Vanadium-Containing Anionic Chelate for Spectrophotometric Determination of Hydroxyzine Hydrochloride in Pharmaceuticals

Abstract

Four azo dyes known to form anionic complexes with V(V) were investigated as potential liquid–liquid extraction–spectrophotometric reagents for the antihistamine medication hydroxyzine hydrochloride (HZH). A stable ion-association complex suitable for analytical purposes was obtained with 6-hexyl-4-(2-thiazolylazo)resorcinol (HTAR). The molar absorption coefficient, limit of detection, linear working range, and relative standard deviation in the analysis of real pharmaceutical samples (tablets and syrup) were 3.50 × 104 L mol−1 cm−1, 0.13 μg mL−1, 0.43–12.2 μg mL−1, and ≤2.7%, respectively. After elucidating the molar ratio in the extracted ion-association complex (HZH:V = 1:1), the ground-state equilibrium geometries of the two constituent ions—HZH+ and [VO2(HTAR)]−—were optimized at the B3LYP level of theory using 6-311++G** basis functions. The cation and anion were then paired in four different ways to find the most likely structure of the extracted species. In the lowest-energy structure, the VO2 group interacts predominantly with the heterochain of the cation. A hydrogen bond is present (V–O···H–O; 1.714 Å) involving the terminal oxygen of this chain.

Keywords

• hydroxyzine
• vanadium(V)
• 6-hexyl-4-(2-thiazolylazo)resorcinol
• spectrophotometric determination
• liquid–liquid extraction
• ion association