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Studies on the chemical transformations of rotenoids. 6 Synthesis and antitumor-promoting activity of benzofuro[2,3-d]pyridazines fused with 1,2,4-triazole, 1,2,4-triazine and 1,2,4-triazepine

✍ Scribed by Shin-Ichi Nagai; Satoshi Takemoto; Taisei Ueda; Kanako Mizutani; Yasuhiro Uozumi; Harukuni Tokuda


Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
57 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

[1]Benzofuro[2,3‐d]pyridazines fused with 1,2,4‐triazole (6 and 7), 1,2,4‐triazine (8–10) and 1,2,4‐tri‐azepine (12) were prepared by the ring closure of 4‐hydrazino‐[1]benzofuro[2,3‐d]pyridazine (5), derived from naturally occurring rotenone. Compounds (la and lb) exhibited significant inhibitory activity against 12‐O‐tetradecanoylphorbol 13‐acetate (TPA)‐induced Epstein‐Barr virus early antigen (EBA‐EA) activation in Raji cells. In contrast, the fused [1]benzofuro[2,3‐d]pyridazines except 6c and 8 were quite inactive.


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