Article
Parallel Synthesis of a Library of Symmetrically- and Dissymmetrically-Disubstituted Imidazole-4, 5- Dicarboxamides Bearing Amino Acid Esters
Molecules
(2009)
Abstract
The imidazole-4,5-dicarboxylic acid scaffold is readily derivatized with amino acid esters to afford symmetrically- and dissymmetrically-disubstituted imidazole-4,5-dicarboxamides with intramolecularly hydrogen bonded conformations that predispose the presentation of amino acid pharmacophores. In this work, a total of 45 imidazole-4,5-dicarboxamides bearing amino acid esters were prepared by parallel synthesis. The library members were purified by column chromatography on silica gel and the purified compounds characterized by LC-MS with LC detection at 214 nm. A selection of the final compounds was also analyzed by (1)H-NMR spectroscopy. The analytically pure final products have been submitted to the Molecular Library Small Molecule Repository (MLSMR) for screening in the Molecular Library Screening Center Network (MLSCN) as part of the NIH Roadmap.
Keywords
- Imidazole,
- NIH Roadmap,
- Heterocyclic scaffold,
- Drug Discovery
Disciplines
Publication Date
2009
Publisher Statement
© 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.
© 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license. Article obtained from Molecules, an open access journal.
Citation Information
John C. DiCesare, Rosanna Solinas, and Paul W. Baures. "Parallel Synthesis of a Library of Symmetrically- and Dissymmetrically-Disubstituted Imidazole-4, 5- Dicarboxamides Bearing Amino Acid Esters" Molecules 14.1 (2009): 352-363. doi:10.3390/molecules14010352source:http://www.mdpi.com/journal/molecules
Available at: http://works.bepress.com/john_dicesare/2