US 3,971,778 A · Cephalosporins having (.alpha.-etherified oximino)acylamido groups at the 7-position

Abstract

The invention provides novel antibiotic compounds which are 7.beta.-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof characterized in that the acylamido group has the structure ##EQU1## where R is a hydrogen atom or an organic group and R.sup.a is an etherifying monovalent organic group linked to the oxygen atom through a carbon atom. The compounds are syn isomers or exist as mixtures containing at least 75% of the syn isomer. These antibiotic compounds possess high antibacterial activity against a range or gram positive and gram negative organisms coupled with particularly high stability to .beta.-lactamases produced by various gram negative organisms. The invention is also concerned with the administration of the compounds.

Claims32

Dependent claims

A compound selected from the group consisting of a highly active cephalosporin antibiotic highly stable to .beta.-lactamases of the formula ##SPC24##

wherein
R.sup.u is thienyl or furyl;
R.sup.b is lower alkyl;
lower alkyl substituted by amino, bromo or lower alkoxy;
or cycloalkyl of 3-7 carbon atoms;
and
P is vinyl or a group of the formula --CH.sub.2 Y in which Y is --SW where W is 5-methyl-1,3,4-thiadiazol-2-yl, 1-methyltetrazol-5-yl, 1-ethyltetrazol-5-yl, 5-phenyl-1,3,4-oxadiazol-2-yl or nitrobenzothiazolyl;
alkylthio of 1-4 carbon atoms;
lower alkylcarbonylthio;
a group of the formula --O.CO.R.sup.9 where R.sup.9 is alkyl or alkenyl of up to 4 carbon atoms, phenyl or cycloalkyl of 3-6 carbon atoms;
or azido, said cephalosporin antibiotic being in the form of a syn-isomer free of the corresponding anti-isomer to the extent of at least 75% based on the total weight of said antibiotic;
and a physiologically acceptable salt thereof.

9 more elements

Dependencies are inferred from the claim text.

Cephalosporins having (.alpha.-etherified oximino)acylamido groups at the 7-position

Life of this patent

Cephalosporins having (.alpha.-etherified oximino)acylamido groups at the 7-position

Life of this patent

Abstract

Claims32