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2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ

Year 2008, Volume: 17 Issue: 3, 156 - 161, 01.12.2008

Abstract

Çalışmada, literatürde asitlik sabitlerinin
belirlenmesiyle ilgili hiçbir çalışmaya rastlanmamış
olan 2-amino-3-{[2-nitro-1-(3-nitrofenil)propil]
sulfanil}propiyonik asit’in asitlik sabitleri tayin
edilmiştir. Asitlik sabitlerinin potansiyometrik
yöntemle belirlenmesi için 0,11 M (NaClO4) iyonik
şiddet, 25±1 o
C’de ve çözeltiden azot geçirilerek
gerçekleştirilmiş olan deneysel çalışmalarda titrant
olarak 0,1000 M Titrisol® NaOH kullanılmıştır.
Hesaplamalarda IRVING ve ROSSOTTI yöntemi
kullanılmıştır. Çalışmalarda 2-amino-3-{[2-nitro-1-(3
-nitrofenil)propil]sulfanil}propiyonik asit’in asitlik
sabitlerinin bulunabilmesi için gerekli çözücü ortamı
ve konsantrasyonların belirlenmesi amacıyla çözücü
sistemi ve madde konsantrasyonlarına ilişkin
taramalar gerçekleştirilmiştir. 2-Amino-3-{[2-nitro-1-
(3-nitrofenil)propil]sulfanil}propiyonik asitin asitlik
sabitleri pKa1=2,47±0,26, pKa2=7,48±0,09 ve
pKa3=8,86±0,36 olarak belirlenmiştir. Çalışmanın
sonuçları, söz konusu maddenin vücuda verildiğinde
farmakokinetik davranışlarının tahmin edilmesi,
ayrıca miktar tayinleri yapılırken çeşitli pH’larda
ortaya çıkan türler hakkındaki bilginin kullanılması
açısından önem taşımaktadır.

References

  • Niazi A, Zolgharnein J, Davoodabadi MR. Spectrophotometric determination of acidity constant of some indicators in various micellar media solutions by rank annihilation factor analysis. Spectrochim Acta A 2008, 70, (2): 343-349.
  • Altınok E. 2,2’-Bi(3-hidroksi-1,4-naftakinon) (BHN), 5,6,7-trihidroksiflavon (Baicalein), 1,2,4,5-benzentetrakarboksilikdianhidrit (PMDA) ligandlarının asitlik sabitleri Yüksek Lisans Tezi, Gaziosmanpaşa Üniversitesi Fen Bilimleri Enstitüsü, Tokat 2006, ss 2.
  • Garrido G, Ràfols C, Bosch E. Acidity constants in methanol/water mixtures of polycarboxylic acids used in drug salt preparations: Potentiometric determination of aqueous pKa values of quetiapine formulated as hemifumarate. Eur J Pharm Sci 2006, 28, (1-2):118-127.
  • Andrasi M, Buglyo P, Zekany L, Gaspar A, A comparative study of capillary zone electrophoresis and pH-potentiometry for determination of dissociation constants. J Pharmaceut Biomed 2007, 44, (5):1040-1047.
  • Chylewska A, Jacewicz D, Zarzeczan´ska D, Chmurzyn´ski L, Determination of dissociation constants for coordination compounds of Cr(III) and Co(III) using potentiometric and spectrophotometric methods, J Chem Thermodyn 2008, (40): 1290- 1294.
  • Foulon C, Duhal N, Lacroix-Callens B, Vaccher C, Bonte J P, Goossens J F, Determination of pKa values of benzoxa-, benzothia- and benzoselena-zolinone derivatives by capillary electrophoresis: Comparison with potentiometric titration and spectrometric data. Eur J Pharm Sci 2007, 31 (3-4): 165-171.
  • Aktas AH, Sanli N, Pekcan G, Spectrometric determination of pK(a) values for some phenolic compounds in acetonitrile-water mixture. Acta Chim Slov 2006, 53 (2): 214- 218.
  • Gülmez Ç, Antimikrobiyal Etkili S-(1-Fenil-2- Metil-2-Nitroetil)-L-Sistein Türevlerinin Asitlik Sabitlerinin Deneysel Yöntemlerle Belirlenmesi ve Teorik Değerler ile Karşılaştırılması, Yüksek Lisans Tezi, Erciyes Üniversitesi Sağlık Bilimleri Enstitüsü, Kayseri 2006, ss 34-37.
  • Anilanmert B, Ozdemir FA, Erdinc N, Pekin M, Potentiometric determination of the dissociation constants of epirubicin HCl and irinotecan HCl. Mendeleev Commun 2006, 16 (2): 97-98.
  • Berggren S, Drug Transport and Metabolism in Rat and Human Intestine, Doctoral Thesis, Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Pharmacy, 41 , Uppsala University, Uppsala 2006, pp 11- 19.
  • Meras I D, Espinosa-Mansilla A, Rodr´ıguez DA, Complexation study of cinalukast and montelukast with cyclodextrines. Journal Pharmaceut Biomed 2007, (43):1025–1032.

