Molecular structure of (R)-Ibuprofen, CAS Number: 51146-57-7
(R)-Ibuprofen (CAS 51146-57-7)
See product citations (6)
Alternate Names:
(αR)-α-Methyl-4-(2-methylpropyl)benzeneacetic Acid; (−)-Ibuprofen; (R)-2-(4-Isobutylphenyl)propanoic Acid; (R)-Ibuprofen; R-(−)-p-Isobutylhydratropic Acid
Application:
(R)-Ibuprofen is an inhibitor of Cox-1 and Cox-2
CAS Number:
51146-57-7
Purity:
≥98%
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.
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SDS & Certificate of Analysis
(R)-Ibuprofen inhibits the activity of the enzyme cyclooxygenase, specifically the COX-1 and COX-2 isoenzymes. By doing so, it prevents the conversion of arachidonic acid to prostaglandin H2, which is a precursor for the synthesis of prostaglandins and thromboxanes. This inhibition leads to a decrease in the production of prostaglandins. (R)-Ibuprofen′s mechanism of action involves reversible binding to the active site of the COX enzymes, thereby preventing the formation of the enzyme-substrate complex. (R)-Ibuprofen may have an effect on leukotriene synthesis, although the exact mechanism is not fully understood.
(R)-Ibuprofen (CAS 51146-57-7) References
- The effects of ibuprofen enantiomers on hepatocyte intermediary metabolism and mitochondrial respiration. | Knights, KM. and Drew, R. 1992. Biochem Pharmacol. 44: 1291-6. PMID: 1417953
- Mechanistic studies on the metabolic chiral inversion of R-ibuprofen in the rat. | Sanins, SM., et al. 1991. Drug Metab Dispos. 19: 405-10. PMID: 1676645
- The site of inversion of R(-)-ibuprofen: studies using rat in-situ isolated perfused intestine/liver preparations. | Jeffrey, P., et al. 1991. J Pharm Pharmacol. 43: 715-20. PMID: 1682447
- Renal handling and effects of S(+)-ibuprofen and R(-)-ibuprofen in the rat isolated perfused kidney. | Cox, PG., et al. 1991. Br J Pharmacol. 103: 1542-6. PMID: 1884108
- Pharmacokinetics of ibuprofen enantiomers in dogs. | Beck, WS., et al. 1991. Chirality. 3: 165-9. PMID: 1911048
- Stereoselective disposition of ibuprofen and flurbiprofen in rats. | Knihinicki, RD., et al. 1990. Chirality. 2: 134-40. PMID: 2252842
- Liquid-chromatographic assay of ibuprofen enantiomers in plasma. | Mehvar, R., et al. 1988. Clin Chem. 34: 493-6. PMID: 3349598
- 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
- Update on ibuprofen: review article. | Busson, M. 1986. J Int Med Res. 14: 53-62. PMID: 3516751
- Equipotent inhibition by R(-)-, S(+)- and racemic ibuprofen of human polymorphonuclear cell function in vitro. | Villanueva, M., et al. 1993. Br J Clin Pharmacol. 35: 235-42. PMID: 8385973
- 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
- Effects of ibuprofen enantiomers and its coenzyme A thioesters on human prostaglandin endoperoxide synthases. | Neupert, W., et al. 1997. Br J Pharmacol. 122: 487-92. PMID: 9351505
- Clinical pharmacokinetics of ibuprofen. The first 30 years. | Davies, NM. 1998. Clin Pharmacokinet. 34: 101-54. PMID: 9515184
Inhibitor of:
Cox, and Cox-2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(R)-Ibuprofen, 200 mg | sc-200625 | 200 mg | $250.00 |