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Some 11-Substituted Tetrahydrocannabinols. Synthesis and Comparison with the Potent Cannabinoid Meta

Some 11-Substituted Tetrahydrocannabinols. Synthesis and Comparison with the Potent Cannabinoid Meta

  1. Alfa
    Journal of Medicinal Chemistry 1979 Jul;22(7):879-82

    Wilson RS (http://www.ncbi.nlm.nih.gov/sites/e...l.Pubmed_DiscoveryPanel.Pubmed_RVAbstractPlus), Martin BR (http://www.ncbi.nlm.nih.gov/sites/e...l.Pubmed_DiscoveryPanel.Pubmed_RVAbstractPlus), Dewey WL (http://www.ncbi.nlm.nih.gov/sites/e...l.Pubmed_DiscoveryPanel.Pubmed_RVAbstractPlus).

    A series of compounds was prepared in which the 11-hydroxyl of 11-hydroxy-delta8-THC, the potent metabolite of delta8-THC, was replaced by a methyl, methyoxy, amino, or acetamido group. All of the compounds tested produced behavioral changes in dogs, but only the methoxy compound has analgesic properties in mice. An isosteric oxime was inactive in mice.