Determination of esters and amides of aminobenzoic acid in the composition of finished dosage forms with acidic monoazo-dye tropaeolin O
Esters of aminobenzoic acid are widely used in medical practice as effective painkillers of local action, and its amide as is an antiarhythmic drug. The peculiarity of these drugs, in terms of analytical control, is a low content of active ingredients. It requires sufficiently sensitive methods for their quality control. Usually in these cases the HPLC method are used, which are relatively expensive and demand quite high qualification of an operator; while the spectrophotometric method is much cheaper, more accessible, more rapid, and moreover, it can be used as a routine method in analytical laboratories.
The aim of this work was to study the interaction of p-aminobenzoic acid and its amide (procainamide), three esters (benzocaine, procaine, oxybuprocaine) and one ester of m-aminobenzoic acid (proxymetacaine) with azo-dye tropaeoline O to develop new spectrophotometric method of their determination in various dosage forms with satisfactory validation parameters.
It was established that diazo salts of primary aromatic amines react with tropaeoline O to form the coloured product with the maximum absorbance at 595 nm, while the dye does not absorb the light at this wavelength. The conditions of diazo salts amines interaction with azo dye are as follows: the reaction takes place in the medium of 0,01 M sodium tetraborate at pH 10–11 at 2-fold excess of tropaeoline O. Also the method of these amines spectrophotometric determination has been elaborated. The method possesses a wide linearity range, viz. from 0,4 to 20,0 mg/ml depending on the detectable amine.
The content of procaine, procainamide, oxybuprocaine and proxymetacaine in pharmaceutical medicines was determined. The results are consistent with the content of amines by the manufacturer, as well as with the results obtained by nitritometric titration.
2. Glushchenko N. N., Pleteneva T. V., Popkov V. A. Pharmaceutical chemistry: Uch. for studio environments prof. studying Institution - Moscow: Izd. Center "Academia", 2004. - 384 p.
3. Yatusevich A. I., Tolkach N. G., Yatusevich I. A., etc. Drugs in veterinary medicine. Directory. - Minsk, 2006. - 410 p.
4. Kuhlmann O., Stoldt G., Struck H. G. et al. Simultaneous determination of diclofenac and oxybuprocaine in human aqueous humor with HPLC and electrochemical detection // J. Pharm. Biomed Anal - 1998. - V. 17, N 8. - R. 1351-1357.
5. Saini N., Saini K., Nagori B. P. et al. Determination of benzocaine, chlorbutol,
p-dichlorobenzene and a-pinene in the pharmaceutical preparation by gas chromatography with a flame ionization detector // Int. J. Pharm. Biol Arch - 2011. - V. 2, N 5. - P. 1529-1533.
6. Shoukry A. F., Issa Y. M., El-shiekh R. et al. New ion-selective electrodes for determination of bupivacaine and oxybuprocaine // Anal. Lett - 1991. - V. 24, N 9. - P. 1581-1590.
7. Reddy T. M., Balaji K., Reddy S. R. J. Differential pulse adsorptive stripping voltammetric determination of benzocaine and butacaine with nafion modified glassy carbon electrode // Croat. Chem Acta - 2006. - V. 79, N 2. - P. 253-259.
8. Pat. on the utility model № u 12831. Method of spectrophotometric determination of the concentration of procaine hydrochloride in the pharmaceutical forms of pharmacy preparation / Evtifeeva OA, Georgiyants VA, Bisaga Ye.I., Savchenko L.P., Bondareva L.V. - . Dec 10, 2009; Published on July 12, 2010 by Bul. No. 13
9. Mohammed D. H., Sarsamb L. A. Spectrophotometric determination of benzocaine by azo-dye formation reaction // J. University of Anbar Pure Sci. - 2011. - V. 5, N 1. - P. 24-30.
10. Al-Abachi M. Q., Al-Uzri W. A. Batch, and flow-injection spectrophotometric determination of procaine HCl in pharmaceutical formulations using diazotization and coupling reaction // J. Baghdad Sci. - 2012. - V. 9, N 3. - P. 521-531.
11. Al-Tamrah S., Al-Abbad S. Spectrophotometric determination of procainamide hydrochloride using sodium periodate // Arabian J. Chem. - 2013. - V. 19, N 10. - P. 1457-1459.
12. Al-Abdaly Z. Z. Indirect spectrophotometric determination of benzocaine in pharmaceutical preparations // J. Raf. Sci - 2009. - V.20, N 1. - P. 38-46.
13. Chen Y.-H., Tian F.-S., Song M.-P. Spectrophotometric Determination of Procarbon Hydrochloride with Hemoglobin As Catalyst // J. Anal. Chem - 2009. - V. 64, N 4. - P. 366-370.
14. Boiko M., Vrublevska T., Korkuna O. et al. Application of sulphanilamide disazo dyes with Tropaeolin O for a simple, rapid and sensitive spectrophotometric assay of drugs // Spectrochim. Acta A. - 2011. - V. 79A, N 2. - P. 325-331.
15. The Merck Index. / 11th ed. Ranway N. J. - USA: Merck & Co., Inc., 1989.
16. Karukstis K. K., Litz J. P., Garber M. B. et al. A spectral approach to determine the location and orientation of azo dyes in surfactant aggregates // Spectrochim. Acta A. - 2010. - V. 75, N 4. - P. 1354-1361.
17. Zollinger G. Chemistry of azo dyes. Per. with him Porai-Košits B.A. - Leningrad: Goskhimizdat, 1960. - P. 160-169.
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