Document Report Card

ID: ALA1121818

Journal: J Med Chem

Title: Some reactions of 1,4-dihydropyridines with organic azides. Synthesis of 2,7-diazabicyclo[4.1.0]hept-3-enes with analgesic and antiprotozoal activity.

Authors: Warren BK, Knaus EE.

Abstract: The 1,3-dipolar cycloaddition reaction of 1,4-dihydropyridines, 2, with organic azides, 3, afford 2,7-diazabicyclo[4.1.0]hept-3-enes, 4, which exhibit significant analgesic and antiprotozoal activities. The most active analgesics, 4a and 4c, were more potent than aspirin or dextropropoxyphene. Diazabicyclo[4.1.0]hept-3-enes 4a-e exert potent antiprotozoal activity, inhibiting growth of Trichomonas vaginalis at concentrations of less than 10 micrograms/mL of medium. The broad spectrum pharmacological screen also revealed moderate hypoglycemic (4a), antiinflammatory (4c), antidepressant (4d and 4e) and antihistaminic (4f) activities.

CiteXplore: 7265132

DOI: 10.1021/jm00136a017