T. Brown, R. Blakemore, P. Blurton
1989
Citations
0
Influential Citations
15
Citations
Quality indicators
Journal
European Journal of Medicinal Chemistry
Abstract
Abstract A series of 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-4-pyrimidones was synthesised based on oxmetidine 2 , in which the methylenedioxyphenyl group of 2 was replaced by a heterocyclic ring. Good H 2 -receptor antagonist activity was retained over a range of basic and neutral heterocyclic substituents. Replacement of the 5-methyl-4-imidazolyl ring in selected compounds with 2-thiazolyl and, particularly, 3-bromo-2-pyridyl rings gave a series of compounds which have both H 1 - and H 2 -receptor histamine antagonist activities. Some structure—activity and structure—toxicity correlations are discussed. Compound 6d , 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(6-methylpyrid-3-yl)-4-pyrimidone, has the most favourable combination of properties for H 2 -antagonism and has been evaluated further as an anti-secretory agent.