F8514

Flurbiprofen

cyclooxygenase inhibitor

• Synonyme(s) : (±)-2-Fluoro-α-methyl-4-biphenylacetic acid, L-790,330
• Formule linéaire : C₆H₅C₆H₃(F)CH(CH₃)CO₂H
• CAS Number: 5104-49-4
• Poids moléculaire : 244.26
• Numéro CE : 225-827-6
• Numéro MDL: MFCD00079303
• Code UNSPSC : 51102829
• ID de substance PubChem : 24894968
• Nomenclature NACRES : NA.76

Propriétés

• Source biologique: synthetic
• Niveau de qualité: 100
• Essai: ≥98.5% (HPLC)
• Forme: powder
• Couleur: white to off-white
• Pf: 110-112 °C (lit.)
• Solubilité: methanol: 50 mg/mL
• Spectre d'activité de l'antibiotique: fungi
• Mode d’action: enzyme | inhibits
• Chaîne SMILES: CC(C(O)=O)c1ccc(c(F)c1)-c2ccccc2
• 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)
• Clé InChI: SYTBZMRGLBWNTM-UHFFFAOYSA-N
• Informations sur le gène: human ... ALB(213), APP(351), CYP1A2(1544), CYP2C9(1559), PTGS1(5742), PTGS2(5743) ; rat ... Ptgs1(24693)

Description

Application

Flurbiprofen is a nonsteroidal anti-inflammatory agent (NSAIA) with antipyretic, analgesic, and antifungal activity. Oral formulations of flurbiprofen may be used to treat rheumatoid arthritis, osteoarthritis and anklylosing spondylitis. Flurbiprofen is also used topically during ocular surgery to prevent or reduce intraoperative miosis. Flurbiprofen is structurally and pharmacologically related to ibuprofen. It is used to study the pathophysiological steps of NSAID enteropathy in the rat and the biotransformation of flurbiprofen by Cunninghamella species.

Actions biochimiques/physiologiques

Cyclooxygenase (COX) inhibitor; non-steroidal anti-inflammatory agent with antifungal activity. The S enantiomer inhibits prostaglandin synthesis and has both anti-inflammatory and analgesic activity, while the R enantiomer does not inhibit prostaglandin synthesis and displays only analgesic activity.

Fluibiprofen is a cyclooxygenase (COX) inhibitor, which is an enzyme responsible for the conversion of arachidonic acid to prostaglandin G2 (PGG2) and PGG2 to prostaglandin H2 (PGH2) in the prostaglandin synthesis pathway. This decreases the prostaglandins which cause inflammation, pain, swelling and fever. Flurbiprofen inhibits the activity of both COX-1 and -2. The S enantiomer inhibits prostaglandin synthesis and has both anti-inflammatory and analgesic activity, while the R enantiomer does not inhibit prostaglandin synthesis and displays only analgesic activity.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges