thiourea has been researched along with mandelic-acid* in 2 studies
2 other study(ies) available for thiourea and mandelic-acid
| Article | Year |
|---|---|
A chiral bisthiourea as a chiral solvating agent for carboxylic acids in the presence of DMAP.
A simple chiral bisthiourea has been used as a highly effective and practical chemical solvating agent (CSA) for diverse α-carboxylic acids in the presence of DMAP. Excellent enantiodiscrimination based on well-resolved α-H NMR signals of the enantiomers of carboxylic acids can be obtained without interference from the chiral bisthiourea and DMAP. To check the practicality of the chiral bisthiourea/DMAP for enantiomeric determination, the ee values of mandelic acid (MA) samples over a wide ee range were determined by integration of the α-H signal of MA in (1)H NMR. A discrimination mechanism is proposed, that the formation of two diasteromeric ternary complexes between the chiral bisthiourea and two in situ formed enantiomeric carboxylate-DMAPH(+) ion pairs discriminates the enantiomers of carboxylic acids. Computational modeling studies show that the chemical shift value of α-H of (S)-MA is greater than that of (R)-MA in ternary complexes, which is consistent with experimental observation. 1D and 2D NOESY spectra demonstrate the intermolecular noncovalent interactions between the protons on the aromatic rings of chiral bisthiourea and α-H of the enantiomers of racemic α-methoxy phenylacetic acids in the complexes. Topics: 4-Aminopyridine; Carboxylic Acids; Mandelic Acids; Molecular Structure; Solubility; Thiourea | 2013 |
Design, synthesis, and urease inhibition studies of some 1,3,4-oxadiazoles and 1,2,4-triazoles derived from mandelic acid.
Some new structural type inhibitors of urease, i.e. 2,5-disubstituted-1,3,4-oxadiazoles (4a-e) and 4,5-disubstituted-1,2,4-triazole-3-thiones (5a-e) were synthesized in two steps from mandelic acid hydrazides (2a-e) and aryl isothiocyanates. The hydrazides in turn were synthesized from mandelic acid via esterification. Compounds 4a-e and 5a-e were evaluated against jack bean urease. Compounds 4d, 5b, and 5d were found to be more potent, with IC(50) values of 16.1 +/- 0.12 microM, 18.9 +/- 0.188 microM, and 16.7 +/- 0.178 microM, respectively, when compared to the standard (thiourea; IC(50) = 21.0 +/- 0.011 microM). These compounds may be subjected to further investigations for the development of antiulcer drugs. Topics: Anti-Ulcer Agents; Drug Design; Enzyme Inhibitors; Humans; Inhibitory Concentration 50; Mandelic Acids; Oxadiazoles; Structure-Activity Relationship; Triazoles; Urease | 2010 |