.alpha.- (1,3- or 1, 2- dicarbonylenol ether methyl ketones as cysteine protease inhibitors
US6147188A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Feb 2, 1998 |
| Grant date | Nov 14, 2000 |
| Priority date | — |
| Expiry date | Feb 2, 2018 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D309/38
- WIPO fieldPharmaceuticals
- WIPO sectorChemistry
Abstract
Cysteine protease inhibitors which deactivate the protease by covalently bonding to the cysteine protease and releasing the enolate of a 1,3-dicarbonyl (or its enolic form). The cysteine protease inhibitors of the present invention accordingly comprise a first portion which targets a desired cysteine protease and positions the inhibitor near the thiolate anion portion of the active site of the protease, and a second portion which covalently bonds to the cysteine protease and irreversibly deactivates that protease by providing a carbonyl or carbonyl-equivalent which is attacked by the thiolate anion of the active site of the cysteine protease to sequentially cleave a .beta.-dicarbonyl enol ether leaving group.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.