Zomebazam
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Zomebazam produced by
Hoechst Hoechst, Hochst, or Höchst may refer to: * Hoechst AG, a former German life-sciences company * Hoechst stain, one of a family of fluorescent DNA-binding compounds * Höchst (Frankfurt am Main), a city district of Frankfurt am Main, Germany ** Fra ...
is a pyrazolodiazepinone derivative drug with anxiolytic properties. It is structurally related to razobazam and zometapine.


Synthesis

The catalytic hydrogenation of ''N'',2,5-trimethyl-4-phenyldiazenylpyrazol-3-amine (1) over Raney nickel gives 4-amino-1,3-dimethyl-5-methylaminopyrazole (2). Treatment with methyl malonyl chloride (3) gives 4-α-ethoxycarbonylacetylamino-1,3-dimethyl-5-methylaminopyrazole (4). Base-catalyzed lactamization gives (5). The
Goldberg reaction Goldberg or Goldberger may refer to: Arts and entertainment * Goldberg Ensemble, a British string ensemble * ''Goldberg Variations'', a set of 30 keyboard variations by Johann Sebastian Bach * ''The Goldbergs (broadcast series)'', American radio ...
completes the synthesis of zomebazam (6).


See also

*
Benzodiazepine Benzodiazepines (BZD, BDZ, BZs), sometimes called "benzos", are a class of depressant drugs whose core chemical structure is the fusion of a benzene ring and a diazepine ring. They are prescribed to treat conditions such as anxiety disorders, ...


References


Notes

{{GABAAR PAMs GABAA receptor positive allosteric modulators Lactams Pyrazolodiazepines