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(S)-Naproxen

Catalog No.
C5755
non-selective COX inhibitor
Grouped product items
SizePriceStock Qty
25g
$106.00
In stock

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Background

(S)-Naproxen is a non-selective COX inhibitor [1,2].

Cyclooxygenase (COX) is the key enzyme required for the conversion of arachidonic acid to prostaglandins. Cyclooxygenase enzymes have been involved in diverse physiological situations and disease processes ranging from inflammation to cancer. Until now, two cyclooxygenase isoforms have been identified, COX-1 and COX-2. The COX-1 enzyme is produced constitutively (i.e., gastric mucosa) and COX-2 is inducible (i.e., sites of inflammation) [3].

(S)-Naproxen inhibited the activity of human recombinant COX-1 and -2 with the IC50 values of 0.6-4.8 μM and 2.0-28.4 μM, respectively [1]. (S)-naproxen bound tightly to Aβfibrils with the Ki value of 5.70 ± 1.31 nM against [18F]FDDNP [2]. Pretreatment with (S)-naproxen significantly reduced the specific binding of [18F]FDDNP to regions of gray matter with SPs in AD specimens [4].

References:
[1] Barnett J, Chow J, Ives D, et al.  Purification, characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system[J]. Biochimica et Biophysica Acta (BBA)-Protein Structure and Molecular Enzymology, 1994, 1209(1): 130-139.
[2] Laneuville O, Breuer D K, Dewitt D L, et al.  Differential inhibition of human prostaglandin endoperoxide H synthases-1 and-2 by nonsteroidal anti-inflammatory drugs[J]. Journal of Pharmacology and Experimental Therapeutics, 1994, 271(2): 927-934.
[3] Dubois R N, Abramson S B, Crofford L, et al.  Cyclooxygenase in biology and disease[J]. The FASEB journal, 1998, 12(12): 1063-1073.
[4] Agdeppa E D, Kepe V, Petri A, et al.  In vitro detection of (S)-naproxen and ibuprofen binding to plaques in the Alzheimer’s brain using the positron emission tomography molecular imaging probe 2-(1-{6-[(2-[18 F] fluoroethyl)(methyl) amino]-2-naphthyl} ethylidene) malononitrile[J]. Neuroscience, 2003, 117(3): 723-730.

Chemical Properties

StorageStore at RT
M.Wt230.3
Cas No.22204-53-1
FormulaC14H14O3
Solubility≥9.7mg/mL in DMSO
Chemical Name(S)-6-methoxy-α-methyl-2-naphthaleneacetic acid
SDFDownload SDF
Canonical SMILESC[[email protected]](C(O)=O)C1=CC=C2C=C(OC)C=CC2=C1
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

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