title: Structure-activity relationships within a series of C(7)-substitutedoxyiminocephalosporins containing the C(3)-methylaminopyridiniumthiomethyl substituent. Synthesis and biological properties of BRL 57342 and some close analogues.
abstract: (6R,7R)-7-[2-(2-Amino-4-thiazolyl)-2-[(Z)-[(S)-carboxy(3,4- dihydroxyphenyl)methyl]oxyimino]acetamido]-3-(1-methylaminopyri dinium-4-thiomethyl)ceph-3-em-4-carboxylate sodium salt (BRL 57342, 1f) combines excellent in vitro antibacterial potency against Gram-positive and Gram-negative bacteria, including P. aeruginosa and Acinetobacter spp., with excellent stability to extended spectrum beta-lactamases. This potency is reflected in in vivo efficacy studies.
authors.affiliation: SmithKline Beecham Pharmaceuticals, Research Division, Betchworth, Surrey, U.K.
authors.forename: R G
authors.initials: RG
authors.lastname: Adams
authors.forename: E G
authors.initials: EG
authors.lastname: Brain
authors.forename: C L
authors.initials: CL
authors.lastname: Branch
authors.forename: A W
authors.initials: AW
authors.lastname: Guest
authors.forename: F P
authors.initials: FP
authors.lastname: Harrington
authors.forename: L
authors.initials: L
authors.lastname: Mizen
authors.forename: J E
authors.initials: JE
authors.lastname: Neale
authors.forename: M J
authors.initials: MJ
authors.lastname: Pearson
authors.forename: I N
authors.initials: IN
authors.lastname: Simpson
authors.forename: H
authors.initials: H
authors.lastname: Smulders
mesh_terms: D000818:Animals; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006801:Humans; D051379:Mice; D008826:Microbial Sensitivity Tests; D012453:Saimiri; D013329:Structure-Activity Relationship
chemical_list: C094358:BRL 57342; D002511:Cephalosporins