K2135
(S)-(+)-Ketoprofen
Synonym(s):
(S)-(+)-3-Benzoyl-α-methylbenzeneacetic acid, (S)-2-(3-Benzoylphenyl)propionic acid
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About This Item
Linear Formula:
C6H5COC6H4CH(CH3)CO2H
CAS Number:
Molecular Weight:
254.28
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
Pricing and availability is not currently available.
mp
75-78 °C (lit.)
SMILES string
C[C@H](C(O)=O)c1cccc(c1)C(=O)c2ccccc2
InChI
1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m0/s1
InChI key
DKYWVDODHFEZIM-NSHDSACASA-N
Gene Information
human ... IL8RA(3577), PTGS1(5742), PTGS2(5743)
mouse ... Ptgs2(19225)
Biochem/physiol Actions
Non-steroidal anti-inflammatory agent; non-selective inhibitor of COX-1 and COX-2.
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S Meini et al.
The Journal of pharmacology and experimental therapeutics, 287(1), 137-143 (1998-10-09)
The contractile responses elicited by the selective kinin B1 and B2 receptor agonists [desArg9]-bradykinin ([desArg9]-BK) and [Hyp3, Tyr(Me)8]-bradykinin ([Hyp3, Tyr(Me)8]-BK) (1 nM-10 microM), respectively, were evaluated in control vs. inflamed (cyclophosphamide 150 mg kg-1 i.p., 48 h before the sacrifice)
P Santicioli et al.
British journal of pharmacology, 114(6), 1149-1158 (1995-03-01)
1. The effects of the (S)- and (R)-enantiomers of the cyclo-oxygenase (COX) inhibitor, ketoprofen, have been investigated on the spontaneous activity of the guinea-pig isolated renal pelvis and on electrical field stimulation-(EFS) induced contractions of the guinea-pig ureter in comparison
A Carabaza et al.
Journal of clinical pharmacology, 36(6), 505-512 (1996-06-01)
The stereoselective inhibition of inducible cyclooxygenase (COX-2) by chiral nonsteroidal antiinflammatory drugs (NSAIDs)--ketoprofen, flurbiprofen, and ketorolac--has been investigated. The activity and inhibition of COX-2 was assessed in three different in vitro systems: guinea pig whole blood, lipopolysaccharide (LPS)-stimulated human monocytes