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    Oxymetazoline HCl
    Oxymetazoline HCl

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1115
    CAS #: 2315-02-8Purity ≥98%

    Description: Oxymetazoline HCl (Rhinofrenol; Afrin; Ocuclear; Drixine; Nezeril; Sinerol; Hazol; Nafrine; Navasin), the hydrochloride salt of oxymetazoline, is an imidazole-based α1 and α2 adrenergic receptor agonist. It is a topical decongestant that has been mainly used to relieve nasal discomfort caused by colds, allergies, and hay fever. Oxymetazoline has higher affinities at alpha 1a-subtype than at alpha 1b- and alpha 1d-subtypes. Oxymetazoline is a weak agonist at alpha 1a-adrenoceptors, and has no intrinsic activity at the other subtypes. Oxymetazoline is a full and potentagonist at 5-HT1A, 5-HT1B and 5-HT1D receptors and a partial agonist at 5-HT1C receptors.

    References: Br J Pharmacol. 1995 Sep;116(1):1611-8; Eur J Pharmacol. 1991 Apr 17;196(2):213-6.

    Related CAS #: 1491-59-4 (free)   2315-02-8 (HCl)  

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    Molecular Weight (MW)296.84 
    FormulaC16H24N2O.HCl
    CAS No.2315-02-8 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 59 mg/mL (198.7 mM)
    Water: 59 mg/mL (198.7 mM)
    Ethanol: NA
    Solubility (In vivo)

    Chemical Name: 6-tert-butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol hydrochloride

    InChi Key: BEEDODBODQVSIM-UHFFFAOYSA-N

    InChi Code: InChI=1S/C16H24N2O.ClH/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14;/h8,19H,6-7,9H2,1-5H3,(H,17,18);1H

    SMILES Code: OC1=C(C(C)(C)C)C=C(C)C(CC2=NCCN2)=C1C.[H]Cl

    Synonyms

    Oxylazine; Rhinofrenol; Afrin; Ocuclear; Drixine; Nezeril; Sinerol; Hazol; Nafrine; Navasin; oxymeta zoline; Ocuclear;


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    In Vitro

    In vitro activity: Oxymetazoline has higher affinities at alpha 1a-subtype than at alpha 1b- and alpha 1d-subtypes. Oxymetazoline is a weak agonist at alpha 1a-adrenoceptors, and has no intrinsic activity at the other subtypes. Oxymetazoline is a full and potentagonist at 5-HT1A, 5-HT1B and 5-HT1D receptors and a partial agonist at 5-HT1C receptors. Oxymetazoline (0.4-1 mM) inhibits 5-lipoxygenase (5-LO) but not 15-lipoxygenase (15-LO) activity and does not alter ultrafine carbon particles (UCPs)-induced oxidation of Methionine in cell free system. Oxymetazoline induces phospholipase A(2) (PLA(2)) activity and 15(S)-hydroxy-eicosatetraenoic acid (15-HETE) at 1 mM, enhances prostaglandin E(2) (PGE(2)) at 0.1 mM, strongly inhibits eukotriene B(4) (LTB(4)) and respiratory burst at 0.4/0.1 mM (p < 0.05), but does not affect 8-isoprostane formation in canine alveolar macrophages (AMs). Oxymetazoline inhibits UCP-induced LTB(4) formation and respiratory burst at 0.1 mM and 8-isoprostane formation at 0.001 mM. Oxymetazoline suppresses proinflammatory reactions including 5-LO activity, LTB(4) formation, and respiratory burst and prevents particle-induced oxidative stress in canine alveolar macrophages (AMs). Oxymetazoline inhibits isoproterenol-stimulated cAMP production in rabbit iris-ciliary bodies and cultured rabbit nonpigmented ciliary epithelial cells. Oxymetazoline lowers intraocular pressure by activating alpha 2A receptors (ciliary epithelium) and that the ocular hypotensive effect is not totally dependent on intact sympathetic nerves.

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    References

    Br J Pharmacol. 1995 Sep;116(1):1611-8; Eur J Pharmacol. 1991 Apr 17;196(2):213-6. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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