N-(sulfonamido)alkyl[tetrahydro-1H-benzo[e]indol-2-yl]amines: potent antagonists of human neuropeptide Y Y5 receptor.
[3a,4,5,9b-Tetrahydro-1H-benzo[e]indol-2-yl]amines were prepared via reductive amination and concomitant cyclization of alpha-cyanomethyl-beta-aminotetralins. N-acylation with omega-sulfonamido-carboxylic acids and subsequent reduction afforded a series of N-(sulfonamido)alkyl[tetrahydro-1H-benzo[e]indol-2-yl]amines, which bound to the human neuropeptide Y Y5 receptor with nanomolar affinity.
McNally
J J
JJ
Drug Discovery, The R. W. Johnson Pharmaceutical Research Institute, Spring House, PA 19477, USA.
Youngman
M A
MA
Lovenberg
T W
TW
Nepomuceno
D H
DH
Wilson
S J
SJ
Dax
S L
SL
D018360:Crystallography, X-Ray; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D017476:Receptors, Neuropeptide Y / Q000037:antagonists & inhibitors*
D007211:Indoles; D017476:Receptors, Neuropeptide Y; C100568:neuropeptide Y5 receptor