(6R,7R)-7-[2-aryl-2-(etherified oximino)acetamido]-3-carbamoyloxymethylceph-3-em-4-carboxylic acid 1-oxides
US4138555A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Nov 18, 1977 |
| Grant date | Feb 6, 1979 |
| Priority date | — |
| Expiry date | Nov 18, 1997 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D501/26
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## where R.sup.1 is a furyl, thienyl or phenyl group and R.sup.2 is a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl or phenyl group and in which the 3-position substituent is a carbamoyloxymethyl group possess a particularly valuable combination of properties, exhibiting high antibacterial activity against a broad range of gram positive and gram negative organisms, paticularly high stablity to .beta.-lactamases produced by various organisms, and stability in vivo. The compounds are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer. Particularly important compounds of this type are (6R,7R)-3-carbamoyloxymethyl-7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph- 3-em-4-carboxylic acid (syn isomer) and its non-toxic derivatives, e.g. the sodium salt.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.