Antibiotic compounds

US6521612B2 · kind B2 · utility

Assignee

• Zeneca Limited · GB

Inventors

• Michael John Betts · Macclesfield, GB
• Gareth Morse Davies · Macclesfield, GB
• Michael Lingard Swain · Stockport, GB

Key dates

• Filing date: Feb 13, 2001
• Grant date: Feb 18, 2003
• Expiry date: Feb 13, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/568
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to carbapenems and provides a compound of the formula (I): or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof wherein:R1 is 1-hydroxyethyl, 1-fluoroethyl or hydroxymethyl;R2 is hydrogen or C1-4alkyl;R3 is hydrogen or C1-4alkyl;R4 and R5 are the same or different and are selected from hydrogen, halo, cyano, C1-4alkyl, nitro, hydroxy, carboxy, C1-4alkoxy, C1-4alkoxycarbonyl, aminosulphonyl, C1-4alkylaminosulphonyl, di-C1-4-alkylaminosulphonyl, carbamoyl, C1-4alkylcarbamoyl, di-C1-4 alkylcarbamoyl, trifluoromethyl, sulphonic acid, amino, C1-4alkylamino, di-C1-4alkylamino, C1-4alkanoylamino, C1-4alkanoyl(N—C1-4alkyl)amino, C1-4alkanesulphonamido and C1-4alkylS(O)n— wherein n is zero; one or two:with the proviso that there is no hydroxy or carboxy substituent in a position ortho to the link to —NR3—. Processes for their preparation, intermediates in their preparation, their use as therapeutic agents and pharmaceutical compositions containing them.