Patent KR-20010049825-A (KR)
Title: Triazole and imidazole derivatives
Inventor: ALANINE ALEXANDER
IPC: A61P25/28
Filed: 2000-07-20
Abstract: PURPOSE: Provided are novel triazole and imidazole derivatives, and their pharmaceutically acceptable acid addition salts which are used for the treatment of diseases related to the NMDA receptor subtype selective blockers. CONSTITUTION: The compounds are represented by the general formula(1), 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 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)mOH, -(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-pyridine-4-yl, -(CH2)m-pyridine-3-yl or - (CH2)m-pyridine-2-yl; m signifies 0 to 4; and to compounds of the general formula wherein R<1> - R<4> 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 R<2> and R<3> may be together -O-(CH2)2-O-, -O-CH2-O-, -O-(CH2)2-, -(CH2)3- or -CH=CH-CH=CH-; X signifies -N=, -N(R<8>)- or -CH=; Y signifies -N=, =N-, -N(R<8>)- or -CH=; wherein one of X or Y has to be nitrogen; R<5> signifies the group wherein R<6> and R<7> signify independently from each other hydrogen, lower alkyl, -C(O)-lower alkyl, hydroxy-lower alkyl, lower alkenyl, -C(O)CH2OH or R<6> and R<7> 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 R<8> 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)mOH, -(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-pyridine-4-yl, -(CH2)m-pyridine-3-yl or - (CH2)m-pyridine-2-yl; m signifies 0 to 4; and to their pharmaceutically acceptable acid addition salts.