1,4-Benzodiazepine N-nitrosoamidines: useful intermediates in the synthesis of tricyclic benzodiazepines.

doi:10.3390/11080583

Paper

1,4-Benzodiazepine N-nitrosoamidines: useful intermediates in the synthesis of tricyclic benzodiazepines.

Published Aug 9, 2006 · S. Fustero, Javier R González, C. del Pozo

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18

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Abstract

1,4-Benzodiazepine N-nitrosoamidines have been used as scaffolds for the preparation of different tricyclic derivatives. Replacement of the N-nitrosoamidine moiety through treatment with the nucleophiles acetylhydrazine, aminoacetaldehyde dimethylacetal and 1-amino-2-propanol, followed by an acid-catalyzed cyclization step, afforded triazolo and imidazobenzodiazepines 1, 6, and 7, respectively, in good yields. When acetylhydrazine is used as a nucleophile, the overall process provides an alternative route to alprazolam (1b) and triazolam (1c), respectively.

Study Snapshot

1,4-Benzodiazepine N-nitrosoamidines are useful intermediates for the synthesis of tricyclic benzodiazepines, providing an alternative route to alprazolam and triazolam.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

1,4-Benzodiazepine N-nitrosoamidines: useful intermediates in the synthesis of tricyclic benzodiazepines.

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References

Citations

Structural modification strategies of triazoles in anticancer drug development.

Structural modification strategies for triazole-containing hybrid molecules can improve anticancer activities, enhance selectivity, optimize pharmacokinetic properties, and overcome resistance in cancer treatment.

Flualprazolam distribution in postmortem samples

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Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues

The new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues have been synthe

A fluorine turns a medicinal benzodiazepine into NPS: the case of flualprazolam

Flualprazolam, a novel 'designer' benzodiazepine, requires urgent international control to prevent its increasing abuse and potential legal issues.

From Phenylhydrazone to 1 H ‐1,2,4‐Triazoles via Nitrification, Reduction and Cyclization

This study presents a mild, direct method for synthesizing substituted 1H 1,2,4triazoles from phenylhydrazone using cobalt nitrate and 1,2dichloroethane under mild conditions.