burimamide

Burimamide is an antagonist at the H2 and H3 histamine receptors. At physiological pH, it is largely inactive as an H2 antagonist, but its H3 affinity is 100x higher. It is a thiourea derivative.

Research

298 papers

Burimamide, metiamide, cimetidine..Lancet (London, England) · 1975
A third life for burimamide. Discovery and characterization of a novel class of non-opioid analgesics derived from histamine antagonists.Annals of the New York Academy of Sciences · 2000
A Quantitative study of histamine H2-receptor bockade by burimamide in isolated artica.Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.) · 1975
Histamine H2-receptor antagonists.Acta hepato-gastroenterologica · 1976
New analogs of burimamide as potent and selective histamine H3 receptor antagonists: the effect of chain length variation of the alkyl spacer and modifications of the N-thiourea substituent.Journal of medicinal chemistry · 1995

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Wikidata facts

Mass: 212.11

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chemical formula: C₉H₁₆N₄S
canonical SMILES: CNC(=S)NCCCCC1=CN=CN1
isomeric SMILES: C/N=C(\S)/NCCCCC1=CNC=N1
Commons category: Burimamide

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Burimamide is an antagonist at the H2 and H3 histamine receptors. At physiological pH, it is largely inactive as an H2 antagonist, but its H3 affinity is 100x higher. It is a thiourea derivative.

Burimamide was first developed by scientists at Smith, Kline & French (SK&F; now GlaxoSmithKline) in their intent to develop a histamine antagonist for the treatment of peptic ulcers. The discovery of burimamide ultimately led to the development of cimetidine (Tagamet).