Synthesis and evaluation of variably substituted N-methyl tetrahydroisoquinolines and benzazepines as monoamine reuptake inhibitors

Abstract

The use of N-methyl-1, 2, 3, 4-tetrahydroisoquinoline as pharmacophores has been studied over the years. It has a structural similarity with the N, N-dimethyl phenethylamine, a framework entrenched in the drug venlafaxine, acknowledged for its antidepressant activity. In this work, the synthesis of β-substituted N-methyl-1, 2, 3, 4-tetrahydroisoquinolines and benzazepines was achieved and their application as potent monoamine reuptake inhibitors for neurological disorders was studied.

Keywords

• N-Methyl-1, 2, 3, 4-tetrahydroisoquinoline
• Benzazepines
• Venlafaxine
• Cyclic ketones
• Lithiation-substitution reactions