Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors. Issue 19 (1st October 2015)

• Record Type: Journal Article
• Authors: Paudel, Suresh; Cao, Yongkai; Guo, Shuohan; An, Byeongkwan; Kim, Kyeong-Man; Cheon, Seung Hoon
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 19(2015)
• Page Start: 6418
• Page End: 6426
• Publication Date: 2015-10-01
• Subjects: 4-Benzylpiperidine carboxamide -- Serotonin reuptake inhibitor -- Norepinephrine reuptake inhibitor; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.08.022
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: A series of 4-benzylpiperidine carboxamides were designed and synthesized, and tested for their dual (serotonin and norepinephrine) reuptake inhibition. The synthesis of 4-benzylpiperidine carboxamides involved two main steps: amidation and substitution. Derivatives with 3 carbon linker displayed better activity than with 2 carbon linker. 4-Biphenyl- and 2-naphthyl-substituted derivatives7e and7j showed greater dual reuptake inhibition than standard drug venlafaxine HCl.