Substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and...

Details Substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and... Substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and...

C - Chemistry, Metallurgy

07

D

C07D 401/04 (2006.01) A61K 31/445 (2006.01)

Patent

CA 2291218

Provided are substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and 1-oxo-2-(2,6-dioxopiperidin-3-yl)isoindolines reduce the levels of TNF.alpha. in a mammal, for example of the following formula: (see above formula) in which: one of X and Y is C=O and the other of X and Y is C=O or CH2; (i) each of R1, R2, R3, and R4, independently of the others, is halo, alkyl of 1 to 4 carbon atoms, or alkoxy of 1 to 4 carbon atoms or (ii) one of R1, R2, R3, and R4 is -NHR5 and the remaining of R1, R2, R3, and R4 are hydrogen; R5 is hydrogen, alkyl of 1 to 8 carbon atoms, or CO-R7-CH(R10)NR8R9; R6 is hydrogen, alkyl of 1 to 8 carbon atoms, benzyl, chloro, or fluoro; R7 is m-phenylene or p-phenylene or -(C n H2n)- in which n has a value of 0 to 4; each of R8 and R9 taken independently of the other is hydrogen or alkyl of 1 to 8 carbon atoms, or R8 and R9 taken together are tetramethylene, pentamethylene, hexamethylene, or -CH2CH2XCH2CH2- in which X is -O-, -S- or -NH-; R10 is hydrogen, alkyl of 1 to 8 carbon atoms, or phenyl; and (b) the acid addition salts of said compounds which contain a nitrogen atom capable of being protonated. A typical embodiment is 1-oxo-2-(2,6-dioxo-3- methylpiperidin-3-yl)-4,5,6,7-tetrafluoroisoindoline.

Ces 2-(2,6-dioxopipéridin-3-yl)-phtalimides et 1-oxo-2-(2,6-dioxopipéridin-3-yl)iso-indolines substitués permettent de réduire les taux de FNT alpha chez un mammifère. Dans une forme d'application typique, on utilise du 1-oxo-2-(2,6-dioxo-3-méthylpipéridin-3-yl)-4,5,6,7-tetrafluoroisoindoline.

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