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Three prostaglandin endoperoxide analogs that possess the 2,3-diazabicyclo[2.2.1]heptane skeleton were synthesized and evaluated for activity in human platelets and in the rat fundus. All three compounds were inactive in inhibiting or stimulating platelet aggregation. One compound possessed weak contracting activity on the rat fundus.

The absolute configuration of certain (−)-N-[2-(phenalkylmethylamino)propyl]-propionanilides has been determined by relating them to D-(−)-alanine. The compounds corresponding to the L-configuration have greater analgesic potency than those with the D-configuration. An interpretation of the significance of the relationship of absolute configuration to analgesic activity is discussed in terms of an analgesic receptor surface.

A series of alkyl esters of (b) dl-α-(2-piperidyl)-phenylacetic acid have been prepared and the kinetics of the hydroxyl ion-catalyzed hydrolysis at 80° and the hydronium ion-catalyzed hydrolysis at 95° of six of these esters were studied. In the base-catalyzed reaction, the following order of reactivity was found: 2-chloroethyl > 2-methoxyethyl > methyl > ethyl >n-propyl >n-butyl. The apparent free energy reaction constant for the base-catalyzed hydrolysis of this series was determined to be + 1.372 and, from the substituent constants reported in the literature, the relative rates of the isopropyl, isobutyl, and sec-butyl esters were calculated. The relative central stimulating activities of this series of esters reveals a decrease in activity with an increase of alkyl chain length.