Benzodiazepine synthesis and rapid toxicity assay

James T. Fletcher, Grit Boriraj

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A second-year organic chemistry laboratory experiment to introduce students to general concepts of medicinal chemistry is described. Within a single three-hour time window, students experience the synthesis of a biologically active small molecule and the assaying of its biological toxicity. Benzodiazepine rings are commonly found in antidepressant therapeutics, including Valium and Xanax. This experiment involves the one-step synthesis of a1,5-benzodiazepine derivative via the condensation-cyclization of ortho-phenylenediamine with two equivalents of acetone. Following its isolation, the toxicity of the benzodiazepine product is evaluated via a brine shrimp assay, which allows students to rapidly observe differences in biological activity among varying benzodiazepine concentrations.

Original languageEnglish
Pages (from-to)631-633
Number of pages3
JournalJournal of Chemical Education
Volume87
Issue number6
DOIs
StatePublished - 2010

Fingerprint

Benzodiazepines
Toxicity
Assays
chemistry
Students
student
laboratory experiment
Alprazolam
social isolation
Cyclization
Diazepam
Acetone
Bioactivity
Antidepressive Agents
Condensation
Experiments
experiment
Derivatives
Molecules
experience

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Education

Cite this

Benzodiazepine synthesis and rapid toxicity assay. / Fletcher, James T.; Boriraj, Grit.

In: Journal of Chemical Education, Vol. 87, No. 6, 2010, p. 631-633.

Research output: Contribution to journalArticle

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