Molecules 2008, 13(12), 3149-3170; doi:10.3390/molecules13123149
Article

Parallel Synthesis of an Imidazole-4,5-dicarboxamide Library Bearing Amino Acid Esters and Alkanamines

Department of Chemistry and Biochemistry, The University of Tulsa, 800 South Tucker Drive, Tulsa, OK 74104, USA
* Author to whom correspondence should be addressed.
Received: 20 November 2008; in revised form: 11 December 2008 / Accepted: 12 December 2008 / Published: 15 December 2008
PDF Full-text Download PDF Full-Text [178 KB, uploaded 15 December 2008 10:57 CET]
Abstract: The imidazole-4,5-dicarboxylic acid scaffold is readily derivatized with amino acid esters and alkanamines to afford compounds with intramolecularly hydrogen bonded conformations that mimic substituted purines and therefore are hypothesized to be potential inhibitors of kinases through competitive binding to the ATP site. In this work, a total of 126 dissymmetrically disubstituted imidazole-4,5-dicarboxamides with amino acid ester and alkanamide substituents 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 1H-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

Supplementary Files

Article Statistics

Load and display the download statistics.

Citations to this Article

Cite This Article

MDPI and ACS Style

Solinas, R.; DiCesare, J.C.; Baures, P.W. Parallel Synthesis of an Imidazole-4,5-dicarboxamide Library Bearing Amino Acid Esters and Alkanamines. Molecules 2008, 13, 3149-3170.

AMA Style

Solinas R, DiCesare JC, Baures PW. Parallel Synthesis of an Imidazole-4,5-dicarboxamide Library Bearing Amino Acid Esters and Alkanamines. Molecules. 2008; 13(12):3149-3170.

Chicago/Turabian Style

Solinas, Rosanna; DiCesare, John C.; Baures, Paul W. 2008. "Parallel Synthesis of an Imidazole-4,5-dicarboxamide Library Bearing Amino Acid Esters and Alkanamines." Molecules 13, no. 12: 3149-3170.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert