Determination of pK(a) values of some novel benzimidazole salts by using a new approach with H-1 NMR spectroscopy

MUMCU A., KÜÇÜKBAY H.

MAGNETIC RESONANCE IN CHEMISTRY, cilt.53, sa.12, ss.1024-1030, 2015 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 53 Sayı: 12
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/mrc.4294
  • Dergi Adı: MAGNETIC RESONANCE IN CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1024-1030
  • Anahtar Kelimeler: benzimidazole derivatives, determination of pK(a), H-1 NMR spectroscopy, potentiometric titration, C-13 NMR-SPECTROSCOPY, WATER BINARY-MIXTURES, CAPILLARY-ELECTROPHORESIS, CHEMICAL-SHIFTS, PART 1, ACETONITRILE, DRUGS, ACID, PKA, UV
  • İnönü Üniversitesi Adresli: Evet

Özet

Benzimidazoles and their derivatives including imidazole are studied widely because they exist in the structure of natural products and different drugs. pK(a) values are extremely important for drug discovery and improvement in order to determine pharmacokinetic and pharmacodynamic features such as permeation through biological barriers, interactions with the target area or side effects. Acid-base features (pK(a)) have great importance not only for physiological characteristics but also for being used as a ligand or changing physico-chemical features by turning benzimidazoles into salts. Within the scope of this study, a variety of new benzimidazole salts were synthesized, and their characterizations were made by NMR spectroscopy, FTIR spectroscopy and element analysis techniques. The pK(a) values of synthesized benzimidazole saltswere determined by inflection point approach using integration values obtained with H-1 NMR spectroscopy and Henderson-Hasselbalch analysis. pK(a) values of some benzimidazole salts were also determined by potentiometric methods in order to compare those of NMR spectroscopy results. Copyright (C) (C) 2015 John Wiley & Sons, Ltd.