Reclazepam
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Reclazepam is a drug which is a benzodiazepine derivative. It has sedative and
anxiolytic An anxiolytic (; also antipanic or antianxiety 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 anxiet ...
effects similar to those produced by other benzodiazepine derivatives, and has a short duration of action.


Synthesis

The reduction of the lactam in
Delorazepam Delorazepam, also known as chlordesmethyldiazepam and nordiclazepam, is a drug which is a benzodiazepine and a derivative of desmethyldiazepam. It is marketed in Italy, where it is available under the trade name EN and Dadumir. Delorazepam (chl ...
with lithium aluminium hydride give
CID:20333776
(1). Condensation with 2-chloroacetylisocyanate 461-30-7(2) proceeds to afford urea
CID:20333773
(3). Reaction of that with sodium iodide and base probably proceeds initially by halogen exchange of iodine for chlorine (Finkelstein reaction). Subsequent replacement of iodide by the enol anion of the urea oxygen results in formation of the oxazolone ring. There is thus obtained reclazepam (4).


See also

* Benzodiazepine


References

Benzodiazepines Chloroarenes GABAA receptor positive allosteric modulators Oxazolones {{sedative-stub