A long-acting β2-adrenergic receptor agonist
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Metaproterenol (hemisulfate)

Item No. 23611

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]-1,3-benzenediol, hemisulfate
CAS Number
5874-97-5
Synonyms
  • dl-Metaproterenol
  • dl-Orciprenaline
Molecular Formula
C11H17NO3 • 1/2H2SO4
Formula Weight
260.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC1=CC(O)=CC(C(CNC(C)C)O)=C1.OC2=CC(O)=CC(C(CNC(C)C)O)=C2.O=S(O)(O)=O
InChi Code
InChI=1S/2C11H17NO3.H2O4S/c2*1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8;1-5(2,3)4/h2*3-5,7,11-15H,6H2,1-2H3;(H2,1,2,3,4)
InChi Key
MKFFGUZYVNDHIH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $54

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    50 mg

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    100 mg

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    Product Description

    Metaproterenol is a β2-adrenergic receptor (β2-AR) agonist with bronchodilator actions.1 It inhibits TGF-α-induced hepatocyte DNA synthesis and proliferation in vitro (IC50 = 15 nM), an effect that is reversed by the β2-AR antagonist butoxamine but not the β1-AR antagonist metoprolol (Item No. 15429).2 Metaproterenol dose-dependently relaxes lung strips and increases heart rate and inotropy of right atria and left atria, respectively, isolated from guinea pig (pD2s = 6.4, 7.08, and 6.61, respectively).3 Formulations containing metaproterenol were previously used as long-acting bronchodilators for the treatment of asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Svensson, L.Å. Sympathomimetic bronchodilators: Increased selectivity with lung-specific prodrugs. Pharm. Res. 2(4), 156-162 (1985).

    2. Kimura, M., and Ogihara, M. Stimulation by transforming growth factor-α of DNA synthesis and proliferation of adult rat hepatocytes in primary cultures: modulation by α- and β-adrenoceptor agonists. J. Pharmacol. Exp. Ther. 29191), 171-180 (1999).

    3. Siegl, P.K.S., Rossi, G.V., and Orzechowski, R.F. Isolated lung strips of guinea pigs: Responses to β-adrenergic agonists and antagonists. Eur. J. Pharmacol. 54(1-2), 1-7 (1979).