Quinolin-4yl derivatives

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 215/233 (2006.01) A61K 31/47 (2006.01) A61K 31/4706 (2006.01) A61K 31/4709 (2006.01) A61K 31/4725 (2006.01) A61K 31/5377 (2006.01) A61P 25/00 (2006.01) C07D 215/22 (2006.01) C07D 215/42 (2006.01) C07D 215/46 (2006.01) C07D 401/04 (2006.01) C07D 405/04 (2006.01) C07D 409/04 (2006.01)

Patent

CA 2321324

The invention relates to compounds of formula (see formula I) wherein R1 is hydrogen, lower alkyl, lower alkoxy, hydroxy, amino, nitro, cyano, lower alkyl-amino, di-lower alkyl-amino or halogen; R2 is phenyl, optionally substituted by lower allyl, lower alkoxy, halogen, trifluoromethyl, amino, lower alkyl-amino or di-lower alkyl-amino, 2,3-dihydro-benzofuran-5-yl, chroman-6-yl, naphthalen-2-yl, indan-5-yl, lower alkenyl-phenyl, 5,6,7,8-tetrahydro-naphthalenyl, 2,3-dihydro-isoindol-2-yl, 1,2,3,4-tetrahydro-naphthalenyl, benzofuran-2-yl, benzo[b]thiophen-2-yl, lower alkyl-phenyl, 3,4-dihydro-1H-isoquinolin-2-yl or thiophen-3-yl; R3 and R4 are independently from each other hydrogen or lower alkyl; R5 is hydrogen, lower alkyl, -CH2OH or -CH2NR6R7; R6 and R7 are independently from each other hydrogen, lower alkyl, -(CH2)n-phenyl, cycloalkyl, -(CH2)m-morpholinyl or form together with the N-atom a saturated ring with 4-6 C-atoms; n is 0-3; m is 2 or 3; X is -NR8- or -O-; or X and R5 are together >N(CH2)2-; or X and R3 are together >N(CH2)3-; and R8 is hydrogen or lower alkyl; and to pharmaceutically acceptable acid addition salts thereof, with the exception of the following compounds (6-chloro-2-phenyl-4-quinolinyl)-(+)-2-aminobutanol; (6-methyl-2-phenyl-4-quinolinyl)-(+)-2-aminobutanol; (6-methoxy-2-phenyl-4-quinolinyl)-(+)-2-aminobutanol; and (8-methoxy-2-phenyl-4-quinolinyl)-(+)-2-aminobutanol, which may be used for the treatment of diseases, which relate to the NMDA receptor specific blockers.

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