An internal standard for the quantification of metoprolol
Related Products
Unlabeled Version(s)
15429Metoprolol (succinate)
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Metoprolol-d6 (tartrate)

Item No. 28188

Technical Information
Formal Name
1-[4-(2-methoxyethyl)phenoxy]-3-[[1-(methyl-d3)ethyl-2,2,2-d3]amino]-2-propanol, 2R,3R-dihydroxybutanedioate (2:1)
Molecular Formula
C15H19D6NO3 • 1/2C4H6O6
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
DMSO: solubleMethanol: solubleWater: soluble
SMILES
COCCC1=CC=C(OCC(O)CNC(C([2H])([2H])[2H])C([2H])([2H])[2H])C=C1.OC([C@H](O)[C@@H](O)C(O)=O)=O.COCCC2=CC=C(OCC(O)CNC(C([2H])([2H])[2H])C([2H])([2H])[2H])C=C2
InChi Code
InChI=1S/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1/i2*1D3,2D3;
InChi Key
YGULWPYYGQCFMP-MFXGARSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Metoprolol-d6 is intended for use as an internal standard for the quantification of metoprolol (Item No. 15429) by GC- or LC-MS. Metoprolol is a β1-adrenergic receptor (β1-AR) antagonist (Ki = 47 nM in CHO cells expressing the human receptor).1 It is selective for β1- over β2- and β3-ARs (Kis = 2,730 and >10,000 nM, respectively, in CHO cells expressing the human receptors). Metoprolol (4.7 µM) reduces GTP-induced adenylyl cyclase (AC) activity in CHO cells expressing β1- and β2-ARs. It reduces pulse rate in isolated rat atria in a concentration-dependent manner.2 Metoprolol (10 mg/kg) reduces increased heart rate and mean arterial pressure (MAP) in a rat model of systolic hypertension induced by a fructose-rich diet. Formulations containing metoprolol have been used in the treatment of exercised-induced hypertension, angina, and tachycardia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hoffmann, C., Leitz, M.R., Oberdorf-Maass, S., et alComparative pharmacology of human β-adrenergic receptor subtypes—characterization of stably transfected receptors in CHO cells. N.-S. Arch. Pharmacol. 369(2), 151-159 (2004).

    2. Di Verniero, C.A., Silberman, E.A., Mayer, M.A., et alIn vitro and in vivo pharmacodynamic properties of metoprolol in fructose-fed hypertensive rats. J. Cardiovasc. Pharmacol. 51(6), 532-541 (2008).