(S)-IbuprofenAn inhibitor of Cox-1 and Cox-2

(S)-Ibuprofen (CAS 51146-56-6)

(S)-Ibuprofen | CAS 51146-56-6 is rated 5.0 out of 5 by 1.
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Synonym: dexibuprofen; Seractil
Application: An inhibitor of Cox-1 and Cox-2
CAS Number: 51146-56-6
Purity: ≥95%
Molecular Weight: 206.28
Molecular Formula: C13H18O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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(S)-Ibuprofen is the active enantiomer of ibuprofen. (S)-Ibuprofen inhibits Cox-1 and Cox-2 with comparable potency (ID50 = 8.9-14 μM and 7.2-8.2 μM, respectively). (S)-Ibuprofen acts as a non-steroidal analgesic and antiinflammatory agent. This compound's inhibition of Cox-1 and Cox-2 and activation of PPARα and PPARγ isoforms may be responsible for its pharmacological effects.


References

1. Mehvar, R. and Jamali, F. 1988. Pharm. Res. 5: 76-79. PMID: 3247296
2. Meade, E.A. et al. 1993. J. Biol. Chem. 268: 6610-6614. PMID: 8454631
3. Jaradat, M.S. et al. 2001. Biochem. Pharmacol. 62: 1587-1595. PMID: 11755111

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in DMSO (100 mM), ethanol (100 mM), dichloromethane, ethyl acetate, and methanol. Insoluble in water.
Storage :
Store at room temperature
Melting Point :
49-53° C (lit.)
Boiling Point :
~319.6° C at 760 mmHg (Predicted)
Density :
~1.0 g/cm3 (Predicted)
Refractive Index :
n20D 1.52 (Predicted)
Optical Activity :
α20/D +59°, c = 2 in ethanol; α20/D +61.7°, c = 0.6 in Methanol
IC50 :
Interleukin-8 receptors, CXCR1/CXCR2: IC50 = 0.1 µM; COX 1: IC50 = 12 µM; COX 2: IC50 = 80 µM
Ki Data :
amyloid beta fibrils: Ki= 44.4 nM
pK Values :
pKa: 4.41 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MU6640000
PubChem CID :
39912
MDL Number :
MFCD00069289
Beilstein Registry :
3590022
SMILES :
CC(C)CC1=CC=C(C=C1)[C@H](C)C(O)=O

Download SDS (MSDS)

Certificate of Analysis

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(S)-Ibuprofen  Product Citations

See how others have used (S)-Ibuprofen. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 28257571  Okamoto, Y. et al. 2017. Biomacromolecules. 18: 1180-1188.

Citations 1 to 1 of 1 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. (S)-Ibuprofen, sc-200612 is a white solid.
Answered by: Chemical Support 4
Date published: 2017-05-26
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Rated 5 out of 5 by from Various publications cite (S) Various publications cite (S)-Ibuprofen as the active enantiomer of ibuprofen. (S)-Ibuprofen inhibits Cox-1 and Cox-2 with comparable potency (ID50 = 8.9-14 M and 7.2-8.2 M, respectively). -SCBT Publication Review
Date published: 2015-03-16
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