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.

Chemical structure of alprazolam, a common triazolobenzodiazepine

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]