A potential impurity found in commercial naproxen preparations
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1-(6-Methoxy-2-naphthyl)ethanol

Item No. 22162

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-methoxy-α-methyl-2-naphthalenemethanol
CAS Number
77301-42-9
Synonyms
  • Naproxen Impurity K
Molecular Formula
C13H14O2
Formula Weight
202.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH7.2) (1:7): 0.125 mg/ml
λmax
231 nm
SMILES
COC1=CC=C2C(C=CC(C(O)C)=C2)=C1
InChi Code
InChI=1S/C13H14O2/c1-9(14)10-3-4-12-8-13(15-2)6-5-11(12)7-10/h3-9,14H,1-2H3
InChi Key
OUVJWFRUESFCCY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $38

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    5 g

    $74

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    10 g

    $129

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    Product Description

    1-(6-Methoxy-2-naphthyl)ethanol is a potential impurity in commercial preparations of naproxen.1 Naproxen (Item No. 70290) is a non-selective COX inhibitor.2,3 The IC50 values for human recombinant COX-1 and -2 are 0.6-4.8 µM and 2.0-28.4 µM, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xie, B.-H., Xia, C.-G., Lu, S.-J., et al. The first asymmetric carbonylation of 1-(6′-methoxy-2′-naphthyl)ethanol to the methyl ester of (S)-naproxen. Tetrahedron Lett. 39(40), 7365-7368 (1998).

    2. 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. Biochim. Biophys. Acta 1209(1), 130-139 (1994).

    3. 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. Pharmacol. Exp. Ther. 271(2), 927-934 (1994).