Sandoz Gmbh

Sanraku Incorporation

Hans Fliri

Helmut Hamberger

Ching Pong Mak

Peter Stutz

Dieter Scholz

The invention relates to new 2-oxoazetidines having the formulas ##STR1## where R.sub.1 stands for a lower fluoroalkyl or an optionally protected lower hydroxyalkyl group; R.sub.2 for chlorine, bromine, iodine, fluorine, an ##STR2## group in which n is 0, 1 or 2 and R.sub.5 is a lower alkyl, lower alkenyl, an optionally substituted benzyl group, optionally substituted phenyl group, a --CH.sub.2 COX group in which X means a lower alkyl, lower alkoxy or the amino group, or a ##STR3## group in which Y and Z are the same or different and in each case stand for oxygen, nitrogen or sulphur and R.sub.6 stands for a lower alkyl, lower alkoxy, lower alkylthio, lower dialkylamino, an aryl, aryloxy or arylthio group, or for a group having the formula ##STR4## where W stands for --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or C.sub.6 H.sub.4 ; R.sub.3 stands for bromine, chlorine, iodine, SeC.sub.6 H.sub.5 or SC.sub.6 H.sub.5 ; and R.sub.4 stands for hydrogen, a group having the formula ##STR5## in which R.sub.7 is a lower alkyl, an optionally substituted benzyl or an optionally substituted benzohydryl group; or they represent a protecting group, with the proviso that in compounds of formula Ia R.sub.2 does not stand for SCH.sub.3 when R.sub.1 means hydroxyethyl, R.sub.3 means bromine and R.sub.4 means the group of formula IIa, as well as to methods for their preparation and to their use.

2-Oxoazetidines, methods for their preparation, and their use

6-(1'-fluorethyl)- and 6-(1'-fluoro-1'-methylethyl)-carbapenems such as (5RS,6RS)-1-aza-6-(1(RS)-fluorethyl)-3-(N'-dimethyl-N'-methylamidinomethyl thio)-7-oxobicyclo[3.2.0]hept-2-ene-2-carboxylic acid which are useful as chemotherapeutic agents in particular as anti-bacterially active anti-biotics.

Fluoralkylatedcarbapenem derivatives

Compounds of formula I ##STR1## wherein, R.sub.1 represents hydrogen or methyl,

The process for preparing cephalosporanic acid derivatives ##STR1## and salts thereof with bases as well as solvates thereof, comprising reacting a compound of the formula II: ##STR2## wherein R.sub.3 represents hydrogen or an amino protecting group and R.sub.2 represents hydrogen, an easily removable ester group or other carboxyl protecting group, with a compound of formula IIIa, ##STR3## wherein R.sub.1 represents hydrogen, an easily removable ester group or other carboxyl protecting group, and R.sub.4 is a 2-benzothiazol group and salts thereof with bases, and if required removing any ester group or protecting group.

Process for cephalosporanic acid derivatives and intermediate therefor

Novel compounds of formula I, ##STR1## in which R.sub.1 is hydrogen, alkyl, phenylalkyl, carbalkoxyalkyl, acyl, carboxyalkyl, alkoxyalkyl, hydroxyalkyl, cyanoalkyl, or carbamoylalkyl,

Cephalosporin derivatives and use as antimicrobial agents

7-[(Carboxymethoximino)-1H-pyrazol-3yl-acetyl]amino-3-desacetoxy-3-(1-methy l-1H-tetrazol-5yl-thio)cephalosporanic acid and salts and solvates thereof which possess chemotherapeutical in particular antibiotic activity.

Derivatives of cephalosporanic acid, processes for their production and

The invention provides novel penicillins and cephalosporins of formula I, ##STR1## methods for their production and their anti-bacterial use.

Growing community of inventors

Vienna, Austria

Hans Fliri