Inhibition of monoamine oxidase A (MAO A) is believed to cause antidepressant and possibly antianxiety effects. The previous paper had developed structure-activity relationships (SAR) for in vitro MAO A inhibition by tricyclic N-arylamides. It is shown in this paper that the same in vitro SAR can be carried over to tricyclics whose potentially toxic amide function is replaced by an appropriately substituted imidazoline, a 1,2,4- or 1,3,4-oxadiazole, or an alkylated tetrazole moiety. Dialysis of the inhibitor from the enzyme was used as a measure of reversibility which correlates with a low ability to cause a blood pressure rise with ingested tyramine ("cheese effect").

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The use of manganese dioxide suspended in petroleum ether to oxidize vitamin A alcohol to its aldehyde (1), to convert 0-ionylidineéthanol to /3-ionylidineacetaldehyde (2), and to oxidize 4-cyclopent-l'-enylbut-3-en-2-ol (3), vinyl cyclohept-l-enyl carbinol, and propenyl cyclohept-l-enyl carbinol (4) to their corresponding ketones has been described.The mild conditions under which these reactions were carried out, either by shaking a slurry of the manganese dioxide with a solution of the alcohol in petroleum ether or by passing the solution through a column of the oxidant, has led us to investigate the method in order to determine and to extend its scope.

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Propanol, Dehydro-1,4-dioxane Dimer 19, and the Diesters 17 and 18.-A solution of DMAD (2.0 g, 15.3 mmol) and 1,4dioxane (10 ml) in acetone (10 ml) was irradiated in a Pyrex tube with a 450-W Hanovia lamp. After 6 hr the photolysis was stopped and the solution was distilled on a steam bath. Glpc analysis of the distillate on both polar and nonpolar columns showed, in addition to acetone and dioxane, the presence of 2-propanol. The residue was chromatographed on a silica column. Earlier eluents with benzene gave white crystals of meso and dl forms, mp 155-157°and 131-133°, of dioxane dimer 1937 (560 mg) followed by a colorless, fluffy solid, mp 103-