Determination of Acid Dissociation Constants of Some 2-(3H) -Benzoxazolone Derivatives by UV-Vis Spectrophotometry

被引:0
作者
Erkan, Semra Altunterim [1 ]
Celik, Hayati [2 ]
Kesanli, Banu [3 ]
机构
[1] Near East Univ, Fac Pharm, Dept Analyt Chem, Nicosia, North Cyprus, Cyprus
[2] Yeditepe Univ, Fac Pharm, Dept Analyt Chem, Istanbul, Turkiye
[3] Cyprus Int Univ, Fac Arts & Sci, Dept Basic Sci & Humanities, Nicosia, North Cyprus, Cyprus
来源
IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION | 2025年 / 44卷 / 03期
关键词
Benzoxazolone; NSAIDs; pKa; Dissociation constant; UV-Vis; spectrophotometry; PK(A) VALUES; DRUGS;
D O I
10.30492/IJCCE.2025.2042480.6821
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The acid dissociation constant values of some 2-(3H)-benzoxazolone derivatives were determined in buffered solutions by using the UV-Vis spectrophotometric method. These compounds have benzoxazolone core structures with arylpiperazine substituents and have been investigated for their anti-inflammatory and analgesic activities. The 2-(3H)-benzoxazolone derivatives showed acid dissociation constant values ranging from 8.26 to 9.28. The 5-chloro-2-(3H)-benzoxazolone derivatives exhibit higher acidity than the 2-(3H)-benzoxazolone derivatives. Additionally, a comparison of 5-chloro-2-(3H)-benzoxazolone derivatives showed that derivatives with halogen-containing R2 groups exhibited higher acidity. The findings of this study also suggest that UV-Vis spectrophotometry is one of the most effective techniques for measuring acid dissociation constant values.
引用
收藏
页码:730 / 735
页数:6
相关论文
共 26 条
[1]   The pH Role in Nanotechnology, Electrochemistry, and Nano-Drug Delivery [J].
Ahangar, Enayati Laleh ;
Movassaghi, Karim ;
Yaghoobi, Fatemeh .
IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 2022, 41 (07) :2175-2188
[2]  
Aminu J.A., 2016, MS Thesis
[3]   Determination of pKa values of active pharmaceutical ingredients [J].
Babic, Sandra ;
Horvat, Alka J. M. ;
Pavlovic, Dragana Mutavdzic ;
Kastelan-Macan, Marija .
TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 2007, 26 (11) :1043-1061
[4]   A Scoping Review of Non-Medical and Extra-Medical Use of Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) [J].
Brennan, Rebekah ;
Wazaify, Mayyada ;
Shawabkeh, Haneen ;
Boardley, Ian ;
McVeigh, Jim ;
Van Hout, Marie Claire .
DRUG SAFETY, 2021, 44 (09) :917-928
[5]   Determination of the pKa of hydroxy-benzophenones in ethanol-water mixtures.: Solvent effects [J].
Castro, GT ;
Giordano, OS ;
Blanco, SE .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2003, 626 :167-178
[6]   Determination of pKa Values of Some Benzoxazoline Derivatives and the Structure-Activity Relationship [J].
Celik, Hayati ;
Buyukaga, Mahmure ;
Celebier, Mustafa ;
Acar, Ebru Turkoz ;
Baymak, Melek Sirin ;
Gokhan-Kelekci, Nesrin ;
Palaska, Erhan ;
Erdogan, Hakki .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2013, 58 (06) :1589-1596
[7]   Development of liquid chromatographic and UV-visible spectrophotometric methods for determination of pKa values of folic acid antimetabolites [J].
Daldal, Y. Dogan ;
Demiralay, Ebru Cubuk .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2022, 212
[8]   Permeability of the Blood-Brain Barrier: Molecular Mechanism of Transport of Drugs and Physiologically Important Compounds [J].
Fong, Clifford W. .
JOURNAL OF MEMBRANE BIOLOGY, 2015, 248 (04) :651-669
[9]   Determination of pKa values of benzoxa-, benzothia- and benzoselena-zolinone derivatives by capillary electrophoresis -: Comparison with potentiometric titration and spectrometric data [J].
Foulon, C. ;
Duhal, N. ;
Lacroix-Callens, B. ;
Vaccher, C. ;
Bonte, J. P. ;
Goossens, J. F. .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2007, 31 (3-4) :165-171
[10]   A Fast Method for pKa Determination by Capillary Electrophoresis [J].
Fuguet, Elisabet ;
Rafols, Clara ;
Bosch, Elisabeth ;
Roses, Marti .
CHEMISTRY & BIODIVERSITY, 2009, 6 (11) :1822-1827