The Thermodynamic Overlapping pKa of the Antitumor Drug Ibrutinib Using Multiwavelength UV/VIS-Spectroscopy and Potentiometry

Meloun, Milan; Mikešová, Veronika; Pekárek, Tomáš; Javůrek, Milan

doi:10.15406/japlr.2017.05.00173

Cited by 2 publications

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“…Since most of the drugs are organic weak acids and/or bases, the pK a value gives information about the ionic form of the molecule over a wide pH value. [40] The pK a value of the IBR molecule has been reported as 3.74. [41][42] It can be expected that the protonated (cationic) form of IBR predominates in 0.1 mol L À 1 H 2 SO 4 , transforming IBR into an uncharged form in alkaline and weakly acidic solutions.…”

Section: Resultsmentioning

confidence: 99%

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Using a Boron‐Doped Diamond Electrode in Anionic Surfactant Media as an Improved Electrochemical Sensor for the Anticancer Drug Ibrutinib

Mete

Pınar

2023

ChemistrySelect

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The electrochemical properties of ibrutinib (IBR), a new generation smart anti‐cancer drug, one of the Bruton's tyrosine kinase (BTK) inhibitors were investigated by a voltammetric method in the anionic surfactant (sodium dodecyl sulfate, SDS) medium with the boron‐doped diamond electrode (BDDE). IBR showed an oxidation step at about +1.56 V (vs Ag/AgCl (3.0 mol L−1 KCl) by cyclic voltammetry (CV) technique in 0.1 mol L−1 H2SO4 solution. IBR was found to be irreversible and diffusion‐controlled on the surface of the BDDE with studies of scan rate. The possible electrochemical oxidation reaction of IBR with the electroactive ring (pyrazole‐pyrimidine ring) in the structure of IBR is discussed. Square wave voltammetry (SWV) was preferred as the study method due to reproducibility for the determination of IBR in pharmaceutical and urine samples. At optimal values of SWV parameters, IBR showed good linearity in the concentration range of 0.01–2.00 μg mL−1 (5.7×10−8–2.3×10−6 mol L−1) in 0.1 mol L−1 H2SO4 with 6×10−4 M SDS. The detection (LOD) and quantification (LOQ) limits for IBR were set at 0.003 μg mL−1 (6.9×10−9 mol L−1) and 0.01 μg mL−1 (2.27×10−8 mol L−1), respectively. The relative standard deviation of the intra‐day and inter‐day repeatability of the proposed method was found 2.15 and 3.76, respectively. The necessary validation parameters have also been studied, and the recovery results obtained from both pharmaceutical dosage form and human urine samples show that the developed method is accurate and precise.

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Section: Resultsmentioning

confidence: 99%

“…This feature is vital in drug development. Since most of the drugs are organic weak acids and/or bases, the p K a value gives information about the ionic form of the molecule over a wide pH value [40] . The p K a value of the IBR molecule has been reported as 3.74 [41–42] .…”

Section: Resultsmentioning

confidence: 99%