4-Substituted anilides as selective melatonin MT2 receptor agonists

James R Epperson; Jeffrey A Deskus; Anthony J Gentile; Lawrence G Iben; Elaine Ryan; Nathan S Sarbin

doi:10.1016/j.bmcl.2003.11.030

4-Substituted anilides as selective melatonin MT2 receptor agonists

Bioorg Med Chem Lett. 2004 Feb 23;14(4):1023-6. doi: 10.1016/j.bmcl.2003.11.030.

Authors

James R Epperson¹, Jeffrey A Deskus, Anthony J Gentile, Lawrence G Iben, Elaine Ryan, Nathan S Sarbin

Affiliation

¹ Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492-7660, USA. james.epperson@bms.com

PMID: 15013015
DOI: 10.1016/j.bmcl.2003.11.030

Abstract

A series of 4-substituted anilides with human melatonergic affinity is reported. Butyramides 26, 39, 42, 52, 57, and 58 all demonstrated subnanomolar MT(2) binding affinity and MT(2) selectivity of at least 70-fold over the MT(1) receptor. Compound 26 demonstrated full agonism at the MT(2) receptor.

MeSH terms

Anilides / chemical synthesis
Anilides / chemistry*
Binding, Competitive
Humans
Melatonin / metabolism
Molecular Structure
Receptor, Melatonin, MT2 / agonists*
Receptor, Melatonin, MT2 / chemistry
Structure-Activity Relationship

Substances

Anilides
Receptor, Melatonin, MT2
Melatonin