Aryl substituted thiazolidinones and the use thereof

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 277/14 (2006.01) A61K 31/425 (2006.01) A61K 31/44 (2006.01) A61K 31/445 (2006.01) A61K 31/535 (2006.01) A61K 31/54 (2006.01) A61P 9/06 (2006.01) A61P 23/02 (2006.01) A61P 25/08 (2006.01) A61P 25/24 (2006.01) A61P 25/28 (2006.01) C07D 279/06 (2006.01) C07D 417/04 (2006.01) C07D 417/06 (2006.01) C07D 417/10 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2453633

This invention relates aryl substituted thiazolidinones of Formula I: (I) or a pharmaceutically acceptable salt, or solvate thereof, wherein n is an integer from 1 to 2; R1 is selected from the group consisting of: (I) where Y is alkylene and R3 and R4 are the same or different and are selected from hydrogen, alkyl, or aryl, or R3 and R4 together form an alkylene chain having 4 to 5 carbon atoms optionally interrupted by a nitrogen or oxygen; (ii) pyridylalkyl; and (iii) piperidin-4-yl, optionally substituted phenyl; 2,2- diphenylethenyl; furanyl; carbozolyl. The invention is also directed to the use of compounds of Formula I for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyotrophic lateral sclerosis (ALS), and for the treatment, prevention or amelioration of both acute chronic pain, as antimanic depressants, as local as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy.

L'invention concerne des thiazolidinones à substitution aryle, de formule (I), y compris leurs sels ou solvates pharmaceutiquement acceptables. Dans ladite formule, n est un entier compris entre 1 et 2; R¿1? peut être: (i) une structure dans laquelle Y est alkylène, et R¿3? et R¿4? sont identiques ou différents et peuvent représenter hydrogène, alkyle, ou aryle, ou bien R¿3? et R¿4? forment ensemble une chaîne alkylène ayant 4 ou 5 atomes de carbone éventuellement interrompus par azote ou oxygène; (ii) pyridylalkyle; et (iii) pipéridine-4-yle, éventuellement substituée par alkyle, aryle ou aralkyle; et R¿2? peut être phényle éventuellement substitué; 2,2-diphényléthényle; furanyle; carbozolyle. L'invention concerne également l'utilisation des composés représentés par la formule I pour le traitement de troubles neuronaux résultant d'une ischémie globale ou focale, pour le traitement ou la prévention de maladies neurodégénératives comme la sclérose latérale amyotrophique (SLA), pour le traitement, la prévention ou l'amélioration d'un état de douleur aiguë ou chronique, sous la forme d'agents anti-acouphène, d'agents anticonvulsifs, d'agents antimaniaco-dépressifs, d'agents anesthésiques locaux, d'anti-arythmisants, et enfin pour le traitement ou la prévention de la neuropathie diabétique.

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