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    Adrenalone HCl
    Adrenalone 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 #: V1148
    CAS #: 62-13-5 Purity ≥98%

    Description: Adrenalone HCl (Adrenalonium chloratum, Adrenone, Epinephrine ketone, Kephrine, Stryphnonasal), the hydrochloride salt of adrenalone, is a potent adrenergic agonist used as a topical vasoconstrictor and hemostatic. Adrenalone mainly acts on alpha-1 adrenergic receptors and inhibits conversion of dopamine to norepinephrine by inhibiting dopamine β oxidase. The structure of Adrenalone differs from epinine only in that the former possesses a ketone group in the β position. The reduction of adrenalone (0.1 mM) by hydrated electrons in nitrogenated aqueous solutions containing either 10 or 100 mM tert-butyl alcohol results in identical transient spectra, therefore all OH radicals have been scavenged. 

    References: Nature. 1961 Dec 16;192:1081; Exp Eye Res. 1984 Jun;38(6):621-6.

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    Molecular Weight (MW)217.65 
    FormulaC9H11NO3.HCl 
    CAS No.62-13-5 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 44 mg/mL (202.2 mM)
    Water: 44 mg/mL (202.2 mM)
    Ethanol: <1 mg/mL
    Other info

    Chemical Name: 1-(3,4-dihydroxyphenyl)-2-(methylamino)ethan-1-one hydrochloride

    InChi Key: CSRRBDMYOUQTCO-UHFFFAOYSA-N

    InChi Code: 1S/C9H11NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,10-12H,5H2,1H3;1H

    SMILES Code: C(c1cc(O)c(cc1)O)(CNC)=O.Cl

    Synonyms

    Adrenalone hydrochloride, Adrenone hydrochloride, Adrenalonium chloratum, Adrenone HCl, Epinephrine ketone hydrochloride, Kephrine hydrochloride, Stryphnonasal


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    In Vitro

    In vitro activity: Adrenalone (12 μM) inhibits conversion of dopamine to norepinephrine by inhibiting dopamine β oxidase. The structure of Adrenalone differs from epinine only in that the former possesses a ketone group in the β position. The reduction of adrenalone (0.1 mM) by hydrated electrons in nitrogenated aqueous solutions containing either 10 or 100 mM tert-butyl alcohol results in identical transient spectra, therefore all OH radicals have been scavenged. While adrenalone behaves like a carbonyl compound during reduction, oxidation reactions are primarily governed by the catechol functional group. Adrenalone, which is a topical nasal decongestant, hemostatic, and vasoconstrictor, is a keton form of the natural substrate epinephrine. Adrenalone contains an aromatic ring that forms hydrophobic interactions with Phe72, Tyr152, and Phe317, an amine group that forms an ionic bond with Asp75, and a hydroxyl group that forms a hydrogen bond with Ala145. Adrenalone at 10 μM (100 μM) reduces substrate uptake to 99% (27%).

    In VivoAdrenalone (0.05%) administrated topically to the eyes of rabbits at 30 min intervals results in concentration of 7.75 mg/kg, 0.87 mg/kg and 2.51 mg/kg in cornea, aqueous humor and iris-ciliary body, respectively. 
    Animal modelRabbits
    Formulation & Dosage7.75 mg/kg, 0.87 mg/kg and 2.51 mg/kg; administrated topically
    References

    Nature. 1961 Dec 16;192:1081; Exp Eye Res. 1984 Jun;38(6):621-6. 


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

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