Conformationally restricted homotryptamines. Part 6: Indole-5-cycloalkyl methylamines as selective serotonin reuptake inhibitors.
Racemic 5-(trans-2-aminomethylcyclopropyl)indoles, 5-(trans-2-aminomethylcyclopentyl) indoles, and 5-(cis-2-aminomethylcyclopentyl)indoles were synthesized and evaluated as selective serotonin reuptake inhibitors. These analogs followed SAR trends similar to those previously reported for 3-cycloalkyl substituted indoles. The most potent analogs exhibited single digit nanomolar inhibition at the human serotonin transporter but were 10-fold less active than the previously reported compounds.
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CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL GENE-Y
Racemic 5-(trans-2-aminomethylcyclopropyl)indoles serotonin 3-cycloalkyl substituted indoles 5-(trans-2-aminomethylcyclopentyl) indoles 5-(cis-2-aminomethylcyclopentyl)indoles homotryptamines Indole-5-cycloalkyl methylamines serotonin human serotonin transporter