Amino-tropane derivatives, preparation thereof and...

C - Chemistry – Metallurgy – 07 – D

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C07D 451/04 (2006.01) A61K 31/46 (2006.01) A61K 31/55 (2006.01) A61P 3/04 (2006.01) A61P 3/10 (2006.01) A61P 15/00 (2006.01)

Patent

CA 2574517

The invention concerns amino-tropane derivatives of general formula (I), wherein: Ra R a' et R5 represent hydrogen atoms or alkyl groups; R1 represents a hydrogen atom or an alkyl, cycloalkyl, heterocycloalkyl or aryl group; R2 represents a group of formula -(CH2)x-(CO)y-Y or -(CO)y-(CH2)x-Y, wherein Y represents a hydrogen atom or a hydroxy, alkyl, cycloalkyl, alkoxy, aryl, heteroaryl group or NR11R12; R3 represents 1 to 3 groups selected among halogen atoms and alkyl, cycloalkyl OR, -NRR', -CO-NRR', -NR-CO-R', -NR-CO-NRR', -NR-COOR', -NO2, -CN and -COOR groups; R4 is selected among a group of formula (a), (b), (c) or (d): or a group of formula -A-R18, -A-CH=N-R19, -A-N(R20)-A'-R19, -A-CO-N(R2O)-A'-R19, -A-CH(NH2)-R19, -A-N(R20)-COO-A' or -(CH2)r-heteroaryl. The invention also concerns a method for preparing said derivatives and the therapeutic use thereof.

L'invention concerne des dérivés d'amino-tropane de formule générale (I) : dans laquelle : Ra R a' et R5 représentent des atomes d'hydrogène ou des groupes alkyles, R1 représente un atome d'hydrogène ou un groupe alkyle, cycloalkyle, hétérocycloalkyle ou aryle, R2 représente un groupe de formule - (CH2)x-(CO)y-Y ou -(CO)y-(CH2)x-Y, dans laquelle Y représente un atome d'hydrogène ou un groupe hydroxy, alkyle, cycloalkyle, alcoxy, aryle, hétéroaryle ou -NR11R12, R3 représente 1 à 3 groupes choisis parmi les atomes d'halogène et les groupes alkyles, cycloalkyles, -OR, -NRR', -CO-NRR', -NR-CO- R', -NR-CO-NRR', -NR-COOR', -NO2, -CN et -COOR, R4 est choisi parmi un groupe de formule (a), (b), (c) ou (d) : ou un groupe de formule -A-R18, -A-CH=N-R19, -A-N(R20)-A'-R19, -A-CO-N(R2O)-A'-R19, -A-CH(NH2)-R19, -A-N(R20)-COO-A' ou - (CH2)r-hétéroaryle. Procédé de préparation et application en thérapeutique.

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