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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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2-Mercaptoacetamidines as gastric antisecretory agents.

A series of N-substituted 2-mercaptoacetamidines was synthesized and evaluated for gastric antisecretory activity in dogs stimulated with gastrin tetrapeptide. The most potent analogues showed 80--95% inhibition of acid secretion after an oral dose of 8 mg/kg. Thus, these compounds represent a new structural type having significant antisecretory activity. Disulfides had essentially the same antisecretory potency as the corresponding mercaptoacetamidines, indicating a metabolic interconversion. Alkylation of the mercapto group decreased potency. Higher carboxamidine homologues such as 2- and 3-mercaptopropionamidines had very low activity. Hydroxyacetamidines and mercaptoacetamides also had low potency. Side effects observed with this series of compounds included emesis, tachycardia, and gastric bleeding.[1]

References

  1. 2-Mercaptoacetamidines as gastric antisecretory agents. Bolhofer, W.A., Habecker, C.N., Pietruszkiewicz, A.M., Torchiana, M.L., Jacoby, H.I., Stone, C.A. J. Med. Chem. (1979) [Pubmed]
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