Picture of smart phone

Open Access research that is better understanding human-computer interaction...

Strathprints makes available scholarly Open Access content by researchers in the Department of Computer & Information Sciences, including those researching information retrieval, information behaviour, user behaviour and ubiquitous computing.

The Department of Computer & Information Sciences hosts The Mobiquitous Lab, which investigates user behaviour on mobile devices and emerging ubiquitous computing paradigms. The Strathclyde iSchool Research Group specialises in understanding how people search for information and explores interactive search tools that support their information seeking and retrieval tasks, this also includes research into information behaviour and engagement.

Explore the Open Access research of The Mobiquitous Lab and the iSchool, or theDepartment of Computer & Information Sciences more generally. Or explore all of Strathclyde's Open Access research...

Four pyrrole derivatives used as building blocks in the synthesis of minor-groove binders

Kennedy, Alan R. and Khalaf, Abedawn I. and Scott, Fraser J. and Suckling, Colin J. (2017) Four pyrrole derivatives used as building blocks in the synthesis of minor-groove binders. Acta Crystallographica Section E: Structure Reports, 73 (2). pp. 254-259. ISSN 1600-5368

Text (Kennedy-etal-ACE-2017-Four-pyrrole-derivatives-used-as-building-blocks-in-the-synthesis-of-minor-groove-binders)
Final Published Version
License: Creative Commons Attribution 2.5 logo

Download (1MB) | Preview


The title nitropyrrole-based compounds, C7H8N2O4, (I) (ethyl 4-nitro-1Hpyrrole- 2-carboxylate), its derivative C12H14N2O4, (II) [ethyl 4-nitro-1-(4- pentynyl)-1H-pyrrole-2-carboxylate], C15H26N4O3, (III) {N-[3-(dimethyamino) propyl]-1-isopentyl-4-nitro-1H-pyrrole-2-carboxamide}, and C20H27N9O5, (IV) {1-(3-azidopropyl)-4-(1-methyl-4-nitro-1H-pyrrole-2-carboxamido)- N-[2-(morpholin-4-yl)ethyl]-1H-pyrrole-2-carboxamide}, are intermediates used in the synthesis of modified DNA minor-groove binders. In all four compounds, the nitro groups lie in the plane of the pyrrole ring. In compounds (I) and (II), the ester groups also lie in the plane of the pyrrole ring. In compound (III), both of the other substituents lie out of the plane of the pyrrole ring. In the case of compound (IV), the coplanarity extends to the second pyrrole ring and through both amide groups. In the crystals of all four compounds, layer-like structures are formed, via a combination of N—H O and C—H O hydrogen bonds for (I), (III) and (IV), but by only C—H O hydrogen bonds for (II).