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ERIC Number: EJ918276
Record Type: Journal
Publication Date: 2010-Jun
Pages: 3
Abstractor: As Provided
ISSN: ISSN-0021-9584
Benzodiazepine Synthesis and Rapid Toxicity Assay
Fletcher, James T.; Boriraj, Grit
Journal of Chemical Education, v87 n6 p631-633 Jun 2010
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 a 1,5-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. (Contains 1 figure and 1 scheme.)
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A