PURPOSE: To obtain the subject safe and readily usable derivative, containing a carbazole skeleton, having hyperactivity suppressing action on intracerebral dopamine- based nervous systems, having excellent improving ratio for problem behaviors caused by schizophrenia, cerebrovascular disorder and jeriafoic dementia and useful as medical products, etc.
CONSTITUTION: A 4-alkoxyphenethylamine expressed by formula I (Ra' is H or 1-5C alkyl; (n) is 1-3) is reacted with an acid chloride expressed by the formula RbCOC1 (Rb is 1-5C alkyl) to provide an acid amide derivative, which is then reduced to afford an amine derivative. The resultant amine derivative is subsequently reacted with an acid chloride expressed by the formula RcCOC1 (Re is the same kind as that of Rb) to provide an acid amide derivative, which is then nitrated with concentrated nitric acid and reduced to produce amino group. The produced amino group is acetylated and subsequently reacted with o-nitrobromobenzene to afford a compound expressed by formula II (Ac is acetyl). The nitro group is then reduced and treated with sodium nitrite to carry out cyclizing reaction. Thereby, a carbazole ring is produced to provide a compound expressed by formula III. The acid amid group in the resultant compound is reduced and the protecting group of the hydroxyl group, as necessary, is removed to afford the objective compound expressed by formula IV (Ra is H or Ra').
OKUYAMA SHIGERU
NAKAZATO ATSUO
KAWASHIMA YUTAKA
