title: Enols as potent antibacterial agents.
abstract: This paper describes the discovery of alpha-trifluoroketoacetamides as potent antibacterial agents against Gram-positive organisms. The initial SAR indicates that the aryl ethyl side chain is essential in maintaining antibacterial activity. The SAR observations have been utilized to design a bioisostere for the alpha-trifluoroketoacetamide with good activity against Gram-positive organisms.
authors.affiliation: Department of Medicinal Chemistry, Pharmacia, 7254-209-615, Kalamazoo, MI 49007-4940, USA. atli.thorarensen@pharmacia.com
authors.forename: A
authors.initials: A
authors.lastname: Thorarensen
authors.forename: G E
authors.initials: GE
authors.lastname: Zurenko
authors.forename: M T
authors.initials: MT
authors.lastname: Sweeney
authors.forename: K R
authors.initials: KR
authors.lastname: Marotti
authors.forename: T P
authors.initials: TP
authors.lastname: Boyle
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D005463:Fluoroacetates; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014269:Trifluoroacetic Acid / Q000737:chemistry
chemical_list: D000081:Acetamides; D000900:Anti-Bacterial Agents; D005463:Fluoroacetates; C030688:trifluoroacetamide; D014269:Trifluoroacetic Acid