Aminomethylcarboxylic acid derivatives

Details Aminomethylcarboxylic acid derivatives Aminomethylcarboxylic acid derivatives

C - Chemistry, Metallurgy

07

C

C07C 229/14 (2006.01) A61K 31/198 (2006.01) A61P 25/08 (2006.01) A61P 25/18 (2006.01) A61P 25/28 (2006.01)

Patent

CA 2337041

The present invention relates to aminomethylcarboxylic acid derivatives having general formula (I), wherein Z is (CH2)n, O, S, SO, SO2 or N-R5; n is 0, 1 or 2; X represents 1-3 substituents independently selected from hydrogen, halogen, (C1-6)alkyloxy, (C3-6)cycloalkyloxy, (C6-12)aryloxy, (C6-12)aryl, thienyl, SR6, SOR6, SO2R6, NR6R6, NHR6, NH2, NHCOR6, NSO2R6, CN, COOR6 and (C1-4)alkyl, optionally substituted with halogen, (C6-12)aryl, (C1-6)alkyloxy or (C6-12)aryloxy; or 2 substituents at adjacent positions together represent a fused (C5-6)aryl group, a fused (C5-6)cycloalkyl ring or O-(CH2)m-O; m is 1 or 2; Y represents 1-3 substituents independently selected from hydrogen, halogen, (C1-4)alkyloxy, SR6, NR6R6 and (C1-4)alkyl, optionally substituted with halogen; R1 is COOR7 or CONR8R9; R2 and R6 are (C1-4)alkyl; R3, R4 and R5 are independently hydrogen or (C1-4)alkyl; R7, R8 and R9 are independently hydrogen, (C1-4)alkyl, (C6-12)aryl or arylalkyl; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these aminomethylcarboxylic acid derivatives in therapy, more specifically for the treatment of CNS disorders.

L'invention concerne concerne des dérivés d'acide aminométhylcarboxylique présentant la formule générale (I) dans laquelle Z est (CH2)n, O, S, SO, SO2 ou N-R5; n est 0, 1 ou 2; X représente 1-3 substituants sélectionnées indépendamment dans le groupe comprenant l'hydrogène, l'halogène, alkyl(C1-6)oxy, cycloalkyl(C3-6)oxy, aryl(C6-12)oxy, aryle (C6-12), thiényle, SR6, SOR6, SO2R6, NR6R6, NHR6, NH2, NHCOR6, NSO2R6, CN, COOR6 et alkyle(C1-4), éventuellement substitués par l'halogène, aryle(C6-12), alkyloxy(C1-6) ou aryloxy(C6-12); ou 2 substituants placés à des positions adjacentes représentent ensemble un groupe aryle(C5-6) condensé, un cycle cycloalkyle(C5-6) condensé ou O-(CH2)m-O; m est 1 ou 2; Y représente 1-3 substituants sélectionnés indépendamment dans le groupe comprenant l'hydrogène, l'halogène, alcoxy(C1-4), SR6, NR6R6 et alkyle(C1-4), éventuellement substitué par l'halogène; R1 est COOR7 ou CONR8R9; R2 et R6 sont alkyle(C1-4); R3, R4 et R5 sont indépendamment l'hydrogène, ou l'alkyle(C1-4), R7, R8 et R9 est indépendamment l'hydrogène, alkyle (C1-4), aryle (C6-12) ou arylalkyle, aryle (C6-12) ou arylalkyle; ou un sel pharmaceutiquement acceptable de ces derniers. L'invention concerne en outre des compositions pharmaceutiques comprenant ces dérivés ainsi que l'utilisation de ces dérivés d'acide aminométhylcarboxylique pour des traitements, et plus particulièrement pour le traitement des troubles du SNC.

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