Bicyclic and tricyclic &bgr;-lactams

US6566355B1 · kind B1 · utility

Assignee

• Hoffmann-La Roche Inc. · US

Inventors

• Christian Hubschwerlen · Durmenach, FR
• Robert Charnas · Hésingue, FR
• Ingrid Heinze · Freiburg im Breisgau, DE
• Klaus Gubernator · Glückstadt, DE

Key dates

• Filing date: Apr 12, 1995
• Grant date: May 20, 2003
• Expiry date: Apr 12, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D487/04
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

There are described compounds of the formula in which R signifies lower alkoxycarbonyl, lower alkoxy-carbonylamino, the acyl residue of an &agr;- or &bgr;-amino acid or a residue of the general formulaQ—X—Y—  (a)wherein Q signifies a 3- to 6-membered ring which optionally contains nitrogen, sulfur and/or oxygen and which is optionally bonded with a fused ring, X signifies a direct bond or a linear “spacer” with up to 6 atoms consisting of carbon, nitrogen, oxygen and/or sulfur, of which up to 2 atoms can be nitrogen atoms and 1 atom can be oxygen or sulfur, and Y represents one of the groups —CO—, —CS—, —CONH— and (where X contains neither sulfur nor carbonyl as a terminal component) —SO2—; and in which R1 and R2 together signify a group of the formula wherein A represents hydrogen or a residue which is usable in the 3-position of cephalosporin antibiotics, and in which R3 represents hydrogen,and pharmaceutically compatible salts of these compounds.The products have &bgr;-lactamase inhibiting properties. They are useful in combination with &bgr;-lactam antibiotics in the control of &bgr;-lacta…