A β-adrenergic and 5-HT1A receptor antagonist
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Penbutolol (hemisulfate)

Item No. 29524

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-2-propanol, hemisulfate
CAS Number
38363-32-5
Synonyms
  • HOE 39-893d
Molecular Formula
C18H29NO2 • 1/2H2SO4
Formula Weight
340.5
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 0.25 mg/ml
λmax
217 nm
SMILES
O[C@@H](CNC(C)(C)C)COC1=C(C2CCCC2)C=CC=C1.O=S(O)(O)=O.O[C@@H](CNC(C)(C)C)COC3=C(C4CCCC4)C=CC=C3
InChi Code
InChI=1S/2C18H29NO2.H2O4S/c2*1-18(2,3)19-12-15(20)13-21-17-11-7-6-10-16(17)14-8-4-5-9-14;1-5(2,3)4/h2*6-7,10-11,14-15,19-20H,4-5,8-9,12-13H2,1-3H3;(H2,1,2,3,4)/t2*15-;/m00./s1
InChi Key
FEDSNBHHWZEYTP-ZFQYHYQMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $42

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    10 mg

    $71

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    50 mg

    $183

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    100 mg

    $322

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    Product Description

    Penbutolol is an antagonist of β-adrenergic receptors (β-ARs; IC50 = 2.8 nM) and the serotonin (5-HT) receptor subtype 5-HT1A (IC50 = 9.9 nM).1 It inhibits adenylate cyclase activity induced by the β-AR agonist isoprenaline (isoproterenol; Item No. 15592) in guinea pig myocardial membranes with a Ki value of 2.4 nM.2 Penbutolol reduces basal renin activity and blood pressure in spontaneously hypertonic rats.3 It decreases isolation-induced aggressive behavior in mice (ED50 = 56 µmol/kg) and reverses reductions in aggression induced by 8-hydroxy-DPAT (Item No. 22608) and TFMPP with ED50 values of 8.1 and 2.1 µmol/kg, respectively.1 Formulations containing penbutolol were previously used in the treatment of arterial hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sánchez, C., Arnt, J., and Moltzen, E.K. The antiaggressive potency of (–)-penbutolol involves both 5-HT1A and 5-HT1B receptors and β-adrenoceptors. Eur. J. Pharmacol. 297(1-2), 1-8 (1996).

    2. Krawietz, W., Poppert, D., Erdmann, E., et al. β-adrenergic receptors in guinea-pig myocardial tissue. Naunyn Schmiedebergs Arch. Pharmacol. 295(3), 215-224 (1976).

    3. Kaiser, J., Härtfelder, G., Lindner, E., et al. Pharmacology of the β-receptor blocker penbutolol. Arzneimittelforschung 30(3), 420-427 (1980).