European Journal of Chemistry

Physico-chemical characterization of some beta blockers and anti-diabetic drugs - potentiometric and spectrophotometric pKa determination in different co-solvents

Article Sidebar

PDF
Published: Mar 28, 2011
DOI: https://doi.org/10.5155/eurjchem.2.1.36-46.371
Keywords:
pKa, Potentiometry, Co-solvents, Lipophilicity, Spectrophotometry, HPLC
Section
Research Article
Issue
Vol. 2 No. 1 (2011): March 2011
Dates
Received 2010-12-14
Accepted 2011-01-21
Published 2011-03-28


Main Article Content

Lakshmi Narasimham
Department of Chemistry, Vivekanand Education Society’s College of Arts, Science and Commerce, Chembur, Mumbai, IN-400071, India
Vasant Dnyandeo Barhate
Department of Chemistry, Vivekanand Education Society’s College of Arts, Science and Commerce, Chembur, Mumbai, IN-400071, India

Abstract

In the present study we have determined the fundamental physico-chemical properties such as, ionization constant (pKa) and lipophilicity (log P) of some b-blockers and anti-diabetic drugs. The apparent ionization constant (psKa) of selected drugs were determined using potentiometric titration in various co solvent-water mixtures (methanol, ethanol, acetonitrile and dioxane) at different temperatures (25 to 45 °C) and ionic strengths (0.15 to 0.5 M). Effect of temperature, ionic strength and dielectric constant on dissociation constant has been compared. The aqueous pKa values were then obtained by Yasuda-Shedlovsky extrapolation. In the case of water-soluble drugs (Amiloride hydrochloride, metoprolol tartrate and propranolol hydrochloride), the extrapolated results were in good agreement with that of pKa values measured in aqueous solutions under the same experimental conditions, while for the water insoluble drugs (atenolol, amlodipine besylate, gliclazide, glipizide, glibenclamide and pioglitazone), the extrapolated results were in good agreement with the literature values. For few of the selected drugs, the psKa was determined spectrophotometrically and the results were compared with that of potentiometry in various co solvent mixtures. The measured log P values of selected drugs showed acceptable range to that of literature values.

2_1_36_46_800


icon graph This Abstract was viewed 3774 times | icon graph Article PDF downloaded 2017 times

How to Cite
(1)
Narasimham, L.; Barhate, V. D. Physico-Chemical Characterization of Some Beta Blockers and Anti-Diabetic Drugs - Potentiometric and Spectrophotometric PKa Determination in Different Co-Solvents. Eur. J. Chem. 2011, 2, 36-46.

Article Details

Author Biography

Lakshmi Narasimham, Department of Chemistry, Vivekanand Education Society’s College of Arts, Science and Commerce, Chembur, Mumbai, IN-400071, India


 

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
References

[1]. Albert, A. and Serjeant, E. P. A Laboratory Manual, 3rd edition, Chapman and Hall London. 1984.

[2]. Ramette R. W. J. Chem. Educ. 1967, 44, 647-654.

[3]. Serjeant E. P. John & Wiley and Sons, New York, 1984.

[4]. Qiang, Z.; Adams, C. Water Res. 2004, 38, 2874-2890.
doi:10.1016/j.watres.2004.03.017
PMid:15223282

[5]. Pool, S. K.; Patel, S.; Dehring, K.; Workman, H.; Pool, C. F. J. Chromatogr. A 2004, 1037, 445-454.
doi:10.1016/j.chroma.2004.02.087
PMid:15214681

[6]. Erdemgil, F. Z.; Sanli, S.; Sanli, N.; Ozkan, G.; Barbosa, J.; Guiteras, J.; Beltran, J. L. Talanta 2007, 72, 489-496.
doi:10.1016/j.talanta.2006.11.007
PMid:19071645

[7]. Evagelou, V.; Tsantili-Kakoulidou, A.; Koupparis, M. J. Pharm. Biomed. Anal. 2003, 31, 1119-1128.
doi:10.1016/S0731-7085(02)00653-2

[8]. Jimenez-Lozano, E.; Marques, I.; Barron, D.; Beltran, J. L.; Barbosa, J. Anal. Chim. Acta 2002, 464, 37-45.

[9]. Janos P. J. Chromatogr. A 2004, 1037, 15-28.
doi:10.1016/j.chroma.2003.11.101

[10]. Andrasi, M.; Buglyo, P.; Zekany, L.; Gaspar, A. J. Pharm. Biomed. Anal. 2007, 44, 1040-1047.
doi:10.1016/j.jpba.2007.04.024
PMid:17537608

[11]. Wrobel, R.; Chmurzynski, L. Anal. Chim. Acta 2000, 405, 303-308.
doi:10.1016/S0003-2670(99)00737-0

[12]. Meloun, M.; Havel, J.; Högfeldt, E. Computation of Solution Equilibria, Ellis Horwood, Chichester, 1988.

[13]. Ying-Sing, F.; Shiu-Fai, L. Analyst 1985, 110, 1439-1444.
doi:10.1039/an9851001439
PMid:4096389

[14]. Papanastasiou, G.; Ziogas, I. Talanta 1989, 36, 977-983 .
doi:10.1016/0039-9140(89)80178-X

[15]. Guillén, S. R.; Guzmán, C. M. Microchem. J. 1988, 37, 40-50 .
doi:10.1016/0026-265X(88)90165-8

[16]. Avdeef, A. Anal. Chim. Acta 1983, 148, 237-244.
doi:10.1016/S0003-2670(00)85168-5

[17]. Kin, T. Y.; Krisztina, T. N. Anal. Chim. Acta 2001, 434, 157-167.
doi:10.1016/S0003-2670(01)00810-8

[18]. Karl, B.; Christopher, B.; John, C.; Alan, H.; Ruth, A.; Derek, R. Anal. Chem. 2003, 75, 883-892.
doi:10.1021/ac020329y
PMid:12622380

[19]. Avdeef, A.; John, E. A. C.; Simon, J. T. Anal. Chem. 1993, 65, 42-49.
doi:10.1021/ac00049a010

[20]. Krisztina, T. N.; Karl, B.; Avdeef, A. Int. J. Pharm. 1997, 151, 235-248.
doi:10.1016/S0378-5173(97)04907-7

[21]. Avdeef, A.; Karl, J. B.; John, E. A. C.; Gilges, M.; Hadley, M.; Hibbert, C.; Patterson, W.; Tam, K. Y. J. Pharm. Biomed. Anal. 1999, 20, 631-641.
doi:10.1016/S0731-7085(98)00235-0

[22]. Gergely, V.; Rebeca, R.; Karl, B.; John, C.; Elisabeth, B.; Krisztina, T. N. Anal. Chim. Acta 2007, 583, 418–428.
doi:10.1016/j.aca.2006.10.015
PMid:17386575

[23]. Avdeef A. J. Pharm. Sci. 1993, 82, 183-190.

[24]. Kraft, A. J. Chem. Educ. 2003, 80, 554-559.
doi:10.1021/ed080p554

[25]. Avdeef, A.; Kearney, D. L.; Brown, J. A.; Chemotti Jr., A. R. Anal. Chem. 1982, 54, 2322–2326.
doi:10.1021/ac00250a041

[26]. Tam, K. Y.; Krisztina, T. N. Anal. Chim. Acta 2001, 434, 157-167.
doi:10.1016/S0003-2670(01)00810-8

[27]. Ruth, A.; Karl, B.; John, C.; Peake C.; Tam K. Y. J. Pharm. Biomed. Anal. 1998, 17, 699–712.
doi:10.1016/S0731-7085(98)00010-7

[28]. Krisztina, T. N.; Avdeef, A. J. Pharm. Biomed. Anal. 1996, 14, 1405–1413.
doi:10.1016/0731-7085(96)01773-6

[29]. Krisztina, T. N.; Avdeef, A.; Karl, B.; Podanyi, B.; Szasz, G. J. Pharm. Biomed. Anal. 1994, 12, 1369–1377.
doi:10.1016/0731-7085(94)00090-5

[30]. Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M.; DrugBank: Nucleic Acids Res. 2008, 36 (Database issue):D901-6.

[31]. Arnaud-neu, F.; Delgado, R.; Chaves, S. Pure Appl. Chem. 2003, 75, 71–102.
doi:10.1351/pac200375010071

[32]. Gutmann, V. Coord. Chem. Rev. 1976, 18, 225-255.
doi:10.1016/S0010-8545(00)82045-7

[33]. Loudon, G. M. Organic Chemistry, 4th edition, Oxford University Press, 2005.

[34]. Coetzee, J. F.; Padmanabhan, G. R. J. Amer. Chem. Soc. 1965, 87, 5005-5010.
doi:10.1021/ja00950a006

[35]. Avdeef A. Absorption and Drug Development. Solubility, Permeability and Charge State, Wiley & Sons, New Jersey, 2003.

Supporting Agencies

-
Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).