A β1-adrenergic receptor partial agonist
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Xamoterol (hemifumarate)

Item No. 24267

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]-4-morpholinecarboxamide, (E)-2-butenedioate (2:1)
CAS Number
73210-73-8
Synonyms
  • ICI 118587
Molecular Formula
C16H25N3O5 • 1/2C4H4O4
Formula Weight
397.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMWater: 50 mM
λmax
289 nm
SMILES
O=C(NCCNCC(O)COC1=CC=C(O)C=C1)N2CCOCC2.OC(/C=C/C(O)=O)=O.O=C(NCCNCC(O)COC3=CC=C(O)C=C3)N4CCOCC4
InChi Code
InChI=1S/2C16H25N3O5.C4H4O4/c2*20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19;5-3(6)1-2-4(7)8/h2*1-4,14,17,20-21H,5-12H2,(H,18,22);1-2H,(H,5,6)(H,7,8)/b;;2-1+
InChi Key
QEDVGROSOZBGOZ-WXXKFALUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $110

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    10 mg

    $203

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    25 mg

    $462

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    Product Description

    Xamoterol is a partial agonist of β1-adrenergic receptors (β1-ARs) with an EC50 value of 80 nM for the generation of cyclic AMP (cAMP) in neonatal rat cardiomyocyte cultures.1 It increases spontaneous contraction of isolated rat right atria (EC50 = 4.67 nM).2 In vivo, xamoterol increases heart rate in beagle dogs (ED50 = 3.2 µg/kg) and in a rat model of spontaneous heart failure (ED50 = 6 µg/kg), an effect that is reversed by the selective β1-AR antagonist betaxolol (Item No. 18625) but not the selective β2-AR antagonist ICI 118551 (Item No. 15591).1,3 Formulations containing xamoterol have been used in the treatment of heart failure.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Willette, R.N., Aiyar, N., T.-L., Y., et al. In vitro and in vivo characterization of intrinsic sympathomimetic activity in normal and heart failure rats. J. Pharmacol. Exp. Ther. 289(1), 48-53 (1999).

    2. Kowalski, M.T., Haworth, D., Lu, X., et al. Comparison of the effects of xamoterol and isoprenaline on rat cardiac β-adrenoceptors: Studies of function and regulation. Br. J. Pharmacol. 99(1), 27-30 (1990).

    3. Nuttall, A., and Snow, H.M. The cardiovascular effects of ICI 118,587: A β1-adrenoceptor partial agonist. Br. J. Pharmacol. 77(2), 381-388 (1982).