Identification of 4-(1H-Imidazol-4(5)-ylmethyl)pyridine (Immethridine) as a Novel, Potent, and Highly Selective Histamine H3Receptor Agonist
- 9 April 2004
- journal article
- letter
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 47 (10) , 2414-2417
- https://doi.org/10.1021/jm049932u
Abstract
In this study, the piperidine ring of immepip and its analogues was replaced by a rigid heterocyclic pyridine ring. Many compounds in the series exhibit high affinity and agonist activity at the human histamine H3 receptor. Particularly, the 4-pyridinyl analogue of immepip (1c, immethridine) is identified as a novel potent and highly selective histamine H3 receptor agonist (pKi = 9.07, pEC50 = 9.74) with a 300-fold selectivity over the closely related H4 receptor.Keywords
This publication has 18 references indexed in Scilit:
- Synthesis and Structure−Activity Relationships of Conformationally Constrained Histamine H3 Receptor AgonistsJournal of Medicinal Chemistry, 2003
- The Role of Transmembrane Helix 5 in Agonist Binding to the Human H3 ReceptorThe Journal of Pharmacology and Experimental Therapeutics, 2002
- Application of genomics to drug design: the example of the histamine H3 receptorEuropean Neuropsychopharmacology, 2001
- Characterization of the Binding Site of the Histamine H3 Receptor. 1. Various Approaches to the Synthesis of 2-(1H-Imidazol-4-yl)cyclopropylamine and Histaminergic Activity of (1R,2R)- and (1S,2S)-2-(1H-Imidazol-4-yl)- cyclopropylamineJournal of Medicinal Chemistry, 1999
- Molecular pharmacological aspects of histamine receptorsPharmacology & Therapeutics, 1995
- A New Potent and Selective Histamine H3 Receptor Agonist, 4-(1H-imidazol-4-ylmethyl)piperidineJournal of Medicinal Chemistry, 1994
- Drug Treatment of Allergic ConjunctivitisDrugs, 1992
- Histamine H3 receptors regulate acetylcholine release from the guinea pig ileum myenteric plexusLife Sciences, 1991
- Review article: the histamine H3‐receptor: a novel prejunctional receptor regulating gastrointestinal functionAlimentary Pharmacology & Therapeutics, 1991
- Auto-inhibition of brain histamine release mediated by a novel class (H3) of histamine receptorNature, 1983