title: Novel C-2 substituted carbapenem derivatives. Part IV. Synthesis and biological activity of five membered heteroaromatic derivatives.
abstract: The synthesis, antibacterial activity, and stability to human dehydropeptidase-1 (DHP-1) of a novel series of (5R,6S)-6-[(1R)-1-hydroxyethyl]-2-heterocyclylcarbapen-2-em-3-carb oxylates are described. Of the compounds investigated 1,5-disubstituted pyrazol-3-yl and 3-substituted isoxazol-5-yl derivatives have the best combination of antibacterial activity and stability to DHP-1. They are particularly active against community-acquired respiratory tract pathogens and have stabilities to DHP-1 superior to that of meropenem.
authors.affiliation: SmithKline Beecham Pharmaceuticals, Betchworth, Surrey, UK.
authors.forename: C L
authors.initials: CL
authors.lastname: Branch
authors.forename: G
authors.initials: G
authors.lastname: Burton
authors.forename: G J
authors.initials: GJ
authors.lastname: Clarke
authors.forename: S
authors.initials: S
authors.lastname: Coulton
authors.forename: J D
authors.initials: JD
authors.lastname: Douglas
authors.forename: A J
authors.initials: AJ
authors.lastname: Eglington
authors.forename: A W
authors.initials: AW
authors.lastname: Guest
authors.forename: J D
authors.initials: JD
authors.lastname: Hinks
authors.forename: N W
authors.initials: NW
authors.lastname: Hird
authors.forename: R K
authors.initials: RK
authors.lastname: Holland
authors.forename: E
authors.initials: E
authors.lastname: Hunt
authors.forename: S J
authors.initials: SJ
authors.lastname: Knott
authors.forename: S F
authors.initials: SF
authors.lastname: Moss
authors.forename: A
authors.initials: A
authors.lastname: Naylor
authors.forename: M J
authors.initials: MJ
authors.lastname: Pearson
authors.forename: A K
authors.initials: AK
authors.lastname: Takle
mesh_terms: D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D004355:Drug Stability; D006801:Humans; D008826:Microbial Sensitivity Tests; D013053:Spectrophotometry; D013329:Structure-Activity Relationship
chemical_list: D015780:Carbapenems