Sulphur analogs of penicillins having a nucleophile substituted in the 6 and 7 position, respectively
US4265882A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Oct 3, 1977 |
| Grant date | May 5, 1981 |
| Priority date | — |
| Expiry date | Oct 3, 1997 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C329/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6-position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7-position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.