(S)-( )-Ibuprofen

CAS No. 51146-56-6

(S)-( )-Ibuprofen( S)-Ibuprofen )

Catalog No. M14764 CAS No. 51146-56-6

An enantiomer of Ibuprofen that more potently inhibits COX activity, thromboxane formation, and platelet aggregation than the (R)-form.

Purity : >98% (HPLC)

COA Datasheet HNMR HPLC MSDS Handing Instructions
Size Price / USD Stock Quantity
1G 33 In Stock

Biological Information

  • Product Name
    (S)-( )-Ibuprofen
  • Note
    Research use only, not for human use.
  • Brief Description
    An enantiomer of Ibuprofen that more potently inhibits COX activity, thromboxane formation, and platelet aggregation than the (R)-form.
  • Description
    An enantiomer of Ibuprofen that more potently inhibits COX activity, thromboxane formation, and platelet aggregation than the (R)-form; also inhibits activation of NF-κB more effectively than (R)-ibuprofen (IC50=62 and 122 uM, respectively).(In Vitro):(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 μM; 8 days) treatment reduces concentration dependently cell survival in both cell lines to a similar extent.(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 μM; 20-72 hours) treatment causes a G0/G1 phase block as well as apoptosis.(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 900 μM; 4-72 hours) treatment shows a down regulation of cyclin A and B and an increase of the cell cycle inhibitory protein p27Kip-1.(S)-(+)-Ibuprofen inhibits COX activity, thromboxane formation, and platelet aggregation.(S)-(+)-Ibuprofen inhibits the activation of NF-κB in response to T-cell stimulation with an IC50 of 61.7 μM.(In Vivo):(S)-(+)-Ibuprofen (15 mg/kg/day; intraperitoneal injection; five days a week; for 4 weeks) treatment inhibits tumor growth of HCA-7 and HCT-15 xenografts in the nude mice model.
  • In Vitro
    (S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 μM; 8 days) treatment reduces concentration dependently cell survival in both cell lines to a similar extent. (S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 μM; 20-72 hours) treatment causes a G0/G1 phase block as well as apoptosis.(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 900 μM; 4-72 hours) treatment shows a down regulation of cyclin A and B and an increase of the cell cycle inhibitory protein p27Kip-1. (S)-(+)-Ibuprofen inhibits COX activity, thromboxane formation, and platelet aggregation.(S)-(+)-Ibuprofen inhibits the activation of NF-κB in response to T-cell stimulation with an IC50 of 61.7 μM. Cell Proliferation Assay Cell Line:HCT-15 and HCA-7 cells Concentration:0 μM, 200 μM, 400 μM, 600 μM, 700 μM, 800 μM, 900 μM, and 1000 μM Incubation Time:8 days Result:Reduced concentration dependently cell survival in both cell lines to a similar extent.Cell Cycle Analysis Cell Line:HCT-15 and HCA-7 cells Concentration:0 μM, 200 μM, 400 μM, 600 μM, 800 μM, 900 μM, and 1000 μM Incubation Time:24 hours (HCT-15) or 20 hours (HCA-7)Result:Caused a G0/G1 phase block.Apoptosis Analysis Cell Line:HCT-15 and HCA-7 cells Concentration:0 μM, 200 μM, 400 μM, 600 μM, 800 μM, 900 μM, and 1000 μM Incubation Time:72 hours Result:Induced cell apoptosis.Western Blot Analysis Cell Line:HCT-15 and HCA-7 cells Concentration:900 μM Incubation Time:4 hours, 8 hours, 16 hours, 24 hours, 32 hours, 48 hours and 72 hours Result:Decreased levels of Cyclin D1 protein.
  • In Vivo
    (S)-(+)-Ibuprofen (15 mg/kg/day; intraperitoneal injection; five days a week; for 4 weeks) treatment inhibits tumor growth of HCA-7 and HCT-15 xenografts in the nude mice model. Animal Model:NMRI (nu/nu) male mice (6-8 week old ) injected with HCA-7 and HCT-15 cells Dosage:15 mg/kg/day Administration:Intraperitoneal injection; five days a week; for 4 weeks Result:Inhibited tumor growth of HCA-7 and HCT-15 xenografts in mice.
  • Synonyms
    S)-Ibuprofen
  • Pathway
    Chromatin/Epigenetic
  • Target
    COX
  • Recptor
    Bcl-2|COX|Cysticfibrosistransmembraneconductanceregulator|PPARγ|thrombomodulin
  • Research Area
    Inflammation/Immunology
  • Indication
    ——

Chemical Information

  • CAS Number
    51146-56-6
  • Formula Weight
    206.2808
  • Molecular Formula
    C13H18O2
  • Purity
    >98% (HPLC)
  • Solubility
    H2O: 1 mg/mL (Need ultrasonic and warming); DMSO: < 0.1 mg/mL
  • SMILES
    C[C@@H](C1=CC=C(C=C1)CC(C)C)C(=O)O
  • Chemical Name
    Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-,(αS)-

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1. Evans AM, et al. Br J Clin Pharmacol. 1991 Feb;31(2):131-8. 2. Villanueva M, et al. Br J Clin Pharmacol. 1993 Mar;35(3):235-42. 3. Scheuren N, et al. Br J Pharmacol. 1998 Feb;123(4):645-52.
molnova catalog
related products
  • Gaultherin

    Gaultherin has analgesic, and anti-inflammatory activities.Gaultherin lacks gastric ulcerogenic effect, because of it released salicylate in intestine slowly, not in stomach and it left the cyclooxygenase-1 unaffected, which was the source of cytoprotective prostaglandins in gastric epithelium.

  • Sulfinpyrazone

    A uricosuric drug that is used to reduce the serum urate levels in gout therapy.

  • (R)-Flurbiprofen

    A non-steroidal anti-inflammatory drug (NSAID); primarily indicated as a pre-operative anti-miotic as well as orally for arthritis or dental pain; cyclooxygenase (COX) inhibitor.