Reaction pathways to 2-aminothiophenes and thiophene-3-carbonitriles

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Over the past two decades 2-amino-3-benzoylthiophenes have been found to act as allosteric enhancers of the adenosine A(1) receptor (A(1)AR). As such, compounds of this type have potential applications in the therapy of a variety of disorders by enhancing A1AR activation. Initial studies in this field identified various 2-amino-3-benzoylthiophenes as potential leads and of these PD 81723 1a has become the benchmark for comparative studies due to its favourable ratio of allosteric enhancement to antagonism. Surprisingly the synthesis and characterization of PD 81723 1a has not been previously reported. Herein we report the synthesis and characterization of this important A1AR allosteric enhancer. As part of this study we also found an unexpected reaction pathway to 2-phenylthiophene-3-carbonitriles.
Original languageEnglish
Pages (from-to)402 - 406
Number of pages5
JournalAustralian Journal of Chemistry
Issue number5
Publication statusPublished - 2009

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