T. Kojima, K. Niigata, T. Fujikura
Sep 25, 1985
Citations
0
Influential Citations
13
Citations
Journal
Chemical & pharmaceutical bulletin
Abstract
The synthesis of (±)-2-[(inden-7-yloxy) methyl] morpholine hydrochloride (7·HCl, YM-08054, indeloxazine hydrochloride) and its optical resolution into levo- and dextro-isomers were investigated. A practical synthetic method for 7·HCl was established by employing preferential crystallization from an equilibrium mixture of 7·HCl and its tautomer, (±)-2-[(inden-4-yloxy)-methyl] morpholine hydrochloride (6·HCl), in the presence of a catalytic amount of base in MeOH. It was found that 7·HCl and its levo-rotatory isomer ((-)-7·HCl) showed not only strong antidepressive activities, but also potent cerebral-activating properties. The syntheses and pharmacological activities of related compounds are also discussed briefly.