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dc.contributor.authorM. Aumann, Kylee
dc.contributor.authorJ. Scammells, Peter
dc.contributor.authorM. White, Jonathan
dc.contributor.authorH. Schiesser, Carl
dc.date.accessioned2017-05-03T15:25:19Z
dc.date.available2017-05-03T15:25:19Z
dc.date.issued2007
dc.date.modified2009-03-26T06:42:38Z
dc.identifier.issn14770520
dc.identifier.doi10.1039/b700812k
dc.identifier.urihttp://hdl.handle.net/10072/21913
dc.description.abstractEthyl-2-amino-4,5,6,7-tetrahydro-1-benzoselenophene-3-carboxylate (4), has been prepared as a potential dual-acting selenium-containing allosteric enhancer of adenosine A1A receptor binding utilising a modified Gewald reaction. While preliminary testing indicated that 4 is a superior enhancer of A1AR binding than its thiophene counterpart, its instability under mildly acidic conditions is cause for concern. X-Ray crystallography, together with DFT calculations, provide evidence that the decomposition of 4 involves the ring-opening of selenophenium ion (12b) followed by the loss of elemental selenium through a radical chain process.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherThe Royal Society of Chemistry
dc.publisher.placeCambridge, UK
dc.publisher.urihttp://www.rsc.org/
dc.relation.ispartofstudentpublicationY
dc.relation.ispartofpagefrom1276
dc.relation.ispartofpageto1281
dc.relation.ispartofissue8
dc.relation.ispartofjournalOrganic and Biomolecular Chemistry
dc.relation.ispartofvolume5
dc.rights.retentionY
dc.subject.fieldofresearchMedicinal and Biomolecular Chemistry
dc.subject.fieldofresearchOrganic Chemistry
dc.subject.fieldofresearchcode0304
dc.subject.fieldofresearchcode0305
dc.titleOn the stability of 2-aminoselenophene-3-carboxylates: potential dual-acting selenium-containing allosteric enhancers of A1 adenosine receptor binding
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.date.issued2007
gro.hasfulltextNo Full Text
gro.griffith.authorAumann, Kylee M.


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