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Numerous diverse compounds exhibit ganglionic blocking activity. It is possible that this might involve a nonspecific drug-receptor interaction based on drug lipophilicity. To test this proposal, the rigid analogs of hexamethonium 2(e),6(e)-bis(dimethylamino)-cw-decalin dimethiodide (10), 2(a),6(e)-bis(dimethylamino)-cw-decalin dimethiodide (11), and 2(a),6(e)-bis(dimethylamino)-rra«i-decalin dimethiodide (12) were synthesized. These were found to be more lipophilic than hexamethonium. Preliminary biological results on the cat nictitating membrane-superior cervical ganglion preparation indicated that they were less efficient ganghonic blocking agents than hexamethonium. However, the synthesis of 2-methyl-6-dimethylaminomethyl-2-azabicyclo [2.2.2] octane dimethiodide (16) provided a very active ganghonic