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Substance Name: Suprofen [USAN:USP:INN:BAN:JAN]
RN: 40828-46-4
UNII: 988GU2F9PE
InChIKey: MDKGKXOCJGEUJW-UHFFFAOYSA-N

Note

  • An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It inhibits prostaglandin synthesis and has been proposed as an anti-arthritic.

Molecular Formula

  • C14-H12-O3-S

Molecular Weight

  • 260.3118
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Cyclooxygenase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents
  • Skin / Eye Irritant
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Names and Synonyms

Name of Substance

  • Suprofen
  • Suprofen [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Suprofen

Synonyms

  • (+-)-2-(p-(2-Thenoyl)phenyl)propionic acid
  • 2-(4-(2-Thenoyl)phenyl)propionsaeure
  • 4-(2-Thenoyl)hydratropsaeure
  • alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid
  • EINECS 255-096-9
  • Maldocil
  • Masterfen
  • NSC 303611
  • p-2-Thenoylhydratropic acid
  • Profenal
  • R 25061
  • R-25,061
  • Suprofen
  • Suprofene
  • Suprofene [INN-French]
  • Suprofenum
  • Suprofenum [INN-Latin]
  • Suprol
  • Sutoprofen
  • TN 762
  • UNII-988GU2F9PE

Systematic Names

  • Benzeneacetic acid, alpha-methyl-4-(2-thienylcarbonyl)-
  • Hydratropic acid, p-(2-thenoyl)-
  • Suprofen

Registry Numbers

CAS Registry Number

  • 40828-46-4

FDA UNII

  • 988GU2F9PE

System Generated Number

  • 0040828464

Structure Descriptors

InChI

1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)

InChIKey

MDKGKXOCJGEUJW-UHFFFAOYSA-N

Smiles

CC(c1ccc(cc1)C(=O)c2cccs2)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intraperitoneal 300mg/kg (300mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
dog LD50 oral > 160mg/kg (160mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1597, 1975.
dog LD50 subcutaneous 1250mg/kg (1250mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
guinea pig LD50 oral 280mg/kg (280mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1537, 1975.
man TDLo oral 2857ug/kg (2.857mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED
American Journal of Nephrology. Vol. 8, Pg. 90, 1988.
man TDLo oral 2857ug/kg (2.857mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Annals of Internal Medicine. Vol. 105, Pg. 799, 1986.
man TDLo oral 8571ug/kg/4D- (8.571mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Drug Intelligence and Clinical Pharmacy. Vol. 20, Pg. 860, 1986.
mouse LD50 intraperitoneal 375mg/kg (375mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
mouse LD50 intravenous 185mg/kg (185mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 347, 1981.
mouse LD50 oral 590mg/kg (590mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1537, 1975.
mouse LD50 subcutaneous 710mg/kg (710mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
rat LD50 intraperitoneal 335mg/kg (335mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
rat LD50 intravenous 226mg/kg (226mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 347, 1981.
rat LD50 oral 70600ug/kg (70.6mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1526, 1975.
rat LD50 subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 1005, 1984.
women TDLo oral 4mg/kg (4mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Annals of Internal Medicine. Vol. 106, Pg. 235, 1987.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 124.3 deg C   EXP
pKa Dissociation Constant 3.91 (none)   EXP
log P (octanol-water) 2.820 (none)   EST
Atmospheric OH Rate Constant 1.50E-11 cm3/molecule-sec 25 EST

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