Liquid Chromatographic Determination of pKa Value of 1- (2-methylbenzonitrile)-3-benzylbenzimidazolium bromide as a Drug Candidate in Acetonitrile-Water Binary Mixtures

KONÇE, İlkay; Akkoç, Senem; Üstün, Zehra; Demıralay, Ebru

doi:10.29228/jrp.162

Cited by 2 publications

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“…The chromatographic analysis of the compounds was carried out in acetonitrile‐water binary mixtures. There is only one study in which the retention behavior of a compound like the chemical structure of the studied compounds was determined by the RPLC method and acetonitrile‐water binary mixture [20] . The

{{}_{s}{}^{s}pH}

value is expressed as the pH at which the electrode system is calibrated with buffer‐organic mixtures of the same composition as the mobile phase and the pH of the hydro‐organic mobile phase is measured after adding acetonitrile.…”

Section: Resultsmentioning

confidence: 99%

“…p K a value of 1‐(2‐methylbenzonitrile)‐3‐benzylbenzimidazolium bromide salt was determined by RPLC method. The researchers determined the p K a value of the compound in the water medium as 11.24 [20] . it was stated that this p K a value belongs to the nitrogen at position 1 in the benzimidazole ring.…”

Section: Resultsmentioning

confidence: 99%

“…There are two studies in the literature on the determination of pK a values of benzimidazolium salts. [20,26] In the study performed with 1H-NMR, the pK a value of benzimidazolium salts containing 2-(4-methoxyphenyl) ethyl group was 11.30 � 0.07; It was determined as 10.36 � 0.18 in the determination of the same salt by potentiometric method. It was stated that this pK a value belongs to the hydrogen at position 2 in the benzimidazole ring.…”

Section: Calculation Of Pk a Values Of Compounds In The Water Mediummentioning

confidence: 99%

“…The researchers determined the pK a value of the compound in the water medium as 11.24. [20] it was stated that this pK a value belongs to the nitrogen at position 1 in the benzimidazole ring.…”

Section: Calculation Of Pk a Values Of Compounds In The Water Mediummentioning

confidence: 99%

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Protonation Constant Determination of Some Benzimidazole‐Based Drug Candidates by Reverse Phase Liquid Chromatography Method and Cytotoxic Activity Studies

2023

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In this study, the chromatographic behavior of basic nitrogen in the structure of synthesized compounds containing some benzimidazolium salts (SA-61, SA-63, SA-97) was determined in hydro-organic mixtures containing polar aprotic acetonitrile and polar protic water. Protonation constant ( s s pK a Þ values of studied compounds in 40, 45, 50, and 55 % (v/v) acetonitrilewater binary mixtures at 37 °C were obtained by using the reverse phase liquid chromatography method. The method is based on a model that relates the chromatographic behavior of the determined analytes to pH. The relationship between the calculated s s pK a values and the macroscopic properties of acetonitrile was investigated. The agreement between the pK a w w pK a ð Þ values in the water medium determined by this approach was determined by the t-test. Using Abraham's solute parameters, the w w pK a values at 25 °C were also estimated without performing an experimental study. By using the w w pK a value calculated for each compound, the ionization percentages were calculated at different pH (1-12) values with the Henderson-Hasselbalch equation. The above-mentioned compounds were also tested on human lung and liver cancer cell lines using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method for 48 h. One of the compounds (SA-97) demonstrated antiproliferative effect against both cell lines screened.

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{{}_{s}{}^{s}pH}

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Calculation Of Pk a Values Of Compounds In The Water Mediummentioning

confidence: 99%

Section: Calculation Of Pk a Values Of Compounds In The Water Mediummentioning

confidence: 99%

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Protonation Constant Determination of Some Benzimidazole‐Based Drug Candidates by Reverse Phase Liquid Chromatography Method and Cytotoxic Activity Studies

2023

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“…Çalışılan mobil faz pH'sı ( 𝑝𝐻) ) değeri hesaplanmıştır. 37 ℃'de elde edilen bu değer Abraham çözünen parametreleri kullanılarak [15] 25℃ için de deneysel bir çalışma yapmadan tahmin edilmiştir. Ayrıca bileşiğin farklı pH değerlerinde iyonlaşma derecesi Henderson-Hasselbach eşitliği ile hesaplanmıştır [16].…”

Section: Introductionunclassified

Favipiravirin Su-Asetonitril İkili Karışımlarında İyonlaşma Sabiti Değerinin Belirlenmesi ve İki Farklı C18 Kolonun Karşılaştırılması

ARZUOĞLU,

KONÇE,

ÇUBUK DEMİRALAY

2023

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

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Favipiravir (T-705), RNA virüslerinin RNA'ya bağımlı RNA polimerazını seçici ve güçlü bir şekilde inhibe eden bir anti-viral ajandır. Bu bileşiğin kalitatif ve kantitatif analizinde en çok ters faz sıvı kromatografi (RPLC) metodu tercih edilmektedir. Bu metot, asidik ve bazik fonksiyonel grup içeren bileşiklerin iyonlaşma/protonasyon (pKa) sabitlerinin tayini için çok tercih edilmektedir. pKa değeri, bileşiklerin fizikokimyasal ve biyolojik özelliklerini tahmin etmeye yarayan önemli bir parametredir. Bu parametre ilaçların absorpsiyon, dağılım, metabolizma, atılım, toksitite (ADMET) karakterizasyonunu da içeren önemli bir veridir. Sunulan bu çalışmada, favipiravirin su-asetonitril ikili karışımında pKa değerinin tayini için iki farklı özellikteki kromatografik kolonlar kullanılarak RPLC metot geliştirilmiş ve asetonitrilin mobil fazdaki miktarının değişimiyle favipiravirin kromatografik davranışı da belirlenmiştir. Çalışma 37℃ kolon sıcaklığında ve sabit akış hızlarında gerçekleştirilmiştir. Elde edilen alıkonma verileriyle sigmoidal ve doğrusal olmayan modeller kullanılarak bileşiğin pKa değeri belirlenmiştir. Hidrofilik özellikte olan favipiravirin su ortamındaki pKa değeri, mobil faz pKa değerleri ve asetonitrilin makroskopik sabitleri (mol kesri, dielektrik sabiti, vs.) kullanılarak hesaplanmıştır. Hesaplanan bu önemli fizikokimyasal parametre literatürdeki deneysel çalışma ile elde edilen ilk veridir.

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Liquid Chromatographic Determination of pKa Value of 1- (2-methylbenzonitrile)-3-benzylbenzimidazolium bromide as a Drug Candidate in Acetonitrile-Water Binary Mixtures

Cited by 2 publications

References 0 publications

Protonation Constant Determination of Some Benzimidazole‐Based Drug Candidates by Reverse Phase Liquid Chromatography Method and Cytotoxic Activity Studies

Protonation Constant Determination of Some Benzimidazole‐Based Drug Candidates by Reverse Phase Liquid Chromatography Method and Cytotoxic Activity Studies

Favipiravirin Su-Asetonitril İkili Karışımlarında İyonlaşma Sabiti Değerinin Belirlenmesi ve İki Farklı C18 Kolonun Karşılaştırılması

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