Oxadiazole derivatives, their preparation processes and pharmaceutical compositions

• Main Authors: BRENNER, MICHAEL DR, PALLUK, RAINER DR, MAIER, ROLAND DR, WEISER, THOMAS DR, WIENRICH, MARION DR
• Format: Patent
• Language: English
• Published: 01.12.2000
• Edition: 7
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Oxadiazole derivatives of general formula (I), wherein X and Y denote oxygen or nitrogen, wherein X and Y cannot both simultaneously be oxygen or nitrogen, Z denotes a group of formula, wherein S1 denotes a group of formula, wherein V denotes oxygen, sulphur or NR7, B is -CH2- and D may be one of the groups -CH2-, -CH2-CH2-, -CH2-CH2-CH2-, -CH2-C(CH3)H-, -CH2-CO-, -CH2-CH2-CO-; S1 denotes a group of formula, wherein V and D are as hereinbefore defined, S1 denotes piperazin-1-yl, 4-methyl-piperazin-1-yl or 4-benzyl-piperazin-1-yl; S1 denotes a group of formula, wherein V and D are as hereinbefore defined and W denotes a group of formulas, or W is a C-linked 5 or 6-membered nitrogen heterocycle containing one nitrogen atom, which may optionally be once substituted by C1-C4-alkyl; S1 denotes a group of formula -V-W, wherein V and W are as hereinbefore defined; R1 denotes cyclopropyl, cyclopentyl, benzyl or phenyl, wherein the phenyl ring may be mono- or polysubstituted by one or more of the groups fluorine, chlorine, bromine, C1-C4-alkyl, -CF3, -CMe=NOH, -NMe2, -NO2 or -OR7, R1 denotes phenyl which is substituted by a group of formula -O-(CH2)2,3-R4, R1 denotes furan, thiophene, pyridine or pyrrole, which may optionally be mono- or polysubstituted by methyl, R1 denotes norbornane, norbornene, adamantane or noradamantane, R1 denotes -CH=CH-phenyl, wherein the phenyl ring may be substituted by hydroxy; R2 denotes hydrogen, fluorine, chlorine, bromine, C1-C4-alkyloxy, C1-C4-alkyl or hydroxy; R3 denotes hydrogen; R4 denotes N-morpholinyl, N-pyrrolidinyl, N-piperidinyl, N-piperazinyl, 4-methyl-piperazin-1-yl or 4-benzyl-piperazin-1-yl; R4 denotes CN, NR5R6 or an N-oxide of formula, R5 denotes hydrogen, C1-C3-alkyl, benzyl or phenyl; R6 denotes hydrogen, C1-C3-alkyl, benzyl or phenyl; R7 denotes hydrogen, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, a benzyl or phenyl group, wherein the phenyl ring is optionally mono- or polysubstituted by OH or OCH3, and optionally the pharmacologically acceptable acid addition salts thereof.