Development and Application of Novel Histamine H_3 agonist Imifuramine

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Synthetic studies of imidazole C-nucleoside derivatives and their application to novel histamine H_3- and H_4-ligands are described, in which the following items are covered. 1) Stereoselective synthesis of imidazole C-nucleosides via diazafulvene intermediates. 2) Synthesis of tetrahydrofuranylimidazoles using efficient use of a PhSe group and its application to novel histamine H_3-ligands. 3) Histamine H_3- and H_4-agonistic activities of imifuramine derivatives. 4) Efficient synthesis of imifuramine and its stereoisomer via diazafulvene intermediates. 5) Difference between diazafulvene cyclization and intramolecular Mitsunobu reaction of 1,4-diols.