Home Neuronal Signaling Adrenergic Receptor agonist Adrenalone HCl

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Adrenalone HCl Adrenergic Receptor agonist

Cat.No.S3185

Adrenalone is an adrenergic agonist used as a topical vasoconstrictor and hemostatic, mainly acts on alpha-1 adrenergic receptors.
Adrenalone HCl Adrenergic Receptor agonist Chemical Structure

Chemical Structure

Molecular Weight: 217.65

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Quality Control

Batch: S318502 DMSO]44 mg/mL]false]Water]44 mg/mL]false]Ethanol]Insoluble]false Purity: 99.99%
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99.99

Solubility

In vitro
Batch:

DMSO : 44 mg/mL (202.15 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : 44 mg/mL

Ethanol : Insoluble

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In vivo
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Chemical Information, Storage & Stability

Molecular Weight 217.65 Formula

C9H11NO3.HCl

 Storage (From the date of receipt)
CAS No. 62-13-5 Download SDF Storage of Stock Solutions

Synonyms N/A Smiles CNCC(=O)C1=CC(=C(C=C1)O)O.Cl

Mechanism of Action

Targets/IC50/Ki
α1-adrenergic receptor
In vitro
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 vivo
Adrenalone (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.
References
  • [4] https://pubmed.ncbi.nlm.nih.gov/6547911/

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