The Determination of Acidity Constant of 2-Amino-3-{[2-Nitro-1-(3-Nitrophenyl) Propyl] Sulfanyl} Propionic Acid Using Potentiometric Method

Year 2008, Volume: 17 Issue: 3, 156 - 161, 01.12.2008

Abstract

In this study, the acidity constants 2-
amino-3-{[2-nitro-1-(3-nitrophenyl)propyl]
sulfanyl}propionic acid, on which no study exists in
literature, were determined.
To determine the acidity constants using
potentiometric method; 0.1000 M Titrisol® NaOH
was used in the experimental studies which were
performed at 0.11 M (NaClO4) ionic strength and
25±1 o
C temperature, under nitrogen. IRVING and
ROSSOTTI method was used during calculations.
In order to optimize the solvent system and the
concentrations of the compounds to determine the
acidity constants, the solvent systems and the
concentrations of the compound was scanned.
Three constants were determined for 2-amino-3-{[2
-nitro-1-(3-nitrophenyl)propyl] sulfanyl} propionic
acid, which were pKa 1= 2.4 7±0 .2 6,
pKa2=7.48±0.09 and pKa3=8.86±0.36, in order.
The results of the study carry importance from the
point of the estimation of their pharmacokinetic
behavior and performing quantification studies
using the information about the species that appear
in various pH values

References

  • Niazi A, Zolgharnein J, Davoodabadi MR. Spectrophotometric determination of acidity constant of some indicators in various micellar media solutions by rank annihilation factor analysis. Spectrochim Acta A 2008, 70, (2): 343-349.
  • Altınok E. 2,2’-Bi(3-hidroksi-1,4-naftakinon) (BHN), 5,6,7-trihidroksiflavon (Baicalein), 1,2,4,5-benzentetrakarboksilikdianhidrit (PMDA) ligandlarının asitlik sabitleri Yüksek Lisans Tezi, Gaziosmanpaşa Üniversitesi Fen Bilimleri Enstitüsü, Tokat 2006, ss 2.
  • Garrido G, Ràfols C, Bosch E. Acidity constants in methanol/water mixtures of polycarboxylic acids used in drug salt preparations: Potentiometric determination of aqueous pKa values of quetiapine formulated as hemifumarate. Eur J Pharm Sci 2006, 28, (1-2):118-127.
  • Andrasi M, Buglyo P, Zekany L, Gaspar A, A comparative study of capillary zone electrophoresis and pH-potentiometry for determination of dissociation constants. J Pharmaceut Biomed 2007, 44, (5):1040-1047.
  • Chylewska A, Jacewicz D, Zarzeczan´ska D, Chmurzyn´ski L, Determination of dissociation constants for coordination compounds of Cr(III) and Co(III) using potentiometric and spectrophotometric methods, J Chem Thermodyn 2008, (40): 1290- 1294.
  • Foulon C, Duhal N, Lacroix-Callens B, Vaccher C, Bonte J P, Goossens J F, Determination of pKa values of benzoxa-, benzothia- and benzoselena-zolinone derivatives by capillary electrophoresis: Comparison with potentiometric titration and spectrometric data. Eur J Pharm Sci 2007, 31 (3-4): 165-171.
  • Aktas AH, Sanli N, Pekcan G, Spectrometric determination of pK(a) values for some phenolic compounds in acetonitrile-water mixture. Acta Chim Slov 2006, 53 (2): 214- 218.
  • Gülmez Ç, Antimikrobiyal Etkili S-(1-Fenil-2- Metil-2-Nitroetil)-L-Sistein Türevlerinin Asitlik Sabitlerinin Deneysel Yöntemlerle Belirlenmesi ve Teorik Değerler ile Karşılaştırılması, Yüksek Lisans Tezi, Erciyes Üniversitesi Sağlık Bilimleri Enstitüsü, Kayseri 2006, ss 34-37.
  • Anilanmert B, Ozdemir FA, Erdinc N, Pekin M, Potentiometric determination of the dissociation constants of epirubicin HCl and irinotecan HCl. Mendeleev Commun 2006, 16 (2): 97-98.
  • Berggren S, Drug Transport and Metabolism in Rat and Human Intestine, Doctoral Thesis, Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Pharmacy, 41 , Uppsala University, Uppsala 2006, pp 11- 19.
  • Meras I D, Espinosa-Mansilla A, Rodr´ıguez DA, Complexation study of cinalukast and montelukast with cyclodextrines. Journal Pharmaceut Biomed 2007, (43):1025–1032.
There are 11 citations in total.

Details

Other ID JA68GV55GV
Journal Section Research Article
Authors

Salih Sarıoğlan This is me

İbrahim Narin This is me

Hayati Sarı This is me

Beril Anılanmert This is me

Erdoğan Berçin This is me

Publication Date December 1, 2008
Submission Date December 1, 2008
Published in Issue Year 2008 Volume: 17 Issue: 3

Cite

APA Sarıoğlan, S., Narin, İ., Sarı, H., Anılanmert, B., et al. (2008). 2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ. Sağlık Bilimleri Dergisi, 17(3), 156-161.
AMA Sarıoğlan S, Narin İ, Sarı H, Anılanmert B, Berçin E. 2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ. JHS. December 2008;17(3):156-161.
Chicago Sarıoğlan, Salih, İbrahim Narin, Hayati Sarı, Beril Anılanmert, and Erdoğan Berçin. “2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ”. Sağlık Bilimleri Dergisi 17, no. 3 (December 2008): 156-61.
EndNote Sarıoğlan S, Narin İ, Sarı H, Anılanmert B, Berçin E (December 1, 2008) 2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ. Sağlık Bilimleri Dergisi 17 3 156–161.
IEEE S. Sarıoğlan, İ. Narin, H. Sarı, B. Anılanmert, and E. Berçin, “2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ”, JHS, vol. 17, no. 3, pp. 156–161, 2008.
ISNAD Sarıoğlan, Salih et al. “2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ”. Sağlık Bilimleri Dergisi 17/3 (December 2008), 156-161.
JAMA Sarıoğlan S, Narin İ, Sarı H, Anılanmert B, Berçin E. 2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ. JHS. 2008;17:156–161.
MLA Sarıoğlan, Salih et al. “2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ”. Sağlık Bilimleri Dergisi, vol. 17, no. 3, 2008, pp. 156-61.
Vancouver Sarıoğlan S, Narin İ, Sarı H, Anılanmert B, Berçin E. 2-AMİNO-3-{[2-NİTRO-1-(3-NİTROFENİL)PROPİL] SULFANİL} PROPİYONİK ASİTİN ASİTLİK SABİTİNİN POTANSİYOMETRİK METOTLA TAYİNİ. JHS. 2008;17(3):156-61.