INDOLE DERIVATIVES

摘要

Compounds of formula (I) wherein Z is (a) or (b); R1 is (c), (d), (e) or (f); X is O, NH or S; A, B, D, E, and F are each independently C, N, O, or S; R2, R3, R4, R5 and R6 are each independently hydrogen, C1 to C6 alkyl, aryl, C1 to C3 alkyl-aryl, halogen, cyano, nitro, -NR7R8, -(CH2)mOR9, -SR9, -SO2R9, -SO2NR7R8, -NR7SO2R8, -NR7CO2R9, -NR7COR9, -CONR7R8, or -CO2R9; one of R2 and R3, R3 and R4, R4 and R5, or R5 and R6 may be taken together to form a five- to seven-membered alkyl ring, a six-membered aryl ring, a five- to seven-membered heteroalkyl ring having 1 heteroatom of N, O, or S, or a five- or six-membered heteroaryl ring having 1 or 2 heteroatoms of N, O, or S; R7 and R8 are each independently hydrogen, C1 to C6 alkyl, -(CH2)qR10, C1 to C3 alkyl-aryl, aryl, or may be taken together to form a four- to six-membered ring; R9 is hydrogen, C1 to C6 alkyl, C1 to C3 alkyl-aryl, aryl, or -(CH2)wR11; R10 and R11 are each independently -OH, -OR12, -CO2R12, -CONHR12, or cyano; R12 is hydrogen, C1 to C6 alkyl, aryl, or C1 to C6 alkyl-aryl; R13 is hydrogen, -OR14, or -NHCOR14; R14 is C1 to C6 alkyl, or C1 to C3 alkyl-aryl; n is 0, 1, or 2; m is 1, 2, or 3; q is 2, 3, or 4; w is 2, 3, or 4; the above aryl groups and the aryl moieties of the above alkyl-aryl groups are independently phenyl or substituted phenyl, wherein said substituted phenyl may be substituted with one to three of C1 to C4 alkyl, halogen, hydroxy, cyano, carboxamido, nitro, and C1 to C4 alkoxy; and a broken line represents an optional double bond, and the pharmaceutically acceptable salts thereof. These compounds are useful 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. The compounds can also be used as centrally acting antihypertensives and vasodilators.