Molecular structure of (S)-Ibuprofen, CAS Number: 51146-56-6
(S)-Ibuprofen (CAS 51146-56-6)
See product citations (4)
Alternate Names:
dexibuprofen
Application:
(S)-Ibuprofen is an inhibitor of Cox-1 and Cox-2
CAS Number:
51146-56-6
Purity:
≥95%
Molecular Weight:
206.28
Molecular Formula:
C13H18O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
(S)-Ibuprofen is utilized in research to understand the active form of the compound ibuprofen, which, in research applications, is known for inhibiting the synthesis of prostaglandins by targeting the cyclooxygenase (COX) enzymes. Since (S)-Ibuprofen is the enantiomer that exerts the biochemical effects, studies often focus on its interaction with COX-1 and COX-2, and its role in the anti-inflammatory response. Researchers also investigate the enantioselective behavior of the comopund during metabolic processes to discern the impact of its stereochemistry on chemical efficacy and metabolism. In addition, it serves as a model compound for studying the broader implications of stereochemistry in chemical design and the potential for optimizing kinetic properties.
(S)-Ibuprofen (CAS 51146-56-6) References
- Uniform-sized molecularly imprinted polymer for (S)-ibuprofen retention properties in aqueous mobile phases. | Haginaka, J., et al. 1999. J Chromatogr A. 857: 117-25. PMID: 10536830
- Activation of peroxisome proliferator-activated receptor isoforms and inhibition of prostaglandin H(2) synthases by ibuprofen, naproxen, and indomethacin. | Jaradat, MS., et al. 2001. Biochem Pharmacol. 62: 1587-95. PMID: 11755111
- Enzyme-facilitated enantioselective transport of (S)-ibuprofen through a supported liquid membrane based on ionic liquids. | Miyako, E., et al. 2003. Chem Commun (Camb). 2926-7. PMID: 14680244
- Optical purity determination of (S)-ibuprofen in tablets by achiral gas chromatography. | Paik, MJ. and Kim, KR. 2004. Arch Pharm Res. 27: 820-4. PMID: 15460441
- Enantioselective pharmacokinetics of ibuprofen and involved mechanisms. | Hao, H., et al. 2005. Drug Metab Rev. 37: 215-34. PMID: 15747501
- Dynamic kinetic resolution: alternative approach in optimizing S-ibuprofen production. | Fazlena, H., et al. 2006. Bioprocess Biosyst Eng. 28: 227-33. PMID: 16215728
- Stereoselective interaction between the CYP2C8 inhibitor gemfibrozil and racemic ibuprofen. | Tornio, A., et al. 2007. Eur J Clin Pharmacol. 63: 463-9. PMID: 17333159
- Chiral inversion of 2-arylpropionic acid non-steroidal anti-inflammatory drugs--II. Racemization and hydrolysis of (R)- and (S)-ibuprofen-CoA thioesters. | Knihinicki, RD., et al. 1991. Biochem Pharmacol. 42: 1905-11. PMID: 1741768
- Pharmacokinetics of ibuprofen enantiomers in dogs. | Beck, WS., et al. 1991. Chirality. 3: 165-9. PMID: 1911048
- A revised conformational code for the exhaustive analysis of conformers with one-to-one correspondence between conformation and code: application to the VCD analysis of (S)-ibuprofen. | Izumi, H., et al. 2009. J Org Chem. 74: 1231-6. PMID: 19178354
- In vitro evaluation of (S)-ibuprofen toxicity on joint cells and explants of cartilage and synovial membrane. | Bédouet, L., et al. 2011. Toxicol In Vitro. 25: 1944-52. PMID: 21762775
- Pharmacokinetic analysis of the enantiomeric inversion of chiral nonsteroidal antiinflammatory drugs. | Mehvar, R. and Jamali, F. 1988. Pharm Res. 5: 76-9. PMID: 3247296
- A layer-by-layer assembled D/L-arginine-calix[4]arene-Si-surface for macroscopic enantio-selective discrimination of (R)/(S)-ibuprofen. | Li, X., et al. 2021. Chem Commun (Camb). 57: 5706-5709. PMID: 33982718
- Highly enantioselective recognition of S-ibuprofen by a host-guest induced chiral nanochannel. | Liu, Z., et al. 2022. Analyst. 147: 1803-1807. PMID: 35357379
- Differential inhibition of prostaglandin endoperoxide synthase (cyclooxygenase) isozymes by aspirin and other non-steroidal anti-inflammatory drugs. | Meade, EA., et al. 1993. J Biol Chem. 268: 6610-4. PMID: 8454631
Inhibitor of:
Cox, and Cox-2.Activator of:
LGR6, PPAR alpha, and PPAR gamma.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(S)-Ibuprofen, 1 g | sc-200612 | 1 g | $47.00 | |||
(S)-Ibuprofen, 5 g | sc-200612A | 5 g | $140.00 |