An active metabolite of propranolol
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Parent Compound(s)
23349(±)-Propranolol (hydrochloride)
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Norpropranolol (hydrochloride)

Item No. 36011

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-amino-3-(1-naphthalenyloxy)-2-propanol, monohydrochloride
CAS Number
62618-09-1
Synonyms
  • (±)-Desisopropylpropranolol
  • N-Desisopropylpropranolol
Molecular Formula
C13H15NO2 • HCl
Formula Weight
253.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
214, 229 nm
SMILES
OC(CN)COC1=CC=CC2=C1C=CC=C2.Cl
InChi Code
InChI=1S/C13H15NO2.ClH/c14-8-11(15)9-16-13-7-3-5-10-4-1-2-6-12(10)13;/h1-7,11,15H,8-9,14H2;1H
InChi Key
QKMLNOYFLVRBEG-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

    $44

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    5 mg

    $109

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    10 mg

    $174

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    Product Description

    Norpropranolol is an active metabolite of the β-adrenergic receptor (β-AR) antagonist propranolol (Item No. 23349).1,2 It is formed from propranolol by the cytochrome P450 (CYP) isoform CYP1A2.2 Norpropranolol binds to β-ARs (Kd = 42 nM in turkey erythrocytes) and inhibits (–)-isoproterenol-induced activation of adenylate cyclase with a Ki value of 175 nM.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bilezikian, J.P., Dornfeld, A.M., and Gammon, D.E. Structure-binding-activity analysis of beta-adrenergic amines—I. Binding to the beta receptor and activation of adenylate cyclase. Biochem. Pharmacol. 27(10), 1445-1454 (1978).

    2. Masubuchi, Y., Hosokawa, S., Horie, T., et al. Cytochrome P450 isozymes involved in propranolol metabolism in human liver microsomes. The role of CYP2D6 as ring-hydroxylase and CYP1A2 as N-desisopropylase. Drug Metab. Dispos. 22(6), 909-915 (1994).