title: N-acyl 3-alkylidenyl- and 3-alkyl azetidin-2-ones: a new class of monocyclic beta-lactam antibacterial agents. 1. Structure-activity relationships of 3-isopropylidene and 3-isopropyl analogs.
abstract: The synthesis and antibacterial activity of a series of N-acyl 3-isopropylidenyl- and 3-isopropyl 2-azetidinones having potent in vitro antibacterial activity, particularly against anaerobic organisms, is described. A distinguishing structural feature of these compounds is the lack of any ionizable moiety appendant to the lactam nitrogen.
authors.affiliation: Upjohn Laboratories, Upjohn Company, Kalamazoo, Michigan 49001.
authors.forename: S J
authors.initials: SJ
authors.lastname: Brickner
authors.forename: J J
authors.initials: JJ
authors.lastname: Gaikema
authors.forename: G E
authors.initials: GE
authors.lastname: Zurenko
authors.forename: L J
authors.initials: LJ
authors.lastname: Greenfield
authors.forename: P R
authors.initials: PR
authors.lastname: Manninen
authors.forename: D A
authors.initials: DA
authors.lastname: Ulanowicz
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship; D047090:beta-Lactams
chemical_list: D000900:Anti-Bacterial Agents; D047090:beta-Lactams