A metabolite of metoprolol
Related Products
Parent Compound(s)
15429Metoprolol (succinate)
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α-hydroxy Metoprolol

Item No. 28020

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-α-(methoxymethyl)-benzenemethanol
CAS Number
56392-16-6
Molecular Formula
C15H25NO4
Formula Weight
283.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
COCC(O)C1=CC=C(OCC(O)CNC(C)C)C=C1
InChi Code
InChI=1S/C15H25NO4/c1-11(2)16-8-13(17)9-20-14-6-4-12(5-7-14)15(18)10-19-3/h4-7,11,13,15-18H,8-10H2,1-3H3
InChi Key
OFRYBPCSEMMZHR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $101

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    5 mg

    $251

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    10 mg

    $401

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    Product Description

    α-hydroxy Metoprolol is a metabolite of the β1-adrenergic receptor (β1-AR) antagonist metoprolol (Item No. 15429).1 It is formed from metoprolol by the cytochrome P450 (CYP) isoform CYP2D6.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cerqueira, P.M., Cesarino, E.J., Bertucci, C., et al. Stereoselective metabolism of metoprolol: Enantioselectivity of α-hydroxymetoprolol in plasma and urine. Chirality 15(6), 542-549 (2003).

    2. Seeringer, A., Brockmöller, J., Bauer, S., et al. Enantiospecific pharmacokinetics of metoprolol in CYP2D6 ultra-rapid metabolizers and correlation with exercise-induced heart rate. Eur. J. Clin. Pharmacol. 64(9), 883-888 (2008).

    3. Bae, S.H., Lee, J.K., Cho, D.-Y., et al. Simultaneous determination of metoprolol and its metabolites, α-hydroxymetoprolol and O-desmethylmetoprolol, in human plasma by liquid chromatography with tandem mass spectrometry: Application to the pharmacokinetics of metoprolol associated with CYP2D6 genotypes. J. Sep. Sci. 37(11), 1256-1264 (2014).