An α-adrenergic receptor agonist
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Xylometazoline (hydrochloride)

Item No. 27797

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[4-(1,1-dimethylethyl)-2,6-dimethylphenyl]methyl]-4,5-dihydro-1H-imidazole, monohydrochloride
CAS Number
1218-35-5
Molecular Formula
C16H24N2 • HCl
Formula Weight
280.8
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: 5 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
CC1=C(CC2=NCCN2)C(C)=CC(C(C)(C)C)=C1.Cl
InChi Code
InChI=1S/C16H24N2.ClH/c1-11-8-13(16(3,4)5)9-12(2)14(11)10-15-17-6-7-18-15;/h8-9H,6-7,10H2,1-5H3,(H,17,18);1H
InChi Key
YGWFCQYETHJKNX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $135

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    10 g

    $236

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    25 g

    $502

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    Product Description

    Xylometazoline is an α-adrenergic receptor (α-AR) agonist that binds to α1A-, α1B-, α1D-, α2A-, α2B-, and α2C-ARs in a radioligand binding assay (IC50s = 0.08, 0.56, 0.45, 0.98, 1.8, and 0.22 μM, respectively).1 It increases intracellular calcium levels in HEK293 cells transfected with human α2B-ARs (EC50 = 99 μM) but not other α-ARs. Xylometazoline is also an agonist of the serotonin (5-HT) receptor subtype 5-HT1 (Kis = 0.7 and 14 nM for the human 5-HT1D and 5-HT1B receptors, respectively).2 It inhibits forskolin-induced cAMP production in CHO Pro 5 cells expressing human 5-HT1D and 5-HT1B receptors by 62 and 49%, respectively, when used at a concentration of 1 μM. Xylometazoline (0.25 μg/ml) induces contraction of isolated dog nasal mucosal blood vessels and reduces nasal patency in dogs when administered topically or intravenously.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haenisch, B., Waltstab, J., Herberhold, S., et al. Alpha-adrenoceptor agonistic activity of oxymetazoline and xylometazoline. Fundam. Clin. Pharmacol. 24(6), 729-739 (2010).

    2. Law, H., Dukat, M., Teitler, M., et al. Benzylimidazolines as h5-HT1B/1D serotonin receptor ligands: A structure-affinity investigation. J. Med. Chem. 41(13), 2243-2251 (1998).

    3. Jackson, R.T., and Birnbaum, J.E. A comparison of a synthetic prostaglandin and xylometazoline hydrochloride as nasal decongestants. Otolaryngol. Head Neck Surg. 90(5), 595-597 (1982).