An internal standard for the quantification of oxprenolol
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Unlabeled Version(s)
16080Oxprenolol (hydrochloride)
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Oxprenolol-d7

Item No. 33274

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(2-(allyloxy)phenoxy)-3-((propan-2-yl-d7)amino)propan-2-ol
CAS Number
1189805-10-4
Synonyms
  • dl-Alprenolol-d7
  • dl-Oxprenolol-d7
Molecular Formula
C15H16D7NO3
Formula Weight
272.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleMethanol: soluble
SMILES
[2H]C([2H])([2H])C(C([2H])([2H])[2H])([2H])NCC(O)COC1=C(C=CC=C1)OCC=C
InChi Code
InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3/i2D3,3D3,12D
InChi Key
CEMAWMOMDPGJMB-JLTHDCAWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Oxprenolol-d7 is intended for use as an internal standard for the quantification of oxprenolol (Item No. 16080) by GC- or LC-MS. Oxprenolol is an orally bioavailable β-adrenergic receptor (β-AR) antagonist (Ki = 7.10 nM in a radioligand binding assay using rat heart tissue).1 It is non-selective and binds to both β1- and β2-ARs (Kds = 2.09 and 1.35 nM in isolated rat heart and uterus, respectively).2 Oxprenolol is selective for β-ARs over serotonin (5-HT) receptors in rat sarcolemmal membrane preparations (IC50s = 4.13 and 23,300 nM, respectively), but it binds to 5-HT1A receptors in rat hippocampus and 5-HT1B in rat striatum (Kis = 94.2 and 642 nM, respectively).3,4 Formulations containing oxprenolol have been used to treat hypertension and angina pectoris.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagatomo, T., Sasaki, M., Tsuchihashi, H., et al. Binding characteristics of 3H-dihydroalprenolol to β-adrenoceptors of rat heart treated with neuraminidase. Jpn. J. Pharmacol. 33(4), 851-857 (1983).

    2. Abrahamsson, T. The β1- and β2-adrenoceptor stimulatory effects of alprenolol, oxprenolol and pindolol: A study in the isolated right atrium and uterus of the rat. Br. J. Pharmac. 87(4), 657-664 (1986).

    3. Moretti-Rojas, I., Ezrailson, E.G., Birnbaumer, L., et al. Serotonergic and adrenergic regulation of skeletal muscle metabolism in the rat. II. The use of [125I]iodolysergic acid diethylamide and [125I]iodopindolol as probes of sarcolemmal receptor function and specificity. The Journal of Biological Chemisty 258(20), 12499-12508 (1983).

    4. Langlois, M., Brémont, B., Rousselle, D., et al. Structural analysis by the comparative molecular field analysis method of the affinity of β-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors. Eur. J. Pharmacol. 244(1), 77-87 (1993).

    5. Russo, M.E., and Covinsky, J.O. Oxprenolol hydrochloride: Pharmacology, pharmacokinetics, adverse effects and clinical efficacy. Pharmacotherapy 3(2), 68-81 (1983).