Determination of the food azo dye carmoisine vs chlorpheniramine maleate ion associate structure

Autor: Anna Materiienko, V. O. Grudko, V. A. Khanin, Victoriya Georgiyants, V. S. Bondar
Rok vydání: 2014
Předmět:
Zdroj: Vìsnik farmacìï. :34-37
ISSN: 2415-8844
1562-7241
DOI: 10.24959/nphj.14.1983
Popis: Recently different excipients, including colouring agents, are often used to give a marketable appearance and improve the consumer characteristics of drugs. Usually they are applied in the composition of medicines for internal use (tablets, capsules, syrups, troches, lozenges, etc). Synthetic azo dyes – a group of compounds obtained by the coupling reaction of sulfonaftilamines and diazotised sulfoanilines with aromatic or heterocyclic phenols are the most widely used in the pharmaceutical practice. Compounds of this group give bright, easily reproducible colours, they are resistant to the light, oxidants, reducing agents, pH changes and less sensitive to different types of technological impact. Synthetic azo dyes are poorly absorbed from the intestines after intake, but they can form ion associates with salts of organic bases, including with drugs, and it may alter their bioavailability. The aim of our work was to determine the partition coefficient of the ion associate of a synthetic food azo dye carmoisine with the medicinal substance chlorpheniramine maleate in the water-chloroform system and to study the stoichiometric ratio of the components in this ion associate. The partition coefficient in the water-chloroform system has been determined spectrophotometrically. It is 3.44, indicating that the ion associate is more soluble in water than in chloroform. The stoichiometric ratio of carmoisine and chlorpheniramine maleate in the resulting ion associate has been determined by HPLC, and it is 1:2. In today’s competition producers face the challenge not only to provide consumers with qualitative, effective and safe drugs, but also to defend the competition in its segment of the pharmaceutical market. Various excipients, including food dyes, are widely used to improve the consumer characteristics. In the pharmaceutical industry synthetic azo dyes, in particular carmoisine (E 122), are the most commonly used [6-9]. Carmoisine, a red coloured synthetic food azo dye, is a derivative of diazosulfonaphthalenes, a crystalline substance that is soluble in water [5, 10]. Earlier when developing the method for quantitative determination of carmoisine in the composition of drugs we have found that it is capable to form ion associates with organic amines, particularly with such medicinal substance as chlorpheniramine maleate and to extract with an aqueous solution of chloroform in this form [3, 4]. Chlorpheniramine maleate (3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-yl-propan-1-amine) is the active pharmaceutical ingredient of the synthetic origin. It is a white crystalline powder, easily soluble in water, soluble in ethanol and poorly soluble in diethyl ether. It exhibits the cholinolytic and antihistaminic action [2]. The aim of our research is to calculate the partition coefficient in the water-chloroform system and to study fur ther the ratio of the components in the ion associate formed.
Databáze: OpenAIRE