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Substance Name: Fenoprofen [USAN:INN:BAN]
RN: 29679-58-1
UNII: RA33EAC7KY
InChIKey: RDJGLLICXDHJDY-UHFFFAOYSA-N

Notes

  • A propionic acid derivative that is used as a non-steroidal anti-inflammatory agent.
  • An anti-inflammatory analgesic and antipyretic highly bound to plasma proteins. It is pharmacologically similar to ASPIRIN, but causes less gastrointestinal bleeding.

Molecular Formula

  • C15-H14-O3

Molecular Weight

  • 242.2726
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Cyclooxygenase Inhibitors
  • Enzyme Inhibitors
  • Peripheral Nervous System Agents
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Fenoprofen
  • Fenoprofen [USAN:INN:BAN]

MeSH Heading

  • Fenoprofen

Synonyms

  • (+-)-2-(3-Phenoxyphenyl)propionic acid
  • (+-)-m-Phenoxyhydratropic acid
  • BRN 2118687
  • EINECS 249-770-1
  • EINECS 250-850-3
  • Fenoprofene
  • Fenoprofene [INN-French]
  • Fenoprofeno
  • Fenoprofeno [INN-Spanish]
  • Fenoprofenum
  • Fenoprofenum [INN-Latin]
  • HSDB 3328
  • Lilly 53858
  • UNII-RA33EAC7KY

Systematic Names

  • 2-(3-Phenoxyphenyl)propionic acid
  • Benzeneacetic acid, alpha-methyl-3-phenoxy-, (+-)-

Registry Numbers

CAS Registry Number

  • 29679-58-1

FDA UNII

  • RA33EAC7KY

Other Registry Number

  • 31879-05-7

System Generated Number

  • 0029679581

Structure Descriptors

InChI

1S/C15H14O3/c1-11(15(16)17)12-6-5-9-14(10-12)18-13-7-3-2-4-8-13/h2-11H,1H3,(H,16,17)

InChIKey

RDJGLLICXDHJDY-UHFFFAOYSA-N

Smiles

CC(c1cccc(c1)Oc2ccccc2)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 4286ug/kg (4.286mg/kg) ENDOCRINE: EVIDENCE OF THYROID HYPERFUNCTION British Medical Journal. Vol. 292, Pg. 1560, 1986.
mouse LD50 oral 1400mg/kg (1400mg/kg)   United States Patent Document. Vol. #3985779,
rat LD oral > 200mg/kg (200mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Toxicology and Applied Pharmacology. Vol. 52, Pg. 454, 1980.
women TDLo oral 1092mg/kg/13W (1092mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Mayo Clinic Proceedings. Vol. 55, Pg. 103, 1980.
women TDLo oral 9386mg/kg/1Y- (9386mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS New England Journal of Medicine. Vol. 301, Pg. 1271, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point < 25 deg C   EXP
pKa Dissociation Constant 7.3 (none)   EXP
log P (octanol-water) 3.900 (none)   EST
Atmospheric OH Rate Constant 1.87E-11 cm3/molecule-sec 25 EST

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