compounds. The compound has been identified in eight recorded sources across several categories. Within household cleaning and consumer products, it is found in perfumes within detergents and soaps, cigar cigarettes, other smoking requisites, non-electric simulated smoking devices, and tobacco smoke filters. It is also present in electrically stimulated smoking devices under electrical and electronic equipment, as well as in food preservation within the food, food processing, and cookware category. In the realm of healthcare, pharmaceuticals, and veterinary products, it is used in antigout preparations. The recorded route of exposure for this substance is oral. Sulfinpyrazone interacts with four recorded protein targets. It acts as an activator or inhibitor of Multidrug resistance-associated protein 1 (ABCC1), ATP-binding cassette sub-family C member 2 (ABCC2), Solute carrier family 22 member 12 (SLC22A12), and Nuclear receptor subfamily 1 group I member 2 (NR1I2).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulfinylethyl)pyrazolidineChEBI
1,2-Diphenyl-4-(2'-phenylsulfinethyl)-3,5-pyrazolidinedioneChEBI
4-(2-Benzenesulfinylethyl)-1,2-diphenylpyrazolidine-3,5-dioneChEBI
AnturaneChEBI
SulfoxyphenylpyrazolidineChEBI
1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulphinylethyl)pyrazolidineGenerator
1,2-Diphenyl-4-(2'-phenylsulphinethyl)-3,5-pyrazolidinedioneGenerator
4-(2-Benzenesulphinylethyl)-1,2-diphenylpyrazolidine-3,5-dioneGenerator
SulphoxyphenylpyrazolidineGenerator
SulphinpyrazoneGenerator
DiphenylpyrazoneHMDB
SulfinpyrazineHMDB
SulfinpyrazonHMDB
Usaf ge-13HMDB
Apo sulfinpyrazoneHMDB
Nu pharm brand OF sulfinpyrazoneHMDB
Nu sulfinpyrazoneHMDB
Nu-pharm brand OF sulfinpyrazoneHMDB
Nu-sulfinpyrazoneHMDB
SulfoxyphenylpyrazolidinHMDB
AnturanHMDB
Apo-sulfinpyrazoneHMDB
Apotex brand OF sulfinpyrazoneHMDB
Novartis brand OF sulfinpyrazoneHMDB
Chemical FormulaC23H20N2O3S
Average Molecular Mass404.482 g/mol
Monoisotopic Mass404.119 g/mol
CAS Registry Number57-96-5
IUPAC Name4-[2-(benzenesulfinyl)ethyl]-1,2-diphenylpyrazolidine-3,5-dione
Traditional Namesulfinpyrazone
SMILESO=C1C(CCS(=O)C2=CC=CC=C2)C(=O)N(N1C1=CC=CC=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C23H20N2O3S/c26-22-21(16-17-29(28)20-14-8-3-9-15-20)23(27)25(19-12-6-2-7-13-19)24(22)18-10-4-1-5-11-18/h1-15,21H,16-17H2
InChI KeyMBGGBVCUIVRRBF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenyl sulfoxides. These are organosulfur compounds containing a sulfoxide group substituted with a phenyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenyl sulfoxides
Direct ParentPhenyl sulfoxides
Alternative Parents
Substituents
  • Phenyl sulfoxide
  • Pyrazolidinone
  • 1,3-dicarbonyl compound
  • Pyrazolidine
  • Carboxylic acid hydrazide
  • Sulfoxide
  • Carboxylic acid derivative
  • Azacycle
  • Organoheterocyclic compound
  • Sulfinyl compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • 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 Solubility0.32 g/LALOGPS
logP2.92ALOGPS
logP3.19ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.41ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area57.69 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity113.62 m³·mol⁻¹ChemAxon
Polarizability42.15 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-004i-2962000000-94e8774039d3f0fcca8fNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0002900000-472e293a011d716bb5a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0550-2930000000-70abc4e49a7459cc1980Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6r-0591500000-4b27d64be1dee69f96e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0002900000-472e293a011d716bb5a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0550-2930000000-70abc4e49a7459cc1980Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0121900000-c9fce22e4f1bf8639c5fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0aor-1982700000-265219a2340547ed8bbdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0296-8980000000-1a7f9e1d8816c5ac0085Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ufr-0611900000-4d4b16dafcc3e3c35c10Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-6ced63b6018b3dc056ebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-4900000000-d6a82452b72bf2aa7d3fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0010900000-c22c20a4b5ae18de64c5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a70-0091500000-79c6d2d2234f9c7c03c9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ri-3981000000-e2a706d32b4166dcf98fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fb9-0590700000-e4fb976008c18fe00f50Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-2951100000-ccd7d87659eeb242040eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004l-8910000000-8627304c89a73101a237Not 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
235.0Log mg/kg[130:420]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
366Antigout preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal 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
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
fMet-Leu-Phe receptor structureClick to view 3D structurefMet-Leu-Phe receptorP21462HumansPredicted (SEA)16.0369
Nicotinate phosphoribosyltransferase structureClick to view 3D structureNicotinate phosphoribosyltransferaseQ6XQN6HumansPredicted (SEA)3.34752
UDP-N-acetylenolpyruvoylglucosamine reductase structureClick to view 3D structureUDP-N-acetylenolpyruvoylglucosamine reductaseP08373Escherichia coli (strain K12)Predicted (SEA)0.233548
Click to view 3D structureUDP-N-acetylenolpyruvoylglucosamine reductaseP61431Staphylococcus aureusPredicted (SEA)0.155698
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)314.044
Click to view 3D structureL,D-transpeptidase 2I6Y9J2Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)9.03051
Sulfhydryl oxidase 1 structureClick to view 3D structureSulfhydryl oxidase 1O00391HumansPredicted (SEA)9.03051
YTH domain-containing family protein 1 structureClick to view 3D structureYTH domain-containing family protein 1Q9BYJ9HumansPredicted (SEA)9.03051
Click to view 3D structurePurine nucleoside phosphorylaseQ2HXR2Toxoplasma gondiiPredicted (SEA)19.1509
Click to view 3D structureGlucose-6-phosphate dehydrogenase-6-phosphogluconolactonaseQ9BHT9Plasmodium bergheiPredicted (SEA)370.095
Click to view 3D structureMannose-6-phosphate isomeraseP34949HumansPredicted (SEA)114.75
Click to view 3D structurePhosphoethanolamine/phosphocholine phosphataseQ8TCT1HumansPredicted (SEA)51.0691
Pyruvate carboxylase structureClick to view 3D structurePyruvate carboxylaseA0A0H3JRU9Staphylococcus aureus (strain Mu50 / ATCC 700699)Predicted (SEA)69.5972
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)3480.87
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)3190.26
Click to view 3D structureHexokinaseQ38C41Trypanosoma bruceiPredicted (SEA)79.8733
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)1542.5
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)3712.55
Click to view 3D structureCocaine esteraseO00748HumansPredicted (SEA)172.28
Click to view 3D structureAldehyde dehydrogenase 1A1P51647Rattus norvegicusPredicted (SEA)7.08428
UDP-N-acetylglucosamine 1-carboxyvinyltransferase structureClick to view 3D structureUDP-N-acetylglucosamine 1-carboxyvinyltransferaseP0A749Escherichia coli (strain K12)Predicted (SEA)9.18621
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)4410.08
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)3464.29
Nociceptin receptor structureClick to view 3D structureNociceptin receptorP41146HumansPredicted (SEA)1140.26
DNA dC->dU-editing enzyme APOBEC-3G structureClick to view 3D structureDNA dC->dU-editing enzyme APOBEC-3GQ9HC16HumansPredicted (SEA)585.504
Concentrations
Not Available
External Links
DrugBank IDDB01138
HMDB IDHMDB0015269
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSulfinpyrazone
Chemspider ID5149
ChEBI ID9342
PubChem Compound ID5342
Kegg Compound IDC07317
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References