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  • Title: Adamantane derivatives of biological interest. Synthesis and antiviral activity of 2-(1-adamantyl)imidazole derivatives.
    Author: Pellicciari R, Fioretti MC, Cogolli P, Tiecco M.
    Journal: Arzneimittelforschung; 1980; 30(12):2103-5. PubMed ID: 7194068.
    Abstract:
    The methods of synthesis and antiviral evaluation of 2-(1-adamantyl)imidazole (2a), N-methyl-2-(1-adamantyl)imidazole (2b) and 2-(1-adamantyl)benzimidazole (3a) are reported. These compounds are prepared by the selective homolytic substitution reaction by the adamantyl radical (Ad.) on the C-2 carbon atom of the heterocycles. Ad. radicals were generated by oxidative decarboxylation of 1-adamantyl carboxylic acid. Antiviral activities compounds 2a, 2b and 3a were tested in chick embryos against A-2 Victoria virus. Compounds 2a and 2b showed significant antiviral activity, whereas compound 3a was found inactive.
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