1,4-Dihydro-4-oxo-pyridylacetamido cephalosporins and their utilization as medicinal agents for combating bacterial infections

US4153693A · kind A · utility

Assignee

• Merck Patent GmbH · DE

Inventors

• Rolf Gericke · Seeheim-Jugenheim, DE
• Werner Rogalski
• Rolf Bergmann
• Walter Hameister · Pulheim, DE
• Helmut Wahlig · Darmstadt, DE

Key dates

• Filing date: Sep 6, 1974
• Grant date: May 8, 1979
• Expiry date: Sep 6, 1994

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02A50/30
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Cephem derivatives of the formula ##STR1## wherein Z is 1,4-dihydro-4-oxo-1-pyridyl or the corresponding group substituted by one or more of alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, OH, F, Cl, Br, I, NO.sub.2 and NH.sub.2 ; and R is H, --OCOCH.sub.3 or -S-Het, wherein Het is 3-methyl-1,2,4-thiadiazolyl-5, 5-methyl-1,3,4-oxadiazolyl-2, 5-hydroxymethyl-1,3,4-oxadiazolyl-2, 5-methyl-1,3,4-thiadiazolyl-2, 5-hydroxymethyl-1,3,4-thiadiazolyl-2, tetrazolyl-5, 1-methyltetrazolyl-5, 1,2,3-triazolyl-4, 4-methyl-oxazolyl-2 or 1-oxidopyridinio-2, and the readily cleavable esters thereof and the physiologically acceptable salts thereof, possess anti-bacterial activity and can be prepared by reacting a 3-CH.sub.2 R-7-amino-3-cephem-4-carboxylic acid or a functional derivative thereof with a pyridone acetic acid of the formula Z-CH.sub.2 -COOH or a functional derivative thereof.