The aliphatic side chain plays a pivotal role in determining the cannabinergic potency of tricyclic classical cannabinoids. We have synthesized a series of analogues in which the C3 position is substituted either directly or through a one-carbon atom linker with an adamantylamine or with an oxa- or an oxazaadamantane. The oxaadamantane pharmacophore in analogue 16 showed the best binding profile for both receptors.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3699191PMC
http://dx.doi.org/10.1021/jm100390hDOI Listing

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