Tricyclic ketones

C - Chemistry – Metallurgy – 07 – D

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167/237, 260/305

C07D 403/06 (2006.01) A61K 31/415 (2006.01) C07D 403/14 (2006.01)

Patent

CA 1326032

ABSTRACT Tricyclic Ketones The invention relates to compounds of the general formula (I): Image (I) wherein Im represents an imidazolyl group of the formula: Image or Image R1 represents a hydrogen atom or a group selected from C1-6alkyl, C3-6alkenyl, C3-10alkynyl, C3-7cycloalkyl, C3-7cycloalkylC1-4alkyl, phenyl, phenylC1-3alkyl, -CO2R5, -COR5, -CONR5R6 or -SO2R5; R5 and R6, which may be the same or different, each represents a hydrogen atom, a C1-6alkyl or C3-7cycloalkyl group, or a phenyl or phenylC1-4alkyl group, in which the phenyl group is optionally substituted by one or more C1-4 alkyl, C1-4alkoxy or hydroxy groups or halogen atoms, with the proviso that R5 does not represent a hydrogen atom when R1 represents a group -CO2R5 or -SO2R5; one of the groups represented by R2, R3 and R4 is a hydrogen atom or a C1-6alkyl, C3-7cycloalkyl, C3-6alkenyl, phenyl or phenylC1-3alkyl group, and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C1-6alkyl group; Q represents a hydrogen or a halogen atom, or a hydroxy, C1-4alkoxy, phenylC1-3alkoxy or C1-6alkyl group or a group -NR7R8 or -CONR7R8; R7 and R8, which may be the same or different, each represents a hydrogen atom or a C1-4alkyl or C3-4alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; n represents 1, 2 or 3; and A-B represents the group CH-CH2 or C=CH; and physiologically acceptable salts and solvates thereof. The compounds are potent and selective antagonists of the effect of 5-HT at 5-HT3 receptors and are useful, for example, in the treatment of psychotic disorders, anxiety, and nausea and vomiting.

552963

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