Synthesis and antitussive effect of new hydantoin compounds

Abstract

A series of new hydantoin compounds was synthesized with 3-bromo phenylacetic acid and 3,4-dimethylbromobenzene as starting material, 7-bromo-2-tetralone and 2-bromo-5,6,8,9-tetrahydro-7-benzocyclo-heptenone as intermediate and Ullmann reaction, Suzuki reaction and Bucherer-Berg’s reaction as key steps. The structures of the key intermediate and target compounds were confirmed by ¹H NMR, ¹³C NMR, IR and MS. Bioactivity research showed that target compounds 6a, 6c, 6d, 6e and 15i had significant antitussive effect on the ammonia-induced cough of mice.

Keywords

Hydantoin / 2-Bromo-5,6,8,9-tetrahydro-7-benzocycloheptenone / Bioactivity / 7-Bromo-2-tetralone / Antitussive effect

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