Amezinium metilsulfate (INN, trade name Regulton) is a sympathomimetic drug used for the treatment of low blood pressure. It has multiple mechanisms, including stimulation of alpha receptor and beta-1 receptors and inhibition of noradrenaline and tyramine uptake.
Synthesis
This antidepressant is made from
Chloridazon starting material.
The halogenation of 2-Butyne-1,4-diol 110-65-6 (1) with chlorine gives Mucochloric acid 87-56-9 (2). Treatment with Phenylhydrazine 100-63-0 (3) gives 1-Phenyl-4,5-dichloro-6-pyridazone 1698-53-9 (4). Addition of ammonia leads to Chloridazon 1698-60-8 (5). Catalytic hydrogenation yields 5-amino-2-phenylpyridazin-3-one 13589-77-0 (6). Alkylation with dimethyl sulfate completed the synthesis of Amezinium metisulfate (7).
