4-Substituted anilides as selective melatonin MT2 receptor agonists.
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.
Epperson
James R
JR
Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492-7660, USA. james.epperson@bms.com
Deskus
Jeffrey A
JA
Gentile
Anthony J
AJ
Iben
Lawrence G
LG
Ryan
Elaine
E
Sarbin
Nathan S
NS
D000813:Anilides / Q000138:chemical synthesis / Q000737:chemistry*; D001667:Binding, Competitive; D006801:Humans; D008550:Melatonin / Q000378:metabolism; D015394:Molecular Structure; D044123:Receptor, Melatonin, MT2 / Q000819:agonists* / Q000737:chemistry; D013329:Structure-Activity Relationship
D000813:Anilides; D044123:Receptor, Melatonin, MT2; D008550:Melatonin