Method for the stereoselective synthesis of cyclic amino acids

Details Method for the stereoselective synthesis of cyclic amino acids Method for the stereoselective synthesis of cyclic amino acids

Category

C - Chemistry, Metallurgy

Subcategory

07

Subsubcategory

C

IPC codes

C07C 227/32 (2006.01) C07C 51/08 (2006.01) C07C 51/41 (2006.01) C07C 51/43 (2006.01) C07C 57/46 (2006.01) C07C 69/608 (2006.01) C07C 69/616 (2006.01) C07C 229/28 (2006.01) C07C 255/31 (2006.01) C07C 255/41 (2006.01) C07C 265/08 (2006.01) C07C 271/12 (2006.01)

Type

Patent

Patent number

CA 2392761

Description

The instant invention is a route to stereospecific 3-substituted 5-membered ring isomers of Formula (A). The final products are useful as agents in the treatment of epilepsy, faintness attacks, hypokinesia, cranial disorders, neurodegenerative disorders, depression, anxiety, panic, pain, neuropathological disorders, gastrointestinal disorders such as irritable bowel syndrome (IBS), inflammation especially arthritis, sleep disorders, premenstrual syndrome, and hot flashes. The invention provides novel routes to synthesize stereoselectively analogs of gabapentin (Neurontin®) of Formulas (I), (II), (III) and (IV) wherein R is C1-C10 alkyl or C3-C10 cycloalkyl and pharmaceutically acceptable salts thereof.

La présente invention constitue une route conduisant à l'obtention d'isomères à cycles stéréospécifiques à cinq éléments et à substitution en position 3 de la formule (A). Les produits finaux sont utiles en tant qu'agents dans le traitement de l'épilepsie, d'accès de lipothymie, de l'hypokinésie, de troubles crâniens, de troubles neurodégénératifs, de la dépression, de l'anxiété, de la panique, des douleurs, de troubles neuropathologiques, de troubles gastro-intestinaux tels que la colopathie fonctionnelle, l'inflammation, en particulier l'arthrite, de troubles du sommeil, du syndrome prémenstruel et des bouffées de chaleur. L'invention présente de nouvelles voies permettant de synthétiser de manière stéréosélective des analogues de gabapentine (Neurontine®) des formules (I), (II), (III) et (IV) dans lesquelles R représente alkyle C¿1?-C¿10? ou cycloalkyle C¿3?-C¿10? ainsi que leurs sels pharmaceutiquement acceptables.

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