Greenwich Pharmaceuticals Incorporated

Medicarb Inc.

501 Greenwich Pharmaceuticals Incorporated

Sudershan K Arora

Albert V Thomas

Bruce Ronsen

Roy L Whistler

Peter J Schied

David S Thomson

M Nayeem Akhtar

Derivatives of disubstituted and deoxydisubstituted .alpha.-D-lyxofuranosides and intermediates for preparing these derivatives are described. These compounds exhibit significant antiinflammatory and anti-proliferative activity and are useful for treating inflammatory and/or autoimmune disorders such as psoriasis, asthma, atopic dermatitis, rheumatoid arthritis, osteoarthritis, scleroderma, systemic lupus erythematosus, and cancer (particularly melanoma and colon cancer).

Disubstituted and deoxydisubstituted derivatives of

The compounds of this invention are 5- or 6-deoxy hexose monosaccharides having a saturated nitrogen-containing heterocycle at the 5- or 6-position bound through the nitrogen atom. The saturated nitrogen-containing heterocycle substituent is shown by the following formula: ##STR1## where X is CH.sub.2, NH or O; and n ranges from 3-6. These hexose monosaccharides may also be ethereally substituted at least one other position. The compounds exhibit anti-proliferative and anti-inflammatory activity. Methods of preparation, pharmaceutical compositions containing the compounds and methods of treating inflammatory and/or autoimmune disorders employing the compounds are disclosed.

Anti-proliferative and anti-inflammatory compounds: 5- or 6-deoxy hexose

The compounds of the present invention are deoxy disubstituted or dideoxy disubstituted derivatives of .alpha.-D-mannofuranoside and .beta.-L-gulofuranoside hexoses which exhibit anti-inflammatory and anti-proliferative activity. Pharmaceutical compositions containing the compounds and methods of treating inflammatory and/or autoimmune disorders employing the compounds are disclosed.

Disubstituted and deoxy disubstituted derivatives of

A solvent-free method for synthesizing an ethereally-substituted, blocked monosaccharide comprising the steps of:

Solvent-free synthesis of ethereally substituted blocked monosaccharides

Derivatives of simple monosaccharides which exhibit anti-proliferative and/or anti-inflammatory activity and are useful for treating mammals having inflammatory disorders and/or autoimmune disorders. This invention also encompasses pharmaceutical compositions containing these compounds and methods of treating inflammatory and/or autoimmune disorders.

Monosaccharides having anti-proliferation and anti-inflammatory

Derivatives of 1,2-O-isopropylidene-.alpha.,D-glucofuranose and intermediates for preparing these derivatives are described. These derivatives are useful for treating animals and mammals with inflammatory and/or autoimmune disorders such as autoimmune deficiency syndrome, psoriasis, atopic dermatitus, rheumatoid arthritis, osteoarthritis, scleroderma and systemic lupus erythematosus.

3,5,6-substituted derivatives of

Derivatives of -.alpha.,D-glucofuranose .alpha.,D-allanfuranose and intermediates for preparing these derivatives are described. These derivatives are useful for treating animals and mammals with inflammatory and/or autoimmune disorders such as psoriasis, atopic dermatitus, rheumatoid arthritis, osterarthritis, scleroderma and systemic lupus erythematosus.

Growing community of inventors

Lansdale, PA, United States of America

Sudershan K Arora