Conformationally restricted homotryptamines. Part 6: Indole-5-cycloalkyl methylamines as selective serotonin reuptake inhibitors

详细信息    查看全文

• 作者：Jonathan L. Ditta ; ^{jonathan.ditta@bms.com} ; Derek J. Denhart ; Jeffrey A. Deskus ; James R. Epperson ; Zhaoxing Meng ; Qi Gao ; Gail K. Mattson ; Mellissa A. LaPaglia ; Matthew T. Taber ; Thaddeus F. Molski ; Nicholas J. Lodge ; Ronald J. Mattson ; John E. Macor
• 关键词：Indoles ; Homotryptamines ; SSRI ; Serotonin
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2013
• 出版时间：15 May, 2013
• 年：2013
• 卷：23
• 期：10
• 页码：2948-2950
• 全文大小：543 K

文摘

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.