New diazole derivatives as serotonergic agents

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 285/10 (2006.01) A61K 31/41 (2006.01) A61K 31/44 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2361179

The present invention provides compounds of general formula (1) wherein: two atoms of X, Y, or Z are nitrogen and the third atom is sulfur or oxygen; R is H, halogen, OH, SH, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, phenoxy, thiophenoxy, phenyl or substituted phenyl; A is C, CH, or N; R1 is aryl, heteroaryl, or cycloalkyl groups, optionally substituted by from 1 to 3 substituents selected from C1-C6 alkyl, C1-C6 alkoxy; CF3, Cl, Br, F, CN, or CO2CH3; R2 is H or alkyl; R3 is C1-C6 alkyl, optionally substituted aryl, optionally substituted 5- or 6-membered heteroaryl, C3 to C8 cycloalkyl optionally substituted by C1-C6 alkyl, or a 3 to 8-membered heterocyclic ring containing one or more heteroatoms selected from O, S or N; or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions and methods of treating central nervous system disorders using these compounds.

La présente invention concerne des composés de la formule générale (1) où deux atomes de X, Y, ou Z représentent du nitrogène et le troisième atome représente du soufre ou de l'oxygène; R représente H, halogène, OH, SH, alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?, thioalkyle C¿1?-C¿6?, phénoxy, thiophénoxy, phényle ou phényle substitué; A représente C, CH, ou N; R¿1? représente aryle, hétéroaryle, ou des groupes cycloalkyle, éventuellement subtitutés par 1 à 3 substituants choisis parmi alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?; CF¿3?, Cl, Br, F, CN, ou CO¿2?CH¿3?; R¿2? représente H ou alkyle; R¿3? Représente alkyle C¿1?-C¿6?, éventuellement substituté par un aryle, éventuellement substitué par un hétéroaryle à 5 ou 6 chainons, cycloalkyle C¿3?-C¿8? Eventuellement substitué par alkyle C¿1?-C¿6?, ou un noyau hétérocyclique à 3 à 8 chainons contenant au moins un hétéroatome choisi parmi O, S ou N; ou un sel pharmaceutiquement compatible de ces derniers. L'invention concerne également des compositions pharmaceutiques et des procédés de traitement de troubles du système nerveaux central à l'aide de ces composés.

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