Indole derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 403/06 (2006.01) C07D 401/06 (2006.01)

Patent

CA 2350089

Disclosed are indole compounds of the formula: Image (wherein n is 0, 1, or 2; X is Cl, Br, or I; Q is CH2 or CO; W is -CO2R11 or R3; R1 is H; R2 is halo, CN, -OR4, -(CH2)m- (C=O)NR5R6, -(CH2)m-SO2NR5R6, -(CH2)m-NR7(C=O)R8, -(CH2)m-NR7SO2R8, -(CH2)m-S(O)x R8, -(CH2)m-NR7(C=O)NR5R6, -(CH2)m-NR7(C=O)OR9, and -CH=CH(CH2)y R10; R3 is H or alkyl; R4 is H, alkyl or aryl; R5 and R6 are H, alkyl or aryl or together form a ring; R7, R8 and R9 are H, alkyl, aryl or aralkyl; R10 is -CONR5R6 or the like; and R11 is alkyl, benzyl or aryl). These compounds are useful as intermediates for producing indole compounds that are useful as psychotherapeutics and are potent serotonin (5-HT1) agonists and may be used in the treatment of depression, anxiety, eating disorders, obesity, drug abuse, cluster headache, migraine, pain, chronic paroxysmal hemicrania and headache associated with vascular disorders, and other disorders arising from deficient serotonergic neurotransmission.

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