Patent · US Expired

6-Alpha-halopenicillanic acid 1,1-dioxides

US4420426A · kind A · utility

5Cited by
5References
7Claims
0Family size

Assignee

Inventor

Key dates

Filing dateDec 9, 1980
Grant dateDec 13, 1983
Priority date
Expiry dateDec 9, 2000

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D499/00
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A process for the preparation of penicillanic acid 1,1-dioxide and esters thereof readily hydrolyzable in vivo, which comprises oxidation of a 6-halopenicillanic acid, or an ester thereof readily hydrolyzable in vivo, to the corresponding 6-halopenicillanic acid 1,1-dioxide or ester thereof, followed by dehalogenation (e.g. by hydrogenolysis). Certain of the 6-halopenicillanic acid 1,1-dioxides and esters thereof readily hydrolyzable in vivo are novel intermediates. Penicillanic acid 1,1-dioxide, and esters thereof readily hydrolyzable in vivo are known compounds which are beta-lactamase inhibitors and which enhance the effectiveness of certain beta-lactam antibiotics (e.g. the penicillins) in the treatment of bacterial infections in mammals, particularly humans.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.