Suproclone is a

sedative A sedative or tranquilliser is a substance that induces sedation by reducing irritability or Psychomotor agitation, excitement. They are central nervous system (CNS) Depressant, depressants and interact with brain activity, causing its decelera ...

and

anxiolytic An anxiolytic (; also antipanic or anti-anxiety agent) is a medication or other intervention that reduces anxiety. This effect is in contrast to anxiogenic agents which increase anxiety. Anxiolytic medications are used for the treatment of anxie ...

drug in the

cyclopyrrolone Cyclopyrrolones are a family of hypnotic and anxiolytic nonbenzodiazepine drugs with similar pharmacological profiles to the benzodiazepine derivatives. Although cyclopyrrolones are chemically unrelated to benzodiazepines, they function via the G ...

family of drugs, developed by the French pharmaceutical company Rhône-Poulenc. Other cyclopyrrolone drugs include zopiclone, pagoclone and suriclone. Suproclone is very similar in structure to the related drug suriclone, but little information has been published about it specifically. However it can be expected that the mechanism of action by which suproclone produces its sedative and anxiolytic effects is by modulating benzodiazepine receptors (resulting in an increased response to endogenous

GABA GABA (gamma-aminobutyric acid, γ-aminobutyric acid) is the chief inhibitory neurotransmitter in the developmentally mature mammalian central nervous system. Its principal role is reducing neuronal excitability throughout the nervous system. GA ...

), in a similar manner to other drugs of this class.

Synthesis

The condensation between 2,3-Dihydro-1,4-dithiino ,3-curan-5,7-dione 0489-75-5(1) and 7-Chloro-1,8-naphthyridin-2-amine 5944-33-9(2) gives PC23343647 (3). Halogenation with phosphoryl chloride leads to PC23343652 (4). Reductino with potassium borohydride afforded 3788-25-3(5). Treatment with phenyl chloroformate 885-14-9(6) resulted in 2-(7-chloro-1,8-naphthyridin-2-yl)-3-phenoxycarbonyloxy-isoindolin-1-one, PC23343637 (7). Reaction with piperazine 10-85-0(8) afforded (9). Acylation with propionyl chloride completed the synthesis of Suproclone (10).

References

Carbamates Chloroarenes Cyclopyrrolones GABAA receptor positive allosteric modulators Lactams Naphthyridines Sedatives Dithianes Piperazines Nitrogen heterocycles Heterocyclic compounds with 2 rings Sulfur heterocycles {{sedative-stub