(R)-Flurbiprofen

For research use only. Not for therapeutic Use.

  • CAT Number: I003858
  • CAS Number: 51543-40-9
  • Molecular Formula: C15H13FO2
  • Molecular Weight: 244.30
  • Purity: ≥95%
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(R)-Flurbiprofen(Cat No.:I003858)is the enantiomer of the nonsteroidal anti-inflammatory drug (NSAID) flurbiprofen, known for its anti-inflammatory and analgesic properties. Unlike its (S)-enantiomer, which primarily inhibits cyclooxygenase (COX) enzymes, (R)-Flurbiprofen does not significantly inhibit COX-1 or COX-2, making it less active in typical NSAID pathways. However, it has shown potential neuroprotective effects and is being explored for its ability to reduce amyloid-beta aggregation, a key feature in Alzheimer’s disease. Its unique pharmacological profile makes (R)-Flurbiprofen a subject of interest in neurodegenerative disease research.


Catalog Number I003858
CAS Number 51543-40-9
Synonyms

(2R)-2-(3-fluoro-4-phenylphenyl)propanoic acid

Molecular Formula C15H13FO2
Purity ≥95%
Target Gamma Secretase
Solubility 10 mM in DMSO
Storage Store at RT
IUPAC Name (2R)-2-(3-fluoro-4-phenylphenyl)propanoic acid
InChI 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)/t10-/m1/s1
InChIKey SYTBZMRGLBWNTM-SNVBAGLBSA-N
SMILES C[C@H](C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
Reference

</br>1:A pH-independent instantaneous release of flurbiprofen: a study of the preparation of complexes, their characterization and in vitro/in vivo evaluation. Wang HB, Yang FF, Gai XM, Cheng BC, Li JY, Pan H, Yang XG, Pan WS.Drug Dev Ind Pharm. 2017 Apr 24:1-12. doi: 10.1080/03639045.2017.1318908. [Epub ahead of print] PMID: 28402143 </br>2:Ultrafast Fluorescence Dynamics in Flurbiprofen-Amino Acid Dyads and in the Supramolecular Drug/Protein Complex. Vayá I, Jiménez MC, Miranda MA, Chatterjee A, Gustavsson T.Chimia (Aarau). 2017 Feb 22;71(1):18-25. doi: 10.2533/chimia.2017.18. PMID: 28259191 </br>3:Enantioselective Effect of Flurbiprofen on Lithium Disposition in Rats. Uwai Y, Matsumoto M, Kawasaki T, Nabekura T.Pharmacology. 2017;99(5-6):236-239. doi: 10.1159/000455917. Epub 2017 Feb 2. PMID: 28147361 </br>4:Preoperative butorphanol and flurbiprofen axetil therapy attenuates remifentanil-induced hyperalgesia after laparoscopic gynaecological surgery: a randomized double-blind controlled trial. Zhang L, Shu R, Zhao Q, Li Y, Yu Y, Wang G.Br J Anaesth. 2016 Oct;117(4):504-511. doi: 10.1093/bja/aew248. Epub 2016 Oct 17. PMID: 28077539 </br>5:R-Flurbiprofen Traps Prostaglandins within Cells by Inhibition of Multidrug Resistance-Associated Protein-4. Wobst I, Ebert L, Birod K, Wegner MS, Hoffmann M, Thomas D, Angioni C, Parnham MJ, Steinhilber D, Tegeder I, Geisslinger G, Grösch S.Int J Mol Sci. 2016 Dec 30;18(1). pii: E68. doi: 10.3390/ijms18010068. PMID: 28042832 Free PMC Article</br>6:Novel flurbiprofen derivatives with improved brain delivery: synthesis, in vitro and in vivo evaluations. Zheng D, Shuai X, Li Y, Zhou P, Gong T, Sun X, Zhang Z.Drug Deliv. 2016 Sep;23(7):2183-2192. Epub 2014 Sep 3. PMID: 25182481 </br>7:Protective effects of dexmedetomidine combined with flurbiprofen axetil on remifentanil-induced hyperalgesia: A randomized controlled trial. Yu Z, Wu W, Wu X, Lei H, Gong C, Xu S.Exp Ther Med. 2016 Oct;12(4):2622-2628. Epub 2016 Sep 8. PMID: 27698764 Free PMC Article</br>8:Preoperative But Not Postoperative Flurbiprofen Axetil Alleviates Remifentanil-induced Hyperalgesia After Laparoscopic Gynecological Surgery: A Prospective, Randomized, Double-blinded, Trial. Zhang L, Shu R, Zhao Q, Li Y, Wang C, Wang H, Yu Y, Wang G.Clin J Pain. 2017 May;33(5):435-442. doi: 10.1097/AJP.0000000000000416. PMID: 27518488 </br>9:Aging Enables Ca2+ Overload and Apoptosis Induced by Amyloid-β Oligomers in Rat Hippocampal Neurons: Neuroprotection by Non-Steroidal Anti-Inflammatory Drugs and R-Flurbiprofen in Aging Neurons. Calvo-Rodríguez M, García-Durillo M, Villalobos C, Núñez L.J Alzheimers Dis. 2016 Jul 22;54(1):207-21. doi: 10.3233/JAD-151189. PMID: 27447424 </br>10:Effect of liquid-to-solid lipid ratio on characterizations of flurbiprofen-loaded solid lipid nanoparticles (SLNs) and nanostructured lipid carriers (NLCs) for transdermal administration. Song A, Zhang X, Li Y, Mao X, Han F.Drug Dev Ind Pharm. 2016 Aug;42(8):1308-14. doi: 10.3109/03639045.2015.1132226. Epub 2016 Jan 20. PMID: 26707734

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