Summary
Alkylation of the methylene bridged tetrahydropyrimidine derivatives by chloromethylstyrene produces the bridged bis(4-vinylbenzyl)-1,4,5,6,-tetrahydropyrimidinium salts in high yields. Similar procedures are used to prepare 2-imidazolinium derivatives. The quaternary salts which support functional side groups of potential biomedical interest are characterized by means of spectroscopic methods. These monomers are readily polymerized free radically in solution of dimethyl formamide at moderate temperatures. The soluble and insoluble polymers containing 2-imidazolinium and 1,4,5,6-tetrahydropyrimidinium salts were found to exhibit antibacterial activites againstEscherichia coli.
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References
Venter J.C. (1982)Pharmac. Rev, 34: 153.
Hashimoto T. (1991)J.Chromatography, 544: 249–257.
Buffoni F, (1966)Pharmac. Rev. 18: 1163.
Bertini V, Pocci M, Picci N. and De Muno A. (1993)Eur. Poly. Journal, 29: 871.
Greene T.W, (1981)Protective Groups in Organic Synthesis, Wiley, New York, pp 979.
Davis S, Illum L, (1988)Biomaterials, 9: 111.
Illum L, Davis S.S, (1987)Polymers in controlled Drug Delivery, John Wright, Bristol.
Brimblecombe R.W, Hunt R.R, Rickard R.L. et.all., (1969)Brit. J. Pharm., 37: 425.
Atwal K.S. (1987), U.S. Patent 4: 684,656;Chem. Abstr., (1987) 107, 55.
Weinhardt K, Wallach M.B. and Marx M, (1985)J. Med. Chem., 28: 694.
Langis A.L. and Pilkington C.A.,U.S. Patent, No 3, 126, 381.
Schwitzer M.K, (1979)Chem. Ind., 1; Genkler C.W,J.Am.Oil.Chem. (1979)Soc., 56: 802A.
Weinhardt K, Beard C, Dvorak C. Marx M. et. all., (1984)J. Med. Chem., 27: 616
Weinhardt K, Marshall B, Wallach M.B., Marx M, (1985)J. Med. Chem., 28: 694
Alici B, Çetinkaya E, Çetinkaya B. Submitted to Publication.
Çetinkaya E, Hitchcock P.B, Jasim H.A, Lappert M.F, Spyropoulos K. (1992)J. Chem. Soc. Perkin Trans. 1: 561
Kondo S, Ohtsuka T, Ogura K. and Tsuda T, (1979)J.Macromol.Sci. Chem., A13: 767
Kawabata N. Hayashi T. Matsumoto T (1983)Appl.Environ. Microbiol., 46:203
Sorta E, De Chirico A, (1976)Polymer, 17: 348.
Samui A.B, Patri M. and Deb P.C, (1992)J. App.Poly.Sci., 46: 2211.
Kawabata N. Nishimura S. (1990)Biotech. and Bioengineering, 35:100
Kawabata N. Nishiguchi M. (1988)Appl.Environ. Microbiol., 54:2532
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Seçkin, T., Alici, B., Çetinkaya, E. et al. Synthesis and radical polymerization of novel vinyl monomers having the imidazoline and pyrimidine moiety. Polymer Bulletin 37, 443–450 (1996). https://doi.org/10.1007/BF00556803
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DOI: https://doi.org/10.1007/BF00556803