Acidity constant determination of novel drug precursor benzothiazolon derivatives including acyl and piperazine moieties

SIDIR İ., SIDIR Y. G., Berber H.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.111, pp.211-216, 2013 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 111
  • Publication Date: 2013
  • Doi Number: 10.1016/j.saa.2013.03.071
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.211-216
  • Keywords: Acidity constant, Benzothiazolon derivatives, Half-protonation value, NSAI drug, Tautomerism, SPECTROSCOPIC DETERMINATION, DISSOCIATION-CONSTANTS, CHLOROPHENYLPIPERAZINE
  • Anadolu University Affiliated: Yes

Abstract

In this study, protonation and deprotonation behaviors of eight new drug precursor benzothiazolon derivatives in all of acidic and basic scale (super acidic, pH, super basic regions) are analyzed by using UV-visible spectrophotometric technique. Acidity constants (pK(a)), elucidation of the structure and protonation mechanisms of the studied molecules are obtained. Substituent effect on acidity constant values is discussed. These molecules are protonated from oxygen atom of acetamide group in the keto form. The protonation is found to be considerably contributed by the keto form. (C) 2013 Elsevier B.V. All rights reserved.