title: Synthesis and SAR evaluation of oxadiazolopyrazines as selective Haemophilus influenzae antibacterial agents.
abstract: The parallel synthesis and antibacterial activity of 5-hydroxy[1,2,5] oxadiazolo[3,4-b]pyrazines is reported. The compounds were synthesized by condensing diaminofurazan with alpha-keto acids to give a variety of aryl-substituted analogues. Halogenated phenyl groups at C-6 give rise to the greatest Haemophilus influenzae antibacterial activity.
authors.affiliation: Infectious Disease Research, Abbott Laboratories, Abbott Park, IL 60064, USA. xenia.b.searle@abbott.com
authors.forename: Xenia
authors.initials: X
authors.lastname: Beebe
authors.forename: Angela M
authors.initials: AM
authors.lastname: Nilius
authors.forename: Philip J
authors.initials: PJ
authors.lastname: Merta
authors.forename: Niru B
authors.initials: NB
authors.lastname: Soni
authors.forename: Mai H
authors.initials: MH
authors.lastname: Bui
authors.forename: Rolf
authors.initials: R
authors.lastname: Wagner
authors.forename: Bruce A
authors.initials: BA
authors.lastname: Beutel
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical / Q000379:methods; D006193:Haemophilus influenzae / Q000187:drug effects* / Q000254:growth & development; D006801:Humans; D008826:Microbial Sensitivity Tests / Q000379:methods; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D011719:Pyrazines / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D010069:Oxadiazoles; D011719:Pyrazines