PHR1499

Flurbiprofen

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(s): Flurbiprofen, (±)-2-Fluoro-α-methyl-4-biphenylacetic acid, L-790,330
• Linear Formula: C₆H₅C₆H₃(F)CH(CH₃)CO₂H
• CAS Number: 5104-49-4
• Molecular Weight: 244.26
• EC Number: 225-827-6
• MDL number: MFCD00079303
• PubChem Substance ID: 329823420
• NACRES: NA.24

Properties

• grade: certified reference material; pharmaceutical secondary standard
• Quality Level: 300
• Agency: traceable to Ph. Eur. F0285200; traceable to USP 1285750
• CofA: current certificate can be downloaded
• packaging: pkg of 500 mg
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 110-112 °C (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: 2-30°C
• SMILES string: 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)
• InChI key: SYTBZMRGLBWNTM-UHFFFAOYSA-N
• Gene Information: human ... PTGS1(5742) , PTGS2(5743)

Description

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Flurbiprofen is a non-selective, non-steroidal anti-inflammatory drug (NSAID) that is widely used against rheumatoid arthritis. It is also effective against vernal keratoconjunctivitis, post-operative ocular inflammation, herpetic stromal keratitis, excimer laser photorefractive keratectomy and ocular gingivitis.[1]

Application

Flurbiprofen may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations and biological samples[2][3] by various analytical techniques.[1][2][3][4]

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA3047 in the slot below. This is an example certificate only and may not be the lot that you receive.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable