A long-acting β2-adrenergic receptor agonist
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Labeled Version(s)
27191Salmeterol-d3 (xinafoate)
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Salmeterol (xinafoate)

Item No. 16009

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol, 1-hydroxy-2-naphthalenecarboxylic acid
CAS Number
94749-08-3
Synonyms
  • GR-33343G
Molecular Formula
C25H37NO4 • C11H8O3
Formula Weight
603.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 25 mg/mlEthanol: 2 mg/ml
λmax
215, 253, 283, 340 nm
SMILES
OCC1=CC(C(O)CNCCCCCCOCCCCC2=CC=CC=C2)=CC=C1O.OC3=C(C(O)=O)C=CC4=CC=CC=C43
InChi Code
InChI=1S/C25H37NO4.C11H8O3/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21;12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2;1-6,12H,(H,13,14)
InChi Key
XTZNCVSCVHTPAI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $121

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    25 mg

    $284

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    50 mg

    $489

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    100 mg

    $917

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    Product Description

    Salmeterol is a long-acting β2-adrenergic receptor agonist (β2-AR; EC50s = 0.79, 63.1, and 9.4 nM for β2-, β1-, and β3-ARs, respectively).1 It inhibits electrically-stimulated contraction of isolated guinea pig trachea strips (EC50 = 2.51 nM) and histamine-induced bronchoconstriction in guinea pigs via aerosol administration of doses ranging from 0.12 to 12 mM.1,2 Salmeterol binds to an exosite domain of β2-adrenergic receptors, producing a slow onset of action and prolonged activation.3 Formulations containing salmeterol have been used in the treatment of asthma, including exercise-induced asthma, and chronic obstructive pulmonary disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Procopiou, P.A., Barrett, V.J., Ford, A.J., et al. The discovery of long-acting saligenin β2 adrenergic receptor agonists incorporating a urea group. Bioorg. Med. Chem. 19(20), 6026-6032 (2011).

    2. Ball, D.I., Brittain, R.T., Coleman, R.A., et al. Salmeterol, a novel, long-acting β2-adrenoceptor agonist: Characterization of pharmacological activity in vitro and in vivo. Br. J. Pharmacol. 104(3), 665-671 (1991).

    3. Isin, B., Estiu, G., Wiest, O., et al. Identifying ligand binding conformations of the β2-adrenergic receptor by using its agonists as computational probes. PLoS One 7(12), e50186 (2012).