Triazolobenzodiazepine

Pharmaceutical drug class
Chemical structure of alprazolam, a common triazolobenzodiazepine

Triazolobenzodiazepines (TBZD) are a class of benzodiazepine (BZD) derivative pharmaceutical drugs. Chemically, they differ from other benzodiazepines by having an additional triazole ring fused to the diazepine ring. The triazole and diazepine rings share a nitrogen atom.

Examples include:

  • Adinazolam
  • Alprazolam
  • Bromazolam
  • Clonazolam
  • Estazolam
  • Flualprazolam
  • Flubromazolam
  • Flunitrazolam
  • Nitrazolam
  • Pyrazolam
  • Triazolam
  • Zapizolam

Synthesis

Synthesis of 1-methyltriazolobenzodiazepines (alprazolam type) is possible by heating 1,4-benzodiazepin-2-thiones with hydrazine and acetic acid in n-butanol under reflux.[1]

References

  1. ^ Hester JB, Duchamp DJ, Chidester CG (1971): "A synthetic approach to new 1,4-benzodiazepine derivatives." Tetrahedron Letters, Vol. 12, pp. 1609-1612.

External links

  • Media related to Triazolobenzodiazepines at Wikimedia Commons
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Benzodiazepines
1,4-Benzodiazepines
1,5-Benzodiazepines2,3-Benzodiazepines*TriazolobenzodiazepinesImidazobenzodiazepinesOxazolobenzodiazepinesThienodiazepinesThienotriazolodiazepinesThienobenzodiazepines*PyridodiazepinesPyridotriazolodiazepinesPyrazolodiazepinesPyrrolodiazepinesTetrahydroisoquinobenzodiazepinesPyrrolobenzodiazepines*Benzodiazepine prodrugs
* atypical activity profile (not GABAA receptor ligands)


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