Triazole and imidazole derivatives

Details Triazole and imidazole derivatives Triazole and imidazole derivatives

C - Chemistry, Metallurgy

07

D

C07D 249/08 (2006.01) A61K 31/4196 (2006.01) A61P 25/00 (2006.01) C07D 233/64 (2006.01) C07D 403/10 (2006.01)

Patent

CA 2314009

The present invention relates to compounds of the general formula (see formula I) wherein R1 - R4 signify independently hydrogen, -CF3, -OCF3, OCHF2, -OCH2F, lower alkyl, lower alkoxy, halogen, hydroxy, phenyl, benzyl, amino, nitro, pyrrol-1-yl, lower alkyl-sulfonyl, lower alkyl-sulfanyl, cyano or benzyloxy; or R2 and R3 may be together -O-(CH2)2-O-, -O-CH2-O-, -O-(CH2)2-, -(CH2)3- or -CH=CH-CH=CH-; X signifies -N=, -N(R8)- or -CH=; Y signifies -N=, =N-, -N(R8)- or -CH=; wherein one of X or Y has to be nitrogen; R5 signifies the group Image wherein R6 and R7 signify independently from each other hydrogen, lower alkyl, -C(O)- lower alkyl, hydroxy-lower alkyl, lower alkenyl, -C(O)CH2OH or R6 and R7 may be together with the N-atom -(CH2)n-, -(CH2)2-O-(CH2)2-, -CH2-CH=CH-CH2, -CH2-CH[OC(O)CH3]-(CH2)2, -CH2-CH[NHC(O)CH3]-(CH2)2, -O-(CH2)3-, -CH2-CH(OCH3)-(CH2)2-, -CH2-CH(halogen)-(CH2)2-, -(CH2)2-CH(O-phenyl)-(CH2)2-, -(CH2)2-N(CHO)-(CH2)2-, -(CH2)2-N(COCH3)-(CH2)2-, -CH2-CH(OH)-(CH2)3-, -(CH2)2-CH(OH)-(CH2)2- or -(CH2)2-N(benzyl)-CH2)2-; n signifies 3 to 5; and R8 signifies hydrogen, lower alkyl, lower alkenyl, lower alkinyl, -(CH2)m-O- lower alkyl, -(CH2)m-OH, -(CH2)m-CHF2, -(CH2)m-CH2F, -(CH2)m-C(O)-lower alkyl, -(CH2)m-C(O)O-lower alkyl, -(CH2)m-CH(OH)-lower alkyl, -(CH2)m-CH(OH)-(CH2)m OH, -(CH2)m-C6H5, which phenyl ring is optionally substituted by lower alkyl, lower alkoxy or hydroxy, -(CH2)m-C(=CH2)-lower alkyl, -(CH2)m-cycloalkyl, -(CH2)m-CN, -(CH2)m-pyridin-4-yl, -(CH2)m-pyridin-3-yl or -(CH2)m-pyridin-2-yl; m signifies 0 to 4; and to their pharmaceutically acceptable acid addition salts. These compounds may be used for the treatment of diseases related to the NMDA receptor subtype selective blockers.

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