HPLC post column derivatization of aromatic amines usingN-methyl-9-chloroacridinium triflate

Abstract

An HPLC post column chemical derivatization procedure based on the interaction between an acridinium triflate and amines to form highly colored derivatives on-line is described for the determination of aromatic amines. Benzocaine and butesin, local anesthetic agents that contain the aromatic amine group, were used as model compounds. Reversed-phase HPLC conditions were developed for both the separation of analytes and the reaction between analytes and the acridinium triflate in the system. Three-dimensional knitted teflon shape coils and the internal diameter and length of the coils were important parameters in reducing band broadening and background noise. N-Methyl-9-chloroacridinium triflate was shown to be applicable to the determination of primary aromatic amines, selected secondary aromatic amines, hydrazides, and hydrazines. Application of the on-line chemical derivatization procedure to the analysis of pharmaceutical dosage forms containing procainamide (primary aromatic amine), isoniazid (hydrazide), and hydralazine (hydrazine) is also described.

Reagent Precoated Targets for Rapid In-Tissue Derivatization of the Anti-Tuberculosis Drug Isoniazid Followed by MALDI Imaging Mass Spectrometry

“…Our initial efforts to study INH distribution within tissue sections by MALDI IMS proved difficult due to endogenous tissue interferences. Isoniazid has been derivatized previously using trans -cinnamaldehyde [40] and N -methyl-9-chloroacridinium triflate [41] to improve its detection by HPLC with ultraviolet/visible (UV/Vis) analysis. It has also been analyzed as the copper chelated Schiff base of salicylaldehyde-5-sulfonate using capillary zone electrophoresis [42].…”