BICYCLIC DIOXOLANES AS POTENTIAL ANTIMUSCARINIC AGENTS

A series of rigid compounds - derivatives of 2-diphenyl-[1,3]-dioxolan -4-ylmethyl-dimethylamine methiodide (1b) - has been synthesized and t ested to evaluate affinity and selectivity for M(1), M(2), and M(3) mu scarinic receptors. The stereochemistry of the annulation does not inf luence the activity; the optimal distance between nitrogen and the ben zhydryl group seems to be that with the nitrogen in the rigid ring (2b ) or the nitrogen directly bound at the cyclopentane nucleus (9b, 11b) . The different structure-activity relationships between tertiary amin es (a series) and the corresponding quarternary salts (b series) sugge st a different binding to the receptor sites.