STRUCTURE-ACTIVITY RELATIONSHIPS OF N-ALKYL AND HETEROCYCLIC ANALOGS OF HEMICHOLINIUM-3

¹ Department of Pharmacology, College of Medicine, University of Iowa, iowa City, Iowa

An extension of the series of analogs reported previously is presented. The fact that simple dimethylalkylammonium groups could maintain hemicholinium-3-like activity is demonstrated. The dimethylallyl derivative was the most active alkyl group studied, being one-half as active as hemicholinium-3. Maximum activity was expected for a group three carbons in length with one double bond (i.e., allyl group) since this grouping most resembles the 3-methyl-pyridinium system which was shown previously to be highly active. It was also shown that addition of a second methyl group to the 3-methylpyridinium system, regardless of position, decreased activity. From this it was concluded that the geometric aspects of the receptor for the 3-methylpyridinium analog are highly specific.