Carbapenem and penem antibiotics. VII. Synthesis and antibacterial activity of 1 beta-methyl-2-(quaternary heteroaromatic-thiomethyl) carbapenems.
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.
Imuta
M
M
Shionogi Research Laboratories, Shionogi & Co., Ltd., Osaka, Japan.
Itani
H
H
Ona
H
H
Konoike
T
T
Uyeo
S
S
Kimura
Y
Y
Miwa
H
H
Matsuura
S
S
Yoshida
T
T
D000818:Animals; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice
D015780:Carbapenems