22365-40-8Relevant academic research and scientific papers
Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly
Fader, Lee D.,Bethell, Richard,Bonneau, Pierre,B?s, Michael,Bousquet, Yves,Cordingley, Michael G.,Coulombe, René,Deroy, Patrick,Faucher, Anne-Marie,Gagnon, Alexandre,Goudreau, Nathalie,Grand-Ma?tre, Chantal,Guse, Ingrid,Hucke, Oliver,Kawai, Stephen H.,Lacoste, Jean-Eric,Landry, Serge,Lemke, Christopher T.,Malenfant, Eric,Mason, Stephen,Morin, Sébastien,O'Meara, Jeff,Simoneau, Bruno,Titolo, Steve,Yoakim, Christiane
scheme or table, p. 398 - 404 (2011/03/17)
The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity.
