Patent · US Expired

5,5-disubstituted-3,4-dihydroxy-2(5H)-furanones and methods of use therefor

US6136832A · kind A · utility

2Cited by
8References
61Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMay 19, 1999
Grant dateOct 24, 2000
Priority date
Expiry dateMay 19, 2019

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D417/06
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention relates to synthetic methods for the production of both optically active and racemic 5,5-disubstituted-3,4-dihydroxy-2(5H)-furanones; 5-[(4-aryl)-3-butynyl]-3,4-dihydroxy-2(5H)-furanones; 5-(2-arylthio)ethyl-3,4-dihydroxy-2(5H)-furanones; and 5-(2-aryloxy)ethyl-3,4-dihydroxy-2(5H)-furanones. This invention further relates to the use of the above mentioned compounds as anti-inflammatory agents through their action as mixed inhibitors of lipid peroxidation, 5-lipoxygenase, cyclooxygenase-1 and cyclooxygenase-2. The invention further relates to the use of such compounds in the treatment of chronic inflammatory disorders such as asthma, rheumatoid arthritis, inflammatory bowel disease, atherosclerosis, acute respiratory distress syndrome, and central nervous system disorders such as Alzheimer's and Parkinson's disease wherein reactive oxygen species and inflammatory mediators are contributing deleterious factors.

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