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(R)-Flurbiprofen
Inhibitors
Reference 70255
Data
CAS number51543-40-9
Molecular FormulaC15H13FO2
FormulationA crystalline solid
Purity>99%
Lambda Max247 nm
Stability2 years
StorageRoom temperature
ShippingAMBIENT
Correlated Keywordscyclooxygenases, inhibitors, NSAIDs, COX-1, COX-2, nonsteroidal, anti-inflammatory, drugs, COX1, COX2, PGHS1, PGHS2, PGHS-1, PGHS-2, prostaglandin, H, synthases, synthase-1, synthase-2, inhibits, inhibition, neurochemistry
SynonymsE-7869, Tarenflurbil, Flurizan
Description
(R)-Flurbiprofen is a member of the 2-aryl propionic acid group of nonsteroidal anti-inflammatory drugs (NSAIDs). Only a small amount (<5%) of (R)-enantiomer is converted to the (S)-enantiomer in rats and humans; therefore, the biological effects are specific to each enantiomer. Although inactive as an inhibitor of cyclooxygenase (COX), this enantiomer reduces inflammation through inhibition of NF-κB and AP-1 activation. (R)-Flurbiprofen has also been shown to suppress prostate tumor cells by inducing p75NTR protein expression. (R)-Flurbiprofen inhibits the enzyme γ-secretase thereby preventing the formation of the amyloid β peptide (Aβ42) from amyloid β precursor protein (APP). Before being dropped as a drug candidate, (R)-flurbiprofen advanced to Phase III clinical trials, the first drug candidate to advance to late stage trials for the treatment of mild Alzheimer’s disease.
Related Products
70250 : (±)-Flurbiprofen
70280 : (±)-Ibuprofen
70270 : Indomethacin
70690 : Ketorolac (tromethamine salt)
10004207 : (S)-Flurbiprofen
70290 : (S)-Naproxen
Documentation
Brune, K., Beck, W.S., Geisslinger, G., et al. Aspirin-like drugs may block pain independently of prostaglandin synthesis inhibition. Experientia 47 257-261 (1991).
Tegeder, I., Niederberger, E., Israr, E., et al. Inhibition of NF-kB and AP-1 activation by R- and S-flurbiprofen1,2. FASEB J 15 595-597 (2001).
Quann, E.J., Khwaja, F., Zavitz, K.H., et al. The aryl propionic acid R-flurbiprofen selectively induces p75NTR-dependent decreased survival of prostate tumor cells. Cancer Res 67(7) 3254-3262 (2007).
Kukar, T.L., Ladd, T.B., Bann, M.A., et al. Substrate-targeting g-secretase modulators. Nature 453 925-929 (2008).
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