Parallel Synthesis of a Library of Symmetrically- and Dissymmetrically-disubstituted Imidazole-4,5-dicarboxamides Bearing Amino Acid Esters
2009

Synthesis of Imidazole-4,5-dicarboxamides with Amino Acid Esters

Sample size: 45 publication Evidence: moderate

Author Information

Author(s): Rosanna Solinas, John C. DiCesare, Paul W. Baures

Primary Institution: The University of Tulsa

Hypothesis

The imidazole-4,5-dicarboxylic acid scaffold can be effectively derivatized with amino acid esters to create compounds with potential biological activity.

Conclusion

A library of 45 imidazole-4,5-dicarboxamides was successfully synthesized and characterized, showing promising drug-like properties.

Supporting Evidence

  • The library members were purified by column chromatography and characterized by LC-MS.
  • The compounds showed reasonable drug-like properties with molecular weights ranging from 382 to 724 g/mol.
  • Two compounds from the library showed bioactivity in initial screens towards calpain II.

Takeaway

The researchers made a bunch of new chemical compounds that might help in medicine by mixing certain building blocks together.

Methodology

The compounds were synthesized using parallel synthesis and characterized by LC-MS and NMR spectroscopy.

Limitations

The study did not determine the percentage of each conformation of the compounds, which may affect bioactivity.

Digital Object Identifier (DOI)

10.3390/molecules14010352

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