Search:
Computing and Library Services - delivering an inspiring information environment

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

Kennedy, Alan R., Khalaf, Abedawn I., 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 Crystallographic Communications, 73 (2). pp. 254-259. ISSN 2056-9890

[img]
Preview
PDF - Published Version
Download (1MB) | Preview

Abstract

The title nitro­pyrrole-based compounds, C7H8N2O4, (I) (ethyl 4-nitro-1H-pyrrole-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).

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
Depositing User: Fraser Scott
Date Deposited: 15 Aug 2017 09:19
Last Modified: 15 Aug 2017 09:23
URI: http://eprints.hud.ac.uk/id/eprint/32645

Downloads

Downloads per month over past year

Repository Staff Only: item control page

View Item View Item

University of Huddersfield, Queensgate, Huddersfield, HD1 3DH Copyright and Disclaimer All rights reserved ©