Quantum chemical studies on prototropic tautomerisation and protonation behaviour of 6-propyl-2-thiouracil

Ogretir C., Demir T., Yaman M., Gorgun K.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.679, pp.33-43, 2004 (SCI-Expanded) identifier identifier


The preferred tautomeric form and protonation path of biologically active 6-propyl-2-thiouracil molecule was predicted using gas phase calculated relative stabilities, proton affinities and aqueous phase calculated acidity constants. It was predicted that 3H-forms were favored over 1H-forms in annular-tautomerism and oxo-thione forms favored over hydroxy-thiol forms in ring-chain tautomerism. (C) 2004 Elsevier B.V. All rights reserved.