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Members of a group of substituted 9-benzyladenines have been identified as effective inhibitors of inflammatory aspects of the delayed hypersensitivity skin reaction in the guinea-pig. Inhibitory activity was demonstrable in the efferent arc of the cell-mediated tuberculin and contact dermatitis (2,4-dinitrochlorobenzene) reactions. One of the compounds, 2-amino-9-benzyladenine, inhibited both turpentine-induced and histamine-induced inflammation in the skin. The toxicity and inhibitory activities of some of these compounds are discussed, and reference is made to the structurally related mercaptopurines.

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Substituted purines were tested for their effectiveness in inhibiting the delayed hypersensitivity skin reaction (DHSR) caused by tuberculin in the guinea-pig. Among the tested purines were naturally occurring derivatives of guanine and adenine, including cyclic AMP. Based on the structure-activity profile, a class of purines was identified, the members of which were very effective inhibitors of inflammatory aspects of the DHSR and are characterized by a benzyl group in position 9, an amino or alkylamino group in position 6, and various substituents in position 2. This class of 2-substituted-9-benzyladenines was more effective in the DHSR than some antimetabolites, particularly the structurally related mercaptopurines.