Novel cyclic urea derivatives, preparation thereof and...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/06 (2006.01) A61K 31/4166 (2006.01) C07D 401/14 (2006.01)

Patent

CA 2571323

The invention relates to products of formula (I): in which p = 0, 1 and 2; A = aryl, heteroaryl, carbocycle or heterocycle; X = single bond; -N(R6)-; -NH-alk- ; alkylene; -O-; -C(O)-; -S(O)n-; -N(R6)-C(O)-; -NH-CO-alk-, -N(R6)-C(O)- N(R6')-; -N(R6)-C(S)-N(R6')-; -N(R6)-C(O)O-; -N(R6)-SO2-; -N(R6)-SO2-N(R6')-; - C(O)-N(R6)-; -SO2-NR6-; and -C(O)O-; L1 = single bond, alkylene, alkenylene, alkynylene, cycloalkylene, phenylene, heteroarylene; all optionally substituted; R1 = hydrogen, alkyl, alkenyl, alkynyl or cycloalkyl, aryl, heteroaryl, arylalkyl, heteroarylalkyl; -SO2R9, -C(O)R9; -C(O)OR9,- C(O)NR10R11, -C(S)NR10R11,-SO2NR10R11; R2 = hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, either R1 and R2 with N, or NR1R2 with L1 may form a saturated or unsaturated heterocycle possibly containing O, N, S; R3 = hydrogen; halogen; alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkylenedioxy, heterocycle, aryl and heteroaryl, all optionally substituted; S(O)n-alkyl; amino, alkylamino, dialkylamino, with dialkylamino optionally forming with N a cycle, all optionally substituted; R4, R4' and R4''= hydrogen, halogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, oxo; with two from among R4, R4' and R4'' possibly forming with C a ring possibly containing O, N or S; L2 = single bond, alkylene, alkenylene, alkynylene, cycloalkylene, -O-, -NR17-, -C(O)-, SO2; Y = N-heterocycle possibly containing O, N or S; R5 = hydrogen, halogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl; all these radicals being optionally substituted, these products being in all the isomeric forms and the salts, as medicinal products.

L'invention concerne des produits de formule (I), dans laquelle p est 0, 1 et 2; A est aryle, hétéroaryle, carbocycle ou hétérocycle; X est une liaison simple, -N(R6)-, -NH-alk-, alkylène, -O-, -C(O)-, -S(O)n-, -N(R6)-C(O)-, -NH-CO-alk-, N(R6)-C(O)-N(R6')-, -N(R6)-C(S)-N(R6')-, -N(R6)-C(O)O-, -N(R6)-SO2-, -N(R6)-SO2-N(R6')-, -C(O)-N(R6), -SO2-NR6- et -C(O)O-; L1 est une liaison simple, alkylène, alcénylène, alkynylène, cycloalkylène, phénylène, hétéroarylène, tous éventuellement substitués; R1 est hydrogène, alkyle, alcényle, alkynyle ou cycloalkyle, aryle, hétéroaryle, arylalkyle, hétéroarylalkyle, -SO2R9, C(O)R9, -C(O)OR9, -C(O)NR10R11, -C(S)NR10R11, -SO2NR10R11; R2 est hydrogène, alkyle, alcényle, alkynyle, cycloalkyle; R1 ou R2 et N, ou NR1R2 et L1 pouvant former ensemble un hétérocycle saturé ou insaturé contenant éventuellement O, N, S; R3 est hydrogène, halogène, alkyle, alcényle, alkynyle, cycloalkyle, alcoxy, alkylènedioxy, hétérocycle, aryle et hétéroaryle, tous éventuellement substitués; S(O)n-alkyle, amino, alkylamino, dialkylamino, le dialkylamino formant éventuellement avec N un cycle, tous éventuellement substitués; R4, R4' et R4'' sont hydrogène, halogène, alkyle, alcényle, alkynyle, cycloalkyle, aryle, hétéroaryle, oxo; deux éléments parmi R4, R4' et R4'' formant éventuellement avec C un noyau contenant éventuellement O, N ou S; L2 est une liaison simple, alkylène, alcénylène, alkynylène, cycloalkylène, -O-, -NR17-, -C(O)-, SO2; Y est N-hétérocycle contenant éventuellement O, N ou S; R5 est hydrogène, halogène, alkyle, alcényle, alkynyle, cycloalkyle, aryle, arylalkyle, hétéroaryle, hétéroarylalkyle, tous éventuellement substitués; tous ces radicaux étant éventuellement substitués. Ces produits présentent toutes les formes isomères et leurs sels, et sont utilisés comme produits médicaux.

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