An internal standard for the quantification of bufuralol
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Unlabeled Version(s)
17794Bufuralol (hydrochloride)
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Bufuralol-d9 (hydrochloride)

Item No. 29081

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-[[(1,1-dimethylethyl-d9)amino]methyl]-7-ethyl-2-benzofuranmethanol, monohydrochloride
CAS Number
1173023-51-2
Molecular Formula
C16H14D9NO2 • HCl
Formula Weight
306.9
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly soluble
SMILES
CCC1=C(OC(C(O)CNC(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])=C2)C2=CC=C1.Cl
InChi Code
InChI=1S/C16H23NO2.ClH/c1-5-11-7-6-8-12-9-14(19-15(11)12)13(18)10-17-16(2,3)4;/h6-9,13,17-18H,5,10H2,1-4H3;1H/i2D3,3D3,4D3;
InChi Key
KJBONRGCLLBWCJ-WWMMTMLWSA-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

    $359

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    5 mg

    $1,526

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    Product Description

    Bufuralol-d9 is intended for use as an internal standard for the quantification of bufuralol (Item No. 17794) by GC- or LC-MS. Bufuralol is a non-selective antagonist of β-adrenergic receptors (β-ARs) that also has partial agonist activity.1,2,3 It decreases mean arterial blood pressure and increases abdominal aortic blood flow in anesthetized cats when administered intravenously at doses of 0.3 and 1 mg/kg.3 Bufuralol is hydroxylated at the 1' position by the cytochrome P450 (CYP) isoform CYP2D6 and has been used as a substrate to measure CYP2D6 activity.4,1,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Narimatsu, S., Takemi, C., Kuramoto, S., et al. Stereoselectivity in the oxidation of bufuralol, a chiral substrate, by human cytochrome P450s. Chirality 15(4), 333-339 (2003).

    2. Pringle, T.H., Francis, R.J., East, P.B., et al. Pharmacodynamic and pharmacokinetic studies on bufuralol in man. Br. J. Clin. Pharmac. 22(5), 527-534 (1986).

    3. Blaber, L.C., Burden, D.T., Eigenmann, R., et al. The effects of bufuralol, a β-adrenoceptor antagonist with predominant β2-adrenoceptor agonistic activity, in the cat and the dog. J. Cardiovasc. Pharmacol. 6(1), 165-175 (1984).

    4. Yamazaki, H., Guo, Z., Persmark, M., et al. Bufuralol hydroxylation by cytochrome P450 2D6 and 1A2 enzymes in human liver microsomes. Mol. Pharmacol. 46(3), 568-577 (1994).

    5. Paine, M.J.I., Gilham, D., Roberts, G.C.K., et al. Functional high level expression of cytochrome P450 CYP2D6 using baculoviral expression systems. Arch. Biochem. Biophys. 328(1), 143-150 (1996).

    6. Chen, N., Cui, D., Wang, Q., et al. In vitro drug-drug interactions of budesonide: Inhibition and induction of transporters and cytochrome P450 enzymes. Xenobiotica 48(6), 637-646 (2018).