Aralkyl and aralkenyl glycosides as inhibitors of antigen-specific T-cell proliferation
US4554349A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Oct 11, 1983 |
| Grant date | Nov 19, 1985 |
| Priority date | — |
| Expiry date | Oct 11, 2003 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H15/18
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The invention disclosed herein relates to novel 1-deoxyglycosides, preferably 1-deoxy-D-mannopyranosides and 1-deoxy-L-rhamnopyranosides, having in the 1-position of the pyranose ring an aralkylthio/aralkenylthio, aralkyloxy/aralkenyloxy or aralkanoylamino/aralkenoylamino substituent; and to novel processes for preparing these 1-substituted-1-deoxyglycosides starting with the corresponding tetra-O-acetylglycopyranosyl bromide or amine. The 6-hydroxy group of 1-substituted-1 deoxyglycopyranosides can also be replaced by other functional groups. These aralkylthio/aralkenylthio, aralkyloxy/aralkenyloxy and aralkanoylamino/aralkenoylamino 1-deoxyglycosides are potent inhibitors of antigen-specific T-cell proliferation and are also useful as inhibitors of delayed-type hypersensitivity reactions.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.