Cephalosporin derivatives

US4415566A · kind A · utility

Assignee

• Boehringer Ingelheim GmbH · DE

Inventors

• Bernd Wetzel · Biberach an der Riß, DE
• Eberhard Woitun · Biberach an der Riß, DE
• Wolfgang Reuter
• Roland Maier · Biberach an der Riß, DE
• Uwe Lechner · Biberach an der Riß, DE
• Hanns Goeth · Biberach an der Riß, DE

Key dates

• Filing date: Sep 26, 1980
• Grant date: Nov 15, 1983
• Expiry date: Sep 26, 2000

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Penicillins and cephalosporins of the formula ##STR1## wherein A is phenyl, 4-hydroxyphenyl, cyclohexyl, cyclohene-1-yl, cyclohexa-1,4-diene-1-yl, 2-thienyl, 3-thienyl, 2-furyl, 3-furyl or 3,4-disubstituted phenyl, where the substituents, which may be identical to or different from each other, are each chlorine, hydroxyl or methoxy; PA0 R.sub.1 is an unsubstituted or substituted 5- or 6-membered heterocycle comprising carbon atoms and 1 to 4, preferably 1 to 2, identical or different heteroatoms such as oxygen, sulfur or nitrogen; PA0 n is 0 or 1; PA0 X is ##STR2## D is hydrogen, hydroxyl, acetoxy, aminocarbonyloxy, pyridinium, aminocarbonyl-pyridinium or S-Het, where Het is 1-methyl-tetrazol-5-yl, tetrazol-5-yl, 3-methyl-1,2,4-thiadiazol-5-yl, 1,2,4-triadiazol-5-yl, 1,3,4-thiadiazol-5-yl, 2-methyl-1,3,4-thiadiazol-5-yl, 2-methylamino-1,3,4-thiadiazol-5-yl, 2-dimethylamino-1,3,4-thiadiazol-5-yl, 2-formylamino-1,2,4-thiadiazol-5-yl , 2-acetylamino-1,3,4-thiadiazol-5-yl, 2-methyl-1,3,4-oxadiazol-5-yl, 1,2,3-triazol-4-yl or 1,2,4-triazol-3-yl; and PA0 E is hydrogen or a protective group which is easily removable in nitro or in vivo, especially an ester-forming group which can be remov…