title: Carbapenem and penem antibiotics. VII. Synthesis and antibacterial activity of 1 beta-methyl-2-(quaternary heteroaromatic-thiomethyl) carbapenems.
abstract: The synthesis and antibacterial activity of a series of 1 beta-methylcarbapenems having quaternary heteroaromatic-thiomethyl groups at the C-2 position are described. Both 2-hydroxymethyl and 2-chloromethyl carbapenems (1 and 7) respectively served as the common key intermediates for the preparation of these compounds. Of these, the 4-pyridiniothiomethyl derivatives exhibited the best antibacterial properties and turned out to possess high in vivo efficacy as well.
authors.affiliation: Shionogi Research Laboratories, Shionogi & Co., Ltd., Osaka, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Imuta
authors.forename: H
authors.initials: H
authors.lastname: Itani
authors.forename: H
authors.initials: H
authors.lastname: Ona
authors.forename: T
authors.initials: T
authors.lastname: Konoike
authors.forename: S
authors.initials: S
authors.lastname: Uyeo
authors.forename: Y
authors.initials: Y
authors.lastname: Kimura
authors.forename: H
authors.initials: H
authors.lastname: Miwa
authors.forename: S
authors.initials: S
authors.lastname: Matsuura
authors.forename: T
authors.initials: T
authors.lastname: Yoshida
mesh_terms: D000818:Animals; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice
chemical_list: D015780:Carbapenems