Adrenalone

Originator

Adrenalone ,Yick-Vic Chemicals and Pharmaceuticals (HK) Ltd.

The Uses of Adrenalone

Adrenalone is a ketone derivative of Epinephrine (E588585) and a potential dopamine β oxidase inhibitor.

The Uses of Adrenalone

Adrenergic (ophthalmic).

Preparation

Preparation by reaction of excess 33% aqueous methylamine with 3,4-dihydroxy-a-chloroacetophenone.

Definition

ChEBI: Adrenalone is an aromatic ketone.

Manufacturing Process

To a suspension of 1 part ω-chloro-3,4-dihydroxyacetophenone (prerared from chloroacetyl chloride and benzcatechole, see J. Russ. Phys. Chem. Ges., 25, 154) was added dropwise 1 part 60% solution of methylamine. Immediately was formed a residue of the salt of methylamine and ω-chloro-3,4- dihydroxyacetophenone. The dissolution of the salt was carried out by heating of the mixture. Then the salt was converted in crude 3,4-dihydroxy-α- methylaminoacetophenone. The product was dissolved in dilute hydrochloric acid. To this solution was added dropwise aqueous ammonium solution to prepare light yellow crystal of 3,4-dihydroxy-α-methylaminoacetophenone. The base and the hydrochloride of 3,4-dihydroxy-α-methylaminoacetophenone decomposed at temperature near 230°C and 240°C respectively.

Therapeutic Function

Hemostatic, Sympathomimetic, Vasoconstrictor