4-[2-(benzenesulfinyl)ethyl]-1,2-diphenylpyrazolidine-3,5-dione

• ChemBase ID: 1009
• Molecular Formular: C23H20N2O3S
• Molecular Mass: 404.4815
• Monoisotopic Mass: 404.11946351
• SMILES: S(=O)(CCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1)c1ccccc1
• Canonical SMILES: O=C1N(c2ccccc2)N(C(=O)C1CCS(=O)c1ccccc1)c1ccccc1
• InChI: InChI=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
• InChIKey: MBGGBVCUIVRRBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(benzenesulfinyl)ethyl]-1,2-diphenylpyrazolidine-3,5-dione
• IUPAC Traditional name: sulfinpyrazone
• Brand Name: Anturan; Anturane; Anturanil; Anturano; Anturen; Anturidin; Apo-Sulfinpyrazone; Enturan; Enturen; Novopyrazone
• Synonyms: Sulfinpyrazon; Sulfinpyrazine; Sulfoxyphenylpyrazolidine; Sulphinpyrazone; Usaf Ge-13; Diphenylpyrazone; Sulfinpyrazone; (±)-Sulfinpyrazone; 1,2-Diphenyl-4-[2-(phenylsulfinyl)ethyl-3,5-pyrazolidinedione; 1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulfinylethyl) pyrazolidine; 4-(Phenylsulfoxyethyl)-1,2-diphenyl-3,5-pyrazolidinedione; (±)-SULFINPYRAZONE; 1,2-二苯基-4-(苯亚砜基乙基)-3,5-吡咯烷二酮; (±)-磺吡酮

Database IDs

• CAS Number: 57-96-5
• EC Number: 200-357-4
• MDL Number: MFCD00057279
• PubChem SID: 160964472; 46504918; 24899841
• PubChem CID: 5342

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.413614
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3921533
• LogD (pH = 7.4): 1.0937697
• Log P: 3.1874084
• Molar Refractivity: 113.6155 cm^3
• Polarizability: 43.97318 Å^3
• Polar Surface Area: 57.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.92
• LOG S: -3.1
• Solubility (Water): 3.23e-01 g/l

PROPERTIES

Physical Property

• Solubility: 31.2 mg/L
• Melting Point: 136-137
• Hydrophobicity(logP): 2.4

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: UQ8575000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; R:22-36/37/38
• Safety Statements: 36; S:25-26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: human ... PDE3A(5139)

Product Information

• Purity: ≥99%
• Grade: analytical standard, for drug analysis

DETAILS

DrugBank - DB01138

• Drug Groups: approved
• Description: A uricosuric drug that is used to reduce the serum urate levels in gout therapy. It lacks anti-inflammatory, analgesic, and diuretic properties. [PubChem]
• Indication: For the treatment of gout and gouty arthritis.
• Pharmacology: Sulfinpyrazone's pharmacologic activity is the potentiation of the urinary excretion of uric acid. It is useful for reducing the blood urate levels in patients with chronic tophaceous gout and acute intermittent gout, and for promoting the resorption of tophi.
• Toxicity: Symptoms of overdose include nausea, vomiting, diarrhea, epigastric pain, ataxia, labored respiration, convulsions, coma. Possible symptoms, seen after overdosage with other pyrazolone derivatives: anemia, jaundice, and ulceration.
• Affected Organisms: Humans and other mammals
• Half Life: Approximately 4-6 hours
• Protein Binding: 98-99%
• External Links: Wikipedia; RxList; Drugs.com