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Journal of Chemistry
Volume 2015, Article ID 672183, 7 pages
Research Article

HPLC-Fluorescent Analysis of Memantine: An Investigation on Fluorescent Derivative Formation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhaya Road, Rajathevee, Bangkok 10400, Thailand

Received 3 December 2014; Revised 14 January 2015; Accepted 16 January 2015

Academic Editor: Ghada M. Hadad

Copyright © 2015 Pornpan Prapatpong et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


Memantine is an N-methyl-D-aspartate receptor antagonist recommended for treatment of Alzheimer’s disease. Due to the lack of chromophores/fluorophores in memantine molecule, this work focuses on a novel procedure for memantine-fluorescent derivative formation enabling it to be monitored by a fluorescence detector. 4-(N-Chloroformylmethyl-N-methyl)amino-7-N,N-dimethylaminosulphonyl 2,1,3-benzoxadiazole (DBD-COCl) was chosen as a fluorescent probe since the carbonyl chloride of DBD-COCl could easily react with the amine on memantine to form the fluorescent derivative. The derivatization was achieved at 5 : 1 of DBD-COCl and memantine, at 60°C for 50 min. Structure elucidation from mass spectrometry and infrared spectroscopy spectra confirmed the amide bond of memantine-DBD-COCl. The derivative was stable up to 24 h and could be monitored by high performance liquid chromatography (HPLC) coupled with a fluorescence detector using a VertiSep GES C18 column, acetonitrile and water (80 : 20) as the mobile phase with a flow rate of 1 mL/min using the excitation and emission wavelengths at 430 and 520 nm, respectively. The derivative was eluted at 4.50 min and was separated from the DBD-COCl. Preliminary validation data reveals good linearity (), repeatability (%RSD < 0.54) and accuracy ( between 94 and 119%) with a limit of detection of 0.79 μg/mL.