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Substance Name: Sulfinpyrazone [USP:INN:BAN:JAN]
RN: 57-96-5
UNII: V6OFU47K3W
InChIKey: MBGGBVCUIVRRBF-UHFFFAOYSA-N

Note

  • A uricosuric drug that is used to reduce the serum urate levels in gout therapy. It lacks anti-inflammatory, analgesic, and diuretic properties.

Molecular Formula

  • C23-H20-N2-O3-S

Molecular Weight

  • 404.488
 

Classification Codes

  • Antirheumatic Agents
  • Drug / Therapeutic Agent
  • Gout Suppressants
  • Human Data
  • Mutation Data
  • Renal Agents
  • Uricosuric
  • Uricosuric Agents
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Names and Synonyms

Name of Substance

  • Sulfinpyrazone
  • Sulfinpyrazone [USP:INN:BAN:JAN]

MeSH Heading

  • Sulfinpyrazone

Synonyms

  • 1,2-Diphenyl-3,5-dioxo-4-(2'-phenyl-sulfinyl-aethyl)-pyrazolidin
  • 1,2-Diphenyl-3,5-dioxo-4-(2'-phenyl-sulfinyl-aethyl)-pyrazolidin [German]
  • 1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulfinylethyl)pyrazolidine
  • 1,2-Diphenyl-4-(2'-phenylsulfinethyl)-3,5-pyrazolidinedione
  • 1,2-Diphenyl-4-(2-(phenylsulfinyl)ethyl)-3,5-pyrazolidinedione
  • 3,5-Pyrazolidinedione, 1,2-diphenyl-4-(2-(phenylsulfinyl)ethyl)-
  • 4-(2-Benzenesulfinylethyl)-1,2-diphenylpyrazolidine-3,5-dione
  • 4-(Phenylsulfoxyethyl)-1,2-diphenyl-3,5-pyrazolidinedione
  • 5-25-02-00397 (Beilstein Handbook Reference)
  • Anturan
  • Anturane
  • Anturanil
  • Anturano
  • Anturidin
  • BRN 0713597
  • Diphenylpyrazone
  • EINECS 200-357-4
  • Enturen
  • G 28,315
  • G 28315
  • HSDB 3396
  • NSC 75925
  • Sulfinpirazona
  • Sulfinpirazona [INN-Spanish]
  • Sulfinpyrazon
  • Sulfinpyrazone
  • Sulfinpyrazonum
  • Sulfinpyrazonum [INN-Latin]
  • Sulfoxyphenylpyrazolidine
  • Sulphinpyrazone
  • UNII-V6OFU47K3W
  • USAF GE-13

Systematic Names

  • 3,5-Pyrazolidinedione, 1,2-diphenyl-4-(2-(phenylsulfinyl)ethyl)-
  • Sulfinpyrazone

Registry Numbers

CAS Registry Number

  • 57-96-5

FDA UNII

  • V6OFU47K3W

System Generated Number

  • 0000057965

Structure Descriptors

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

Smiles

c1ccc(cc1)N2C(=O)C(C(=O)N2c3ccccc3)CCS(=O)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 29mg/kg (29mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA New England Journal of Medicine. Vol. 303, Pg. 702, 1980.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD414-344,
mouse LD50 intravenous 240mg/kg (240mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: EXCITEMENT

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960.
mouse LD50 oral 298mg/kg (298mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960.
rabbit LD50 intravenous 195mg/kg (195mg/kg)   Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 391, 1965.
rat LD50 intravenous 154mg/kg (154mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: EXCITEMENT

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960.
rat LD50 oral 358mg/kg (358mg/kg)   Drugs in Japan Vol. 6, Pg. 393, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 136-137 deg C   EXP
pKa Dissociation Constant 3.25 (none)   EXP
log P (octanol-water) 2.3 (none)   EXP
Water Solubility 31.2 mg/L 25 EST
Vapor Pressure 1.65E-14 mm Hg 25 EST
Henry's Law Constant 5.01E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.96E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.