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447994

Sigma-Aldrich

Flurbiprofen

97%

Synonyme(s) :

(±)-2-Fluoro-α-methyl-4-biphenylacetic acid, L-790,330

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About This Item

Formule linéaire :
C6H5C6H3(F)CH(CH3)CO2H
Numéro CAS:
5104-49-4
Poids moléculaire :
244.26
Numéro CE :
225-827-6
Numéro MDL:
MFCD00079303
Code UNSPSC :
12352103

Pureté

97%

Pf

110-112 °C (lit.)

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

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Actions biochimiques/physiologiques

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.

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Harish Kumar et al.
European journal of medicinal chemistry, 43(12), 2688-2698 (2008-04-09)
A series of 1,3,4-oxadiazole/thiadiazole and 1,2,4-triazole derivatives of biphenyl-4-yloxy acetic acid were synthesized in order to obtain new compounds with potential anti-inflammatory activity, analgesic activity and lower ulcerogenic potential. All compounds were evaluated for their anti-inflammatory activity by the carrageenan
Mohammad Amir et al.
Bioorganic & medicinal chemistry letters, 18(3), 918-922 (2008-01-10)
A series of 3-(4-biphenyl)-5-substituted phenyl-2-pyrazolines (2a-h) and 1-benzoyl-3-(4-biphenyl)-5-substituted phenyl-2-pyrazolines (3a-h) were synthesized by condensation of chalcones with hydrazine hydrate in solvent system ethanol and DMF. The newly synthesized compounds were screened for their anti-inflammatory and analgesic activity, and were compared
Thomas M Ehrman et al.
Bioorganic & medicinal chemistry, 18(6), 2204-2218 (2010-03-02)
Chinese herbs were screened for compounds which may be active against four targets involved in inflammation, using pharmacophore-assisted docking. Multiple LigandScout (LS) pharmacophores built from ligand-receptor complexes in the protein databank (PDB) were first employed to select compounds. These compounds
Ilaria Peretto et al.
Journal of medicinal chemistry, 48(18), 5705-5720 (2005-09-02)
Flurbiprofen, a nonsteroidal antiinflammatory drug (NSAID), has been recently described to selectively inhibit beta-amyloid(1)(-)(42) (Abeta42) secretion, the most toxic component of the senile plaques present in the brain of Alzheimer patients. The use of this NSAID in Alzheimer's disease (AD)
Mohd Amir et al.
European journal of medicinal chemistry, 43(10), 2056-2066 (2007-11-21)
Several 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles were prepared by condensation of 4-amino-5-substituted-3-mercapto-(4H)-1,2,4-triazoles (3a,b) with various substituted aromatic acids and aryl/alkyl isothiocyanates through a one-pot reaction. These compounds were investigated for their anti-inflammatory, analgesic, ulcerogenic, lipid peroxidation, antibacterial and antifungal activities. Some of the synthesized
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