Tetrahydropyran derivatives and their use as therapeutic agents

Details Tetrahydropyran derivatives and their use as therapeutic agents Tetrahydropyran derivatives and their use as therapeutic agents

C - Chemistry, Metallurgy

07

D

C07D 309/10 (2006.01) A61K 31/351 (2006.01) A61P 25/22 (2006.01) C07D 405/04 (2006.01) C07D 405/06 (2006.01) C07D 491/10 (2006.01)

Patent

CA 2367985

The present invention relates to compounds of formula (I) wherein: R1, R2, R3, R4, R5, R9 and R10 represent a variety of substituents; R6 represents hydrogen or a C1-4alkyl group optionally substituted by a hydroxy group; R7 represents halogen, hydroxy, optionally substituted C2-4alkenyl, optionally substituted C2-4alkynyl, N3, -NR11R12, -NRaCORb, -OSO2Ra, -(CH2)pNRa(CH2)qCOORb, CORa, COORa, -N=C=O, or a five membered or six membered nitrogen-containing heteroaromatic ring optionally containing 1, 2 or 3 additional heteroatoms selected from N, O and S which heteroaromatic ring is optionally substituted at any substitutable position by a substituent selected from =O, =S, halogen, hydroxy, -SH, CORa, CO2Ra, -ZNR11R12, C1-4alkyl, hydroxyC1-4alkyl, fluoroC1- 4alkyl, chloroC1-4alkyl, C1-4alkoxy, fluoroC1-4alkoxy or C1-4alkoxy substituted by a C1-4alkoxy or hydroxyl group; R8 represents hydrogen, C1- 6alkyl, fluoroC1-6alkyl, hydroxy, C1-6alkoxy or hydroxyC1-6alkyl; and n is zero, 1 or 2; or a pharmaceutically acceptable salt thereof. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migraine, emesis or postherpetic neuralgia.

La présente invention concerne des composés représentés par la formule générale (I) ou l'un de ses sels pharmaceutiquement admis. Dans cette formule, R?1¿, R?2¿, R?3¿, R?4¿, R?5¿, R?9¿ et R?10¿ sont divers substituants. R?6¿ est hydrogène ou groupe C¿1?-C¿4? alkyle éventuellement substitué par un groupe hydroxy. R?7¿ est halogène, hydroxy, C¿2?-C¿4? alcényle éventuellement substitué, C¿2?-C¿4? alkynyle éventuellement substitué, N¿3?, -NR?11¿R?12¿, -NR?a¿COR?b¿, -OSO¿2?R?a¿, -(CH¿2?)¿p?NR?a¿(CH¿2?)¿q?COOR?b¿, COR?a¿, COOR?a¿, -N=C=O, ou un cycle hétéroaromatique à cinq ou six côtés azotés portant éventuellement 1, 2 ou 3 hétéroatomes additionnels appartenant au groupe des N, O et S, lequel cycle hétéroaromatique est éventuellement substitué en n'importe quelle position de substitution par un substituant appartenant au groupe des =O, =S, halogène, hydroxy, -SH, COR?a¿, CO¿2?R?a¿, -ZNR?11¿R?12¿, C¿1?-C¿4? alkyle, hydroxy C¿1?-C¿4? alkyle, fluoro C¿1?-C¿4? alkyle, chloro C¿1?-C¿4? alkyle, C¿1?-C¿4? alcoxy, fluoro C¿1?-C¿4? alcoxy ou C¿1?-C¿4? alcoxy substitué par un C¿1?-C¿4? alcoxy ou un groupe hydroxyle; R?8¿ est hydrogène, C¿1?-C¿6? alkyle, fluoro C¿1?-C¿6? alkyle, hydroxy, C¿1?-C¿6? alcoxy ou hydroxy C¿1?-C¿6? alkyle. Enfin, n vaut 0, 1 ou 2. Ces composés conviennent particulièrement au traitement ou à la prévention de la dépression, de la dépression, de l'anxiété, de la douleur, de l'inflamation, de la migraine, du vomissement ou de l'algie post-zostérienne.

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