title: A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans.
abstract: 2-aminoethylbenzofurans constitute a new class of H(3) antagonists that are more rotationally constrained than most previously reported H(3) antagonists. They retain high potency at human and rat receptors, with efficient CNS penetration observed in 35. The SAR of the basic amine moiety was compared in three different series of analogues. The greatest potency was found in analogues bearing a 2-methylpyrrolidine, a 2,5-dimethylpyrrolidine, or a 2,6-dimethylpiperidine.
authors.affiliation: Department of Neuroscience Research, Abbott Laboratories, Abbott Park, IL 60064-6123, USA. marlon.d.cowart@abbott.com
authors.forename: Marlon
authors.initials: M
authors.lastname: Cowart
authors.forename: John K
authors.initials: JK
authors.lastname: Pratt
authors.forename: Andrew O
authors.initials: AO
authors.lastname: Stewart
authors.forename: Youssef L
authors.initials: YL
authors.lastname: Bennani
authors.forename: Timothy A
authors.initials: TA
authors.lastname: Esbenshade
authors.forename: Arthur A
authors.initials: AA
authors.lastname: Hancock
mesh_terms: D000588:Amines / Q000737:chemistry; D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology*; D002490:Central Nervous System / Q000187:drug effects; D006633:Histamine Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007093:Imidazoles / Q000737:chemistry; D015394:Molecular Structure; D010880:Piperidines / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry; D051381:Rats; D018100:Receptors, Histamine H3 / Q000737:chemistry / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000588:Amines; D001572:Benzofurans; D006633:Histamine Antagonists; D007093:Imidazoles; D010880:Piperidines; D011758:Pyrroles; D011759:Pyrrolidines; D018100:Receptors, Histamine H3; C054965:N-methylpyrrolidine; C029899:imidazole; C067286:2,5-dimethylpyrrole