Molecualr Structures of 8-Chloro-6-phenyl-4H-8-triazolo [4,3-a] [1,4] benzodiazepine, 2-Acetoxyamino-4-acetyl-8-chloro-3,4-dihydro-6-phenyl-1,4,5-benzotriazocine and 8-Chloro-4,11-diacetyl-4,11-dihydro-2-methyl-6-phenyloxazolo [4,5-b]-[1,4,5] benzotriazoc

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7-Chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine was synthesized by the reaction of 2-amino-7-chloro-5-phenyl-3H-1,4-benzodiazepine with hydrazine.^<3)> The compound was , however, obviously different from the one to which the same structure was assigned by Derieg, et al.^<4)> In order to distinguish between them, an X-ray analysis was carried out on some crystalline derivatives of these compounds and the structure of Derieg's compound was revised to 2-amino-8-chloro-3,4-dihydro-6-phenyl-1,4,5-benzotriazocine. The conformation of the 1,4-benzodiazepine clarified in the present analysis resembled to the 1,4-benzodiazepine derivatives previously reported.^<5-7)> But the conformations of the 1,4,5-benzotriazocines, especially the arrangement of the two aromatic rings and the positioning of electron-donating groups in each molecule, were not identical to those of 1,4-benzodiazepines. Such conformational difference may account for the differences in pharmacological activities of these compounds.
公益社団法人日本薬学会の論文
1973-07-25