22nd Annual Student Research Conference
Crystal and 3-Dimensional Molecular Structures of Creatinine-Based Ureas for Use as Potential Pharmaceuticals
Laura M. Tvedte* and Phuong T. Nguyen
Dr. Russell G. Baughman and Dr. Kenneth L. Smith, Faculty Mentors
Using X-ray diffraction, crystal and molecular structures were determined for four creatinine-based urea analogues. These potential pharmaceuticals separately contain a phenyl, a 4-chlorobenzyl, a 2-fural, or a 3,4-dimethoxyphenyl arylidene group. In all of these structures, the tautomer existed such that the 3-N atom of creatinine is protonated. The arylidene portions were in the expected E arrangement. Intramolecular hydrogen bonding between the 3-N hydrogen and the carbonyl oxygen was observed in all four compounds, thus restricting rotation around the single bonds in the area. Localized double bond locations in all four of the compounds did not follow the structures that were predicted based on the structure of urea for the carbon-nitrogen double bond within the creatinine portion of the ring but were rather located between an adjacent carbon and nitrogen. These observations may lead to a better understanding of the pharmacological activity of the compounds.
Keywords: Crystal Structure, X-ray Structure, Creatinine-Based Urea Analogues, X-ray Diffraction
Topic(s):Chemistry
Presentation Type: Poster
Session: 11-4
Location: PML
Time: 4:15