Structure-activity relationship for a series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles: potent subtype-selective inhibitors of N-methyl-D-aspartate (NMDA) receptors

A P Tamiz; E R Whittemore; R M Woodward; R B Upasani; J F Keana

doi:10.1016/s0960-894x(99)00248-6

Structure-activity relationship for a series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles: potent subtype-selective inhibitors of N-methyl-D-aspartate (NMDA) receptors

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1619-24. doi: 10.1016/s0960-894x(99)00248-6.

Authors

A P Tamiz¹, E R Whittemore, R M Woodward, R B Upasani, J F Keana

Affiliation

¹ Department of Chemistry, University of Oregon, Eugene 97403, USA.

PMID: 10386947
DOI: 10.1016/s0960-894x(99)00248-6

Abstract

A series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles was synthesized as potential antagonists for the NR1A/2B subtype of N-methyl-D-aspartate (NMDA) receptors. Assayed by electrical recording under steady-state conditions, 7-hydroxy-2-(4-phenylbutyl)- 1,2,3,4-tetrahydropyrido-[3,4-b]indole (30) was the most potent compound in the series having an IC50 value of 50 nM at the NR1A/2B receptors.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Indoles / chemical synthesis
Indoles / chemistry*
Indoles / pharmacology
Inhibitory Concentration 50
Models, Chemical
Pyridines / chemical synthesis
Pyridines / pharmacology
Receptors, N-Methyl-D-Aspartate / antagonists & inhibitors*
Structure-Activity Relationship
Xenopus / embryology

Substances

Indoles
Pyridines
Receptors, N-Methyl-D-Aspartate