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Substance Name: Flurbiprofen [USAN:USP:INN:BAN:JAN]
RN: 5104-49-4
UNII: 5GRO578KLP
InChIKey: SYTBZMRGLBWNTM-UHFFFAOYSA-N

Note

  • An anti-inflammatory analgesic and antipyretic of the phenylalkynoic acid series. It has been shown to reduce bone resorption in periodontal disease by inhibiting CARBONIC ANHYDRASE.

Molecular Formula

  • C15-H13-F-O2

Molecular Weight

  • 244.2637
 

Classification Codes

  • Analgesic
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Central Nervous System Agents
  • Cyclooxygenase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Flurbiprofen

Synonyms

  • (+-)-2-(2-Fluoro-4-biphenylyl)propionic acid
  • (+-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid
  • (1,1'-Biphenyl)-4-acetic acid, 2-fluoro-alpha-methyl-, (+-)-
  • 2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid
  • 3-Fluoro-4-phenylhydratropic acid
  • Adofeed
  • Ansaid
  • Antadys
  • BTS 18,322
  • BTS 18322
  • CCRIS 3708
  • EINECS 225-827-6
  • Flurbiprofen
  • Flurbiprofene
  • Flurbiprofene [INN-French]
  • Flurbiprofeno
  • Flurbiprofeno [INN-Spanish]
  • Flurbiprofenum
  • Flurbiprofenum [INN-Latin]
  • FP 70
  • Froben
  • U 27,182
  • U 27182
  • U-27,182
  • UNII-5GRO578KLP

Systematic Names

  • (1,1'-Biphenyl)-4-acetic acid, 2-fluoro-alpha-methyl-, (+-)-
  • 4-Biphenylacetic acid, 2-fluoro-alpha-methyl-
  • Flurbiprofen

Superlist Name

  • Flurbiprofen

Registry Numbers

CAS Registry Number

  • 5104-49-4

FDA UNII

  • 5GRO578KLP

System Generated Number

  • 0005104494

Structure Descriptors

InChI

1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)

InChIKey

SYTBZMRGLBWNTM-UHFFFAOYSA-N

Smiles

c1cc(ccc1)c1ccc(cc1F)[C@@H](C(=O)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 10mg/kg (10mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 232, 1979.
man TDLo oral 30mg/kg/2W-I (30mg/kg)   British Medical Journal. Vol. 4, Pg. 496, 1974.
man TDLo oral 30mg/kg/2W-I (30mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: HEADACHE
British Medical Journal. Vol. 4, Pg. 496, 1974.
mouse LD50 intraperitoneal 890mg/kg (890mg/kg)   Russian Pharmacology and Toxicology Vol. 49, Pg. 98, 1986.
mouse LD50 intravenous > 385mg/kg (385mg/kg) PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: CHANGES IN REFRACTION: EYE
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
mouse LD50 oral 640mg/kg (640mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: NORMOCYTIC ANEMIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
mouse LD50 subcutaneous 550mg/kg (550mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
rabbit LD50 oral 290mg/kg (290mg/kg)   Drugs in Japan Vol. 6, Pg. 707, 1982.
rat LD50 intraperitoneal 108mg/kg (108mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: NORMOCYTIC ANEMIA
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
rat LD50 oral 117mg/kg (117mg/kg) BLOOD: NORMOCYTIC ANEMIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
rat LD50 subcutaneous 100mg/kg (100mg/kg) BLOOD: NORMOCYTIC ANEMIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Kiso to Rinsho. Clinical Report. Vol. 9, Pg. 2641, 1975.
women TDLo oral 14mg/kg/7D-I (14mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Annals of Internal Medicine. Vol. 112, Pg. 550, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 110-111 deg C   EXP
log P (octanol-water) 4.16 (none)   EXP
Water Solubility 8 mg/L 22 EXP
Vapor Pressure 1.96E-06 mm Hg 25 EST
Henry's Law Constant 5.26E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.78E-12 cm3/molecule-sec 25 EST

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