Back to results
US 6,458,810 B1Granted
Pharmaceutically active isoindoline derivatives
OwnerGeorge Muller, Hon-Wah Man +1inventors
InventorsGeorge Muller, Hon-Wah Man, David I. Stirling
Life of this patent
Estimating the term…
Abstract
Isoindolin-1-one and Isoindoline-1,3-dione substituted in the 2-position with a 2,6-dioxo-3-hydroxypiperidin-5-yl group, which may be further substituted in the 5-position with alkyl or halogeno, and in the 4-position with alkyl or a nitrogen-containing group are inhibitors of, and thus useful in the treatment of disease states mediated by, TNFα. A typical embodiment is 2-(2,6-dioxo-3-hydroxy-5-fluoropiperidin-5-yl)-4-aminoisoindolin-1-one.
Claims18
A compound selected from the group consisting of (a) an isolindoline of the formula:
- wherein:
- the carbon atoms designated * constitute centers of chirality;
- X is —C(O)— or —CH2—;
- R1 is alkyl of 1 to 8 carbon atoms or —NHR3;
- R2 is hydrogen, alkyl of 1 to 8 carbon atoms, or halogeno;
- and
- R3 is hydrogen,
- alkyl of 1 to 8 carbon atoms, unsubstituted or substituted with alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms,
- cycloalkyl of 3 to 18 carbon atoms,
- phenyl, unsubstituted or substituted with alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms,
- benzyl, unsubstituted or substituted with alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms, or
- —COR4 in which
- R4 is hydrogen,
- alkyl of 1 to 8 carbon atoms, unsubstituted or substituted with alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms,
- cycloalkyl of 3 to 18 carbon atoms,
- phenyl, unsubstituted or substituted with alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms, or
- benzyl, unsubstituted or substituted with alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, halo, amino, or alkylamino of 1 to 4 carbon atoms, and
- (b) the acid addition salts of said isoindoline which are susceptible of protonation.
15 more elements
Dependencies are inferred from the claim text.