Synthesis and antiplatelet activity of 1-substituted benzyl-2-(5-hydroxymethyl-2-furyl)benzimidazoles

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| 2000年 / Pharmaceutical Society of Republic of China, Taipei, Taiwan卷 / 52期
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5-Acetoxymethyl-2-furfural (1) was condensed with o-phenylenediamine (2) in the presence of cupric acetate to afford 2-(5 prime -hydroxymethyl-2 prime -furyl)-benzimidazole (3) as the major product and 1-(5 prime -hydroxymethyl-2 prime - furyl)methyl-2-(5 double prime -hydroxymethyl-2 double prime -furyl)benzimidazol e (4) as a minor product. The former product was subsequently reacted with benzyl chlorides to yield the target 1-substituted benzyl-2-(5 prime -hydroxymethyl-2 prime -furyl)benzimidazoles (9-12). Compared to our previously discovered 1-benzyl-2-(5 prime -hydroxymethyl-2 prime -furyl)indazole (YC-1), the target compounds exhibited similar but weaker preferential inhibition of platelet aggregation induced by selected inducers.
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