Novel H3 receptor antagonists. Sulfonamide homologs of histamine.
Sulfonamides derived from 4(5)-(omega-aminoalkyl)-1H-imidazoles containing chain lengths of three- to five-carbons were synthesized. Good to moderate H3 receptor binding affinities were observed for several butyl and pentyl homologs, whereas binding affinities were considerably weaker in the propyl series. Separation of the imidazole ring and the sulfonamide unit by a four- or five-carbon tether afforded potent H3 receptor antagonists.
Wolin
R
R
Schering-Plough Research Institute, Department of Chemistry, Kenilworth, New Jersey 07033, USA.
Connolly
M
M
Afonso
A
A
Hey
J A
JA
She
H
H
Rivelli
M A
MA
Willams
S M
SM
West
R E
RE
D000818:Animals; D001921:Brain / Q000378:metabolism; D002462:Cell Membrane / Q000378:metabolism; D015195:Drug Design; D006168:Guinea Pigs; D006632:Histamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006633:Histamine Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007700:Kinetics; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018100:Receptors, Histamine H3 / Q000187:drug effects / Q000502:physiology*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D006633:Histamine Antagonists; D010880:Piperidines; D018100:Receptors, Histamine H3; D013449:Sulfonamides; D006632:Histamine; C052075:thioperamide