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F8514

Flurbiprofen

Name: Flurbiprofen
Brand: SIGMA

cyclooxygenase inhibitor

Synonym(e):

(±)-2-Fluor-α-methyl-4-biphenyl-essigsäure, L-790,330

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Über diesen Artikel

Lineare Formel:

C₆H₅C₆H₃(F)CH(CH₃)CO₂H

CAS-Nummer:

5104-49-4

Molekulargewicht:

244.26

NACRES:

NA.76

PubChem Substance ID:

24894968

UNSPSC Code:

51102829

EC Number:

225-827-6

MDL number:

MFCD00079303

Technischer Dienst

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Unterstützung erhalten

Eigenschaften

biological source

synthetic

Quality Segment

100

form

powder

color

white to off-white

mp

110-112 °C (lit.)

solubility

methanol: 50 mg/mL

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

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 ... ALB(213), APP(351), CYP1A2(1544), CYP2C9(1559), PTGS1(5742), PTGS2(5743)
rat ... Ptgs1(24693)

Beschreibung

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.

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.