Flurbiprofen
SIGMA/F8514 - cyclooxygenase inhibitor
Synonym: (±)-2-Fluoro-α-methyl-4-biphenylacetic acid; L-790,330
CAS Number: 5104-49-4
Empirical Formula (Hill Notation): C15H13FO2
Molecular Weight: 244.26
EC Number: 225-827-6
MDL Number: MFCD00079303
Linear Formula: C6H5C6H3(F)CH(CH3)CO2H
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: F8514-25G
This image depicts SKU: F8514-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: F8514-1G
This image depicts SKU: F8514-1G
| antibiotic activity spectrum | fungi |
| assay | ≥98.5% (HPLC) |
| biological source | synthetic |
| color | white to off-white |
| form | powder |
| InChI | 1S/C15H13FO2/c1-10(15(17) |
| InChI key | SYTBZMRGLBWNTM-UHFFFAOYSA |
| mode of action | enzyme | inhibits |
| mp | 110-112 °C (lit.) |
| Quality Level | 100  |
| SMILES string | CC(C(O)=O)c1ccc(c(F)c1)-c |
| solubility | methanol: 50 mg/mL |
| 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. |
| Biochem/physiol Actions: | 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. |
| Biochem/physiol Actions: | 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. |
| Packaging: | 1, 5, 25 g in poly bottle |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 |
| Precautionary statements | P264 - P270 - P301 + P310 + P330 - P405 - P501 |
| Hazard Codes | T |
| Risk Statements | 25 |
| Safety Statements | 36/37/39-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98.5% (HPLC) |
| mp | 110-112 °C (lit.) |
| UNSPSC | 51102829 |