upChemical structure of alprazolam, a common triazolobenzodiazepine
Triazolobenzodiazepines (TBZD) are a class of
benzodiazepine
Benzodiazepines (BZD, BDZ, BZs), colloquially known as "benzos", are a class of central nervous system (CNS) depressant, depressant drugs whose core chemical structure is the fusion of a benzene ring and a diazepine ring. They are prescribed t ...
(BZD) derivative pharmaceutical drugs. Chemically, they differ from other benzodiazepines by having an additional
triazole
A triazole is a heterocyclic compound featuring a five-membered ring of two carbon atoms and three nitrogen atoms with molecular formula C2H3N3. Triazoles exhibit substantial Isomer, isomerism, depending on the positioning of the nitrogen atoms w ...
ring fused to the
diazepine ring. The triazole and diazepine rings share a nitrogen atom.
Examples include:
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Adinazolam
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Alprazolam
Alprazolam, sold under the brand name Xanax among others, is a fast-acting, potent tranquilizer of moderate duration within the triazolobenzodiazepine group of chemicals called benzodiazepines. Alprazolam is most commonly prescribed in the ...
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Bromazolam
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Clonazolam
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Estazolam
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Flualprazolam
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Flubromazolam
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Flunitrazolam
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Nitrazolam
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Pyrazolam
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Triazolam
Triazolam, sold under the brand name Halcion among others, is a central nervous system (CNS) depressant tranquilizer of the triazolobenzodiazepine (TBZD) class, which are benzodiazepine (BZD) derivatives. It possesses pharmacological properti ...
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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.
[Hester JB, Duchamp DJ, Chidester CG (1971): "A synthetic approach to new 1,4-benzodiazepine derivatives." Tetrahedron Letters, Vol. 12, pp. 1609-1612.]
References
External links
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