Antibacterial and growth promoting .beta.-lactam antibiotics carrying an -ylidene-2-pyrrolidinon-1-yl radical

US4294827A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Michael Preiss · Leinfelden, DE
• Karl G. Metzger · Wuppertal, DE

Key dates

• Filing date: Dec 20, 1977
• Grant date: Oct 13, 1981
• Expiry date: Dec 20, 1997

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D499/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

New .beta.-lactam antibiotics carrying a terminal -ylidene-2-pyrrolidinon-1-yl radical and of the formula ##STR1## in which A and A' represent hydrogen, optionally substituted alkyl, aryl or a group of the formula R.sub.1 --X' in which PA1 X' denotes a --CO-- or --SO.sub.2 -- group and PA1 R.sub.1 denotes hydrogen, optionally substituted alkyl, aryl, thienyl, furyl, amino, monoalkylamino, dialkylamino, pyrrolidyl or piperidyl, it being furthermore possible for R.sub.1 to denote alkoxy if X' represents the --CO-- group; PA1 R represents H or OCH.sub.3 PA1 B represents phenyl, methylphenyl, chlorophenyl, hydroxyphenyl, furyl or the radical ##STR2## X represents S, O, SO, SO.sub.2 or --CH.sub.2 --; and Y represents the group ##STR3## in which the carbon atom which carries the carboxyl group is bonded to the nitrogen atom of the .beta.-lactam ring and T denotes hydrogen, alkyl-CO-O, pyridinium, amino-pyridinium, carbamoyloxy, azido, cyano, hydroxyl, the group -S-phenyl, which can be substituted, or the group --S--Het, PA1 in which PA1 Het represents an optionally substituted heterocyclic PA1 5-membered or 6-membered ring; or a salt thereof, exhibit antibacterial and animal growth promo…