Substituted phenylcarbamates and phenylureas, their...

C - Chemistry – Metallurgy – 07 – D

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C07D 417/14 (2006.01) A61K 31/4245 (2006.01) A61K 31/433 (2006.01) A61K 31/445 (2006.01) C07D 413/12 (2006.01) C07D 413/14 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2133083

2133083 9320071 PCTABS00027 Substituted phenylcarbamates and ureas of formula (I) wherein R1 represents a hydrogen or a halogen atom, or a C1-6alkyl, C1-6alkoxy or hydroxy group; R2 represents an oxadiazole or thiadiazole ring substituted by a group selected from C1-6alkyl, C3-7cycloalkyl, -CH2C2-5alkenyl, -CH2C2-5alkynyl, phenyl or benzyl; X represents NH or an oxygen atom; m represents 0, 1 or 2; R3 represents C1-6alkyl, benzyl, -(CH2)nR4 or (a); R4 represents a group selected from cyano, hydroxyl, C1-6alkoxy, phenoxy, C(0)C1-6alkyl, C(0)C6H5, -CONR6R7, -NR6COR7, -SO2NR6R7 or -NR6SO2R7 (wherein each of R6 and R7 independently represent a hydrogen atom, a C1-6alkyl or phenyl group); n represents 2 or 3; R5 represents COR8 or SO2R8 (wherein R8 represents a hydrogen atom, a C1-6alkyl or phenyl group); and quaternary ammonium derivatives, piperidine N-oxides and pharmaceutically acceptable salts and solvates thereof; which compounds are potent and specific antagonists of 5-hydroxytryptamine (5HT; seretonin).

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