Hoechst (uk) Limited

Hoechst Aktiengesellschaft

Michael D Cooke

Barry C Ross

Andrew J Barker

Nicholas I Carruthers

A compound of formula I ##STR1## with R.sup.1 being an alkyl group substituted by one or more substituents and esters thereof at the 2-carboxy group or at the 8-hydroxy group or both; and salts thereof. Compounds I have antibacterial effect. Various intermediates are described. This compound of the formula I, or an ester at the 2-carboxy group or at the 8-hydroxy group or both or a salt thereof is produced by reacting a compound of formula II or of formula IX ##STR2## in which R represents a hydrogen atom or a carboxy protecting group, R.sup.3 represents an activated carboxylic acid group, R.sup.4 represents an alkyl group having 1 to 4 carbon atoms, or a phenyl group which may be unsubstituted or substituted, R.sup.15 represents a phenyl group or an alkyl group having from 1 to 4 carbon atoms, and X represents an oxygen or sulphur with an amine of the formula III R.sup.1 NH.sub.2 (III) to give a compound of formula I, or an ester thereof of formula Ia ##STR3##

7-oxo-4-thia-azabicyclo[3,2,0]hept-2-ene derivatives

A compound of the formula I ##STR1## in which R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, the --CONHR.sup.1 group being present at the 3- or 4-position on the phenyl ring, and esters thereof at the 2-carboxyl group and/or at the 8-hydroxy group, have antibacterial and/or .beta.-lactamase inhibiting activity.

Antibacterial 7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene derivatives

Intermediate compounds of the formula ##STR1## for the preparation of antibacterially active penem compounds and salts wherein R is hydrogen or an esterifying group, R.sup.1 is an unsubstituted or a mono-, di-, or tri-substituted phenyl, naphthyl, thienyl, pyridyl, quinolyl or isoquinolyl, R.sup.2 is hydrogen or a hydroxyl group which may be protected, R.sup.4 is chlorine or bromine and R.sup.5 is an alkyl or phenyl group; methods for making such compounds or salts.

Intermediate compounds for the preparation of antibacterial penem

The present invention relates to certain penem derivatives of the general formula I ##STR1## in which R represents a hydrogen atom or a carboxyl esterifying group, R.sup.1 represents certain unsubstituted and substituted aromatic and heterocyclic groups, and R.sup.2 represents a hydrogen atom, an unsubstituted or substituted alkyl or aryl group. The compound of formula I and salts thereof may be used in the treatment of bacterial infections in man and other animals.

Antibacterial penem derivatives

Penem-derivatives of the formula I ##STR1## in which R is hydrogen or a carboxyl esterifying group

Antibacterially active penem compounds and salts of the formula ##STR1## wherein R is hydrogen or an esterifying group, R.sup.2 is hydrogen, hydroxy, or protected hydroxy, and R.sup.1 is phenyl, naphthyl, thienyl, pyridyl, quinolyl, or isoquinolyl, or such a group which is mono-, di-, or tri-substituted; methods for making such compounds or salts; and antibacterial pharmaceutical preparations containing the compounds or salts.

Growing community of inventors

Newport Pagnell, United Kingdom

Michael D Cooke