Issue

Vol. 30 No. 12 (2018): Vol 30 Issue 12

Copyright (c) 2018 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Characterization of New Theophylline and Chlordiazepoxide Prodrug Polymers based on Maleimide

https://doi.org/10.14233/ajchem.2018.21634
Layali Abdullah Abbas
Department of Chemistry, College of Science, University of Babylon, P.O. Box 4, Hilla, Iraq
Mohanad Mousa Kareem
Department of Chemistry, College of Science, University of Babylon, P.O. Box 4, Hilla, Iraq

Corresponding Author(s) : Mohanad Mousa Kareem

mohanad_1972@yahoo.com

Asian Journal of Chemistry, Vol. 30 No. 12 (2018): Vol 30 Issue 12

Abstract

In this work, two new drug substituted monomers and new homogenous and heterogeneous polymers were synthesized which loaded with medicinal properties to extend the controlled drug. The first step includes the preparation maleimic acid (L1) and (L2) via reaction of maleic anhydride with 5-amino salicylic acid. Then compound L2 was converted to its corresponding acyl chloride derivative which reacted with amino drugs (theophylline and chlordiazepoxide, afforded L3 and L4 monomers, respectively. Homogeneous polymers (L5 and L6) prepared through polymerization reaction of free radicals of monomers (L1) and (L2) under nitrogen atmosphere using methyl ethyl ketone peroxide (MEKP) as initiator. Heterogeneous polymers (L7 and L8) prepared through polymerization reaction of free radicals of monomers (L1 and L2), separately with acrylic acid under nitrogen atmosphere using MEKP as initiator. All these prepared monomers and polymers were characterized by FTIR, 1H NMR and 13C NMR. Controlled drug release and swelling % was studied in different pH values at 37 ºC. Intrinsic viscosities were measured at 25 ºC with Ostwald viscometer and applied the characteristic of solubility for these polymers and studied the biological activities.

Keywords

Homopolymerization Heteropolymerization Swelling Drug delivery system
Abbas, L. A., & Kareem, M. M. (2018). Synthesis and Characterization of New Theophylline and Chlordiazepoxide Prodrug Polymers based on Maleimide. Asian Journal of Chemistry, 30(12), 2788–2792. https://doi.org/10.14233/ajchem.2018.21634
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. D.K. Hood and O.M. Musa, eds.: O.M. Musa, Application of Maleic Anhydride in Coatings, Adhesives and Printing, In: Handbook of Maleic Anhydride Based Materials, Springer (2016).
  2. N.G. Gaylord, J. Macromol. Sci., 13C, 235 (1975); https://doi.org/10.1080/15321797508080011.
  3. M.M. Sharabash and R.L. Guile, J. Macromol. Sci., 10A, 1017 (1976); https://doi.org/10.1080/00222337608061233.
  4. N.G. Gaylord and M. Mehta, J. Polym. Sci., 20C, 481 (1982); https://doi.org/10.1002/pol.1982.130200903.
  5. S. Edge, A. Charlton, K.S. Varma, T.K. Hansen, P. Kathirgamanathan, A.E. Underhill, J. Becher and O. Simonson, Synth. Metals, 53, 315 (1993); https://doi.org/10.1016/0379-6779(93)91101-7.
  6. K. Onimura, M. Matsushima, K. Yamabuki and T. Oishi, Polym. J., 42, 290 (2010); https://doi.org/10.1038/pj.2009.341.
  7. D. Fles, R. Vukovic, A.E. Kuzmic, G. Bogdanic, V. Pilizota, D. Karlovic, K. Markus, K. Wolsperger and and D. Vikic-Topi, Croat. Chem. Acta, 76, 69 (2003).
  8. V.G. Kadajji and G.V. Betageri, Polymers, 3, 1972 (2011); https://doi.org/10.3390/polym3041972.
  9. B. Dhandayuthapani, Y. Yoshida, T. Maekawa and D.S. Kumar, Int. J. Polym. Sci., Article ID 290602 (2011); https://doi.org/10.1155/2011/290602.
  10. R. Duncan, Nat. Rev. Drug Discov., 2, 347 (2003); https://doi.org/10.1038/nrd1088.
  11. S.J. Patil and P.J. Shirote, Int. J. Med. Pharm. Sci., 1, 1 (2011).
  12. K. Hoste, K. De Winne and E. Schacht, Int. J. Pharm., 277, 119 (2004); https://doi.org/10.1016/j.ijpharm.2003.07.016.
  13. T. Etrych, P. Chytil, M. Jelinkova, B. Rihova and K. Ulbrich, Macromol. Biosci., 2, 43 (2002); https://doi.org/10.1002/1616-5195(20020101)2:1<43::AID-MABI43>3.0.CO;2-8.
  14. T. Etrych, M. Jelinkova, B. Rihova and K. Ulbrich, J. Control. Rel., 73, 89 (2001); https://doi.org/10.1016/S0168-3659(01)00281-4.
  15. A. Weissberger, Physical Methods of Organic Chemistry, Interscience: New York, vol. I, Part-I, Ch. 4, p. 149 (1985).
  16. A.K. Obaid, M.M. Kareem, S.A. Aowda and A.K. Raju, Int. J. ChemTech Res., 9, 398 (2016).
  17. A.E. Hoyt and B.C. Benicewicz, J. Polym. Sci., Polym. Chem. Ed., 28, 3403 (1990); https://doi.org/10.1002/pola.1990.080281218.
  18. S.H. Awad, A.A. Alrazak, F.H. Mohammed and A.M. Hasan, J. Univ. Babylon Pure Appl. Sci., 26, 148 (2018).
  19. C. Ferrero, D. Massuelle and E. Doelker, J. Control. Rel., 141, 223 (2010); https://doi.org/10.1016/j.jconrel.2009.09.011
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 2 Download : 0