Nano-sized Amitriptyline (AT) imprinted polymer particles: Synthesis and characterization in Silicon oil

Document Type : Short Communication


Department of Chemistry, Mahabad Branch, Islamic Azad University, Mahabad, Iran


Amitriptyline hydrochloride is a highly permeable active pharmaceutical ingredient (API). The function of these drugs is to block the reuptake of the neurotransmitters, norepinephrine and serotonin in the central nervous system. The nano-sized Amitriptyline (AT) imprinted polymer particles were synthesized successfully. The nanoparticles were characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM) and thermal gravimetric (TG) methods. AT-imprinted polymer was prepared using suspension polymerization in silicon oil with AT as template, Methacrylic acid (MAA) as functional monomer and ethylene glycol dimethacrylate (EGDMA) as cross-linker. As illustrated in SEM images, it is possible to obtain real nano-sized molecular imprinted polymer particles (around 80 nm) with approximately spherical shapes, through the methods and techniques presented and discussed in this study. Thermal analyzes indicated that, an abrupt weight loss for nano-sized MIP was observed at 310°C. This mass loss can be attributed to the loss of nano-sized MIP chain degradation.


Main Subjects

[1]  Manzo R. H., Olivera M. E., Amidon G. L., Shah V. P., Dressman J. B., Barends D. M., (2006), Biowaiver monographs for immediate release solid oral dosage forms: Amitriptyline hydrochloride. J. Pharm. Sci. 95: 966-973.
[2] Margalho, C., Barroso, M., Gallardo, E., Monsanto, P., Vieira, D. N., (2007), Massive intoxication involving unusual high concentration of amitriptyline. Hum. Exp. Toxicol. 26: 667–670.
[3] Yazdi A. S., Razavi N. S., Yazdinejad R., (2008), Separation and deter- mination of amitriptyline and nortriptyline by dispersive liquid– liquid microextraction combined with gas chromatography flame ionization detection. Talanta. 75: 1293–1299.
[4] Esrafili A., Yamini Y., Shariati S., (2007), Hollow fiber-based liquid phase microextraction combined with high-performance liquid chroma- tography for extraction and determination of some antidepressant drugs in biological fluids. Anal. Chim. Acta. 604: 127–133.
[5] Del Blanco S. G., Donato L., Drioli E., (2012), Development of molecularly imprinted membranes for selective recognition of primary amines in organic medium. Sep. Purif. Technol. 87: 40-46.
[6] Gao D., Zhang Z., Wu M., Xie C., Guan G., Wang D., (2007), A surface functional monomer-directing strategy for highly dense imprinting of TNT at surface of silica nanoparticles. J. Am. Chem. Soc. 129: 7859–7866.
[7] Pérez-Moral N., Mayes A. G., (2007), Molecularly imprinted multi-layer core-shell nanoparticles-A surface grafting approach. Macromol. Rapid Commun. 28: 2170–2175.
[8] Andaç M., Mirel S., Şenel S., Say R., Ersöz A., Denizli A., (2007), Ion-imprinted beads for molecular recognition based mercury removal from human serum nt. J. Biol. Macromol. 40: 159–166.
[9] Le Noir M., Lepeuple A. S., Guieysse B., Mattiasson B., (2007), Selective removal of 17b-estradiol at trace concentration using a molecularly imprinted polymer. Water Res. 41: 2825–2831.
[10] Tang Y.-W., Fang G.-Z., Wang S., Li J.-L., (2011), Covalent imprinted polymer for selectiveand rapid enrichment of ractopamine by a noncovalent approach. Anal. Bioanal.Chem. 401: 2275–2282.
[11] Shi X., Liu J., Sun A., Li D., Chen J., (2012), Group-selective enrichment and determination of pyrethroid insecticides in aquaculture seawater via molecularly imprinted solid phase extraction coupled with gas chromatography-electroncapture detection. J. Chromatogr. A. 1227: 60–66.
[12] Hu X., Dai G., Huang J., Ye T., Fan H., Youwen T., Yu Y., Liang Y., (2010), Molecularly imprinted polymer coated on stainless steel fiber for solid-phase microextraction of chloroacetanilide herbicides in soybean and corn. J. Chromatogr. A. 121: 75875–5882.
[13] Hu X., Cai Q., Fan Y., Ye T., Cao Y., Guo C., (2012), Molecularly imprinted polymer coatedsolid-phase microextraction fibers for determination of Sudan I–IV dyes in hotchilli powder and poultry feed samples. J. Chromatogr. A. 1219: 39–46.
[14] Xu Z., Hu Y., Hu Y., Li G., (2010), Investigation of ractopamine molecularly imprintedstir bar sorptive extraction and its application for trace analysis of 2-agonistsin complex samples. J. Chromatogr. A. 1217: 3612–3618.
[15] Hu Y., Li J., Hu Y., Li G., (2010), Development of selective and chemically stable coatingfor stir bar sorptive extraction by molecularly imprinted technique. Talanta. 82: 464–470.
[16] Djozan D., Farajzadeh M. A., Sorouraddin S. M., Baheri T., (2012), Molecularly imprinted-solid phase extraction combined with simultaneous derivatization anddispersive liquid–liquid microextraction for selective extraction and precon-centration of methamphetamine and ecstasy from urine samples followed bygas chromatography. J. Chromatogr. A.1248: 24–31.
[17] Nie F., Lu J., He Y., (2005), Determination of indomethacin in urine using moleculeimprinting-chemiluminescence method. Talanta. 66: 728–733.
[18] Feng L., Liu Y., Tan Y., (2004), Biosensor for the determination of sorbitol based onmolecularly imprinted electrosynthesized polymers. Biosens. Bioelectron. 19: 1513–1519.
[19] Alizadeh T., Amjadi S., (2011), Preparation of nano-sized Pb2+ imprinted polymer and its application as the chemical interface of an electrochemical sensor for toxiclead determination in different real samples. J. Hazard. Mater. 190: 451–459.
[20] Alfeel F., Awad F., Qamar F., (2014), Determination of porous Silicon thermal conductivity using the   “Mirage effect” method. Int. J. Nano Dimens. 5: 267-272.