Editor-in-Chief Hatice Kübra Elçioğlu Vice Editors Levent Kabasakal Esra Tatar Online ISSN 2630-6344 Publisher Marmara University Frequency Bimonthly (Six issues / year) Abbreviation J.Res.Pharm. Former Name Marmara Pharmaceutical Journal
Journal of Research in Pharmacy 2022 , Vol 26 , Issue 3
Liquid Chromatographic Determination of pKa Value of 1- (2-methylbenzonitrile)-3-benzylbenzimidazolium bromide as a Drug Candidate in Acetonitrile-Water Binary Mixtures
1Department of Chemistry, Faculty of Science and Literature, Suleyman Demirel University, Isparta, Turkey
2Department of Basic Pharmaceutical Sciences, Faculty of Pharmacy, Suleyman Demirel University, Isparta, Turkey
3Department of Medical Services and Techniques, Atayalvaç Vocational School of Health Services, Suleyman Demirel University, Isparta, Turkey
DOI : 10.29228/jrp.162 The ionization/protonation (pKa) constant, which is a physicochemical parameter that directly affects the pharmacokinetic properties of a drug such as absorption, distribution, metabolism, and excretion (ADME), is currently determined by analytical methods. The effect of pH of the mobile phase on the chromatographic behavior of 1-(2- methylbenzonitrile)-3-benzylbenzimidazolium bromide (2) which its synthesis, fully characterization, and antiproliferative activity properties were studied previously, and the protonation constant (pKa) value were determined in this study. The pKa value of compound 2, benzimidazolium salt, was determined by the reverse-phase liquid chromatographic (RPLC) method at 25 ºC. sspKa values were evaluated using retention time (tR) in acetonitrile-water binary mixtures with acetonitrile (ACN) percentages of 40%, 45%, 50% and 55% (v/v). The aqueous pKa wwpKa value of the synthesized compound was calculated from the sspKa value using the macroscopic parameters (dielectric constant and mole fraction) which play an important role in the solvent properties. Obtained wwpKa values were found to be 11.290 and 11.241, respectively. In addition, the degree of ionization of the related compound was calculated using the wwpKa values. Keywords : Benzimidazolium salt; hydro-organic mixture; pKa value; macroscopic parameter
Marmara University