F8514

Flurbiprofen

cyclooxygenase inhibitor

• Sinónimos: (±)-2-Fluoro-α-methyl-4-biphenylacetic acid, L-790,330
• Fórmula lineal: C₆H₅C₆H₃(F)CH(CH₃)CO₂H
• Número de CAS: 5104-49-4
• Peso molecular: 244.26
• Número CE: 225-827-6
• Número MDL: MFCD00079303
• Código UNSPSC: 51102829
• ID de la sustancia en PubChem: 24894968
• NACRES: NA.76

Propiedades

• origen biológico: synthetic
• Nivel de calidad: 100
• Ensayo: ≥98.5% (HPLC)
• Formulario: powder
• color: white to off-white
• mp: 110-112 °C (lit.)
• solubilidad: methanol: 50 mg/mL
• espectro de actividad antibiótica: fungi
• Modo de acción: enzyme | inhibits
• cadena 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)
• Clave InChI: SYTBZMRGLBWNTM-UHFFFAOYSA-N
• Información sobre el gen: human ... ALB(213) , APP(351) , CYP1A2(1544) , CYP2C9(1559) , PTGS1(5742) , PTGS2(5743) ; rat ... Ptgs1(24693)

Descripción

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 3 Oral
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges