DETERMINATION OF DISSOCIATION CONSTANT (Ka) OF CAPTOPRIL AND NIMESULIDE - ANALYTICAL CHEMISTRY EXPERIMENTS FOR UNDERGRADUATE PHARMACY

被引:14
作者
Pereira, Airton Vicente [1 ]
Garabeli, Aline Ansbach [1 ]
Schunemann, Grazieli Delponte [1 ]
Borck, Patricia Cristine [1 ]
机构
[1] Univ Estadual Ponta Grossa, Dept Ciencias Farmaceut, BR-84030900 Ponta Grossa, PR, Brazil
来源
QUIMICA NOVA | 2011年 / 34卷 / 09期
关键词
captopril; nimesulide; dissociation constant (K-a); PK(A) DETERMINATION; WATER MIXTURES;
D O I
10.1590/S0100-40422011000900029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
DETERMINATION OF DISSOCIATION CONSTANT (K-a) OF CAPTOPRIL AND NIMESULIDE - ANALYTICAL CHEMISTRY EXPERIMENTS FOR UNDERGRADUATE PHARMACY. This paper presents the determination of the dissociation constant (K-a) of captopril and nimesulide as contextualized experiments to teach chemical concepts to students of Pharmacy. Captopril is an antihypertensive drug, which presents high water-solubility and weak acid properties. The pK(a) of carboxylic acid group of captopril is 3.7. Nimesulide is a non-steroidal anti-inflammatory drug sparingly soluble in water. It is weakly acidic (pK(a) approximate to 6.5) because of its methanesulfonamide functional group. The pKa of captopril was determined by potentiometric titration with NaOH 2.0 x 10(-2) moL L-1. The pK(a) of nimesulide was determined by using spectrophotometry and photometric titration. The experimental values of pK(a) of both drugs are in very good agreement with those from literature.
引用
收藏
页码:1656 / 1660
页数:5
相关论文
共 17 条
[1]  
Albert A., 1971, DETERMINATION IONISA
[2]  
[Anonymous], 2004, DRUG BIOAVAILABILITY
[3]   PH-metric log P 11.: pKa determination of water-insoluble drugs in organic solvent-water mixtures [J].
Avdeef, A ;
Box, KJ ;
Comer, JEA ;
Gilges, M ;
Hadley, M ;
Hibbert, C ;
Patterson, W ;
Tam, KY .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1999, 20 (04) :631-641
[4]  
Avdeef A., 2003, ABSORPTION DRUG DEV
[5]  
Barreiro E. J., 2008, QUIMICA MED BASES MO
[6]   Physicochemical properties of a new multicomponent cosolvent system for the pKa determination of poorly soluble pharmaceutical compounds [J].
Box, Karl J. ;
Voelgyi, Gergely ;
Ruiz, Rebeca ;
Comer, John E. ;
Takacs-Novak, Krisztina ;
Bosch, Elisabeth ;
Rafols, Clara ;
Roses, Marti .
HELVETICA CHIMICA ACTA, 2007, 90 (08) :1538-1553
[7]   Determination of pKa values of basic new drug substances by CE [J].
Caliaro, GA ;
Herbots, CA .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2001, 26 (03) :427-434
[8]   DETERMINATION OF ACIDITY CONSTANTS [J].
COOKSON, RF .
CHEMICAL REVIEWS, 1974, 74 (01) :5-28
[9]   pK(a) determination of nimesulide in methanol-water mixtures by potentiometric titrations [J].
Fallavena, PRB ;
Schapoval, EES .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1997, 158 (01) :109-112
[10]  
Goncalves M d. L.S., 2001, Metodos Instrumentais para Analise de Solucoes - Analise Quantitativa, V4A Edicao