Review : Polymer Drugs and Polymeric Drugs: Part 3-Synthesis and Hydrolysis of Acryloyl and Methacryloyl Type Polymeric Drugs Containing 5-Fluorouracil and Theophylline

Abstract

Acryloyl and methacryloyl derivatives of 5-fluorouracil and theophylline were synthesized by the reaction of trimethylsilylated 5-fluorouracil or theophylline with acryloyl chloride or methacryloyl chloride. Polymerization and copoly merization of derivatives with vinyl monomers gave polymeric drugs contain ing pharmaceutically active 5-fluorouracil or theophylline. Under mild conditions, these acryloyl and methacryloyl type polymeric drugs were found to undergo amide hydrolysis to release the 5-fluorouracil or theophylline.

Get full access to this article

View all access options for this article.

References

Takemoto, K. Polymeric Drugs. L. G. Donaruma and O. Vogl , eds. New York: Academic Press, p. 103 (1978).

Pitha, J. , M. Akashi and M. Draminski. Biomedical Polymer: Polymeric Materials and Pharmaceuticals for Biomedical Use. E. P. Goldberg and A. Nakajima , eds. New York :Academic Press, p. 271 (1978).

Akashi, M. , K. Beppu , I. Kikuchi and N. Miyauchi. J. Macromol. Sci.-Chem., A23:1233 (1986).

Akashi, M. , M. Wada , S. Yanase and N. Miyauchi. J. Polym. Sci., Polym. Lett. Ed., in press.

Tada, M. Chem. Lett., 129 (1975 ).

Ozaki, S. , Y. Ike , H. Mizuno , K. Ishikawa and H. Mori. Bull. Chem. Soc. Jpn., 50:2406 (1975).

Umrigar, P.P. , S. Ohashi and G.B. Butler. J. Polym. Sci. Polym. Chem. Ed., 17:351 (1979).

Gebelein, C.G. , R.M. Morgan , R. Glowacky and W. Baig. Biomedical and Dental Applications of Polymers, 191 (1981).

Hartsough, R.R. and C.G. Gebelein. Polym. Mater. Sci. Eng., 51:131 (1984).

10.

Buur, A. and H. Bundgaad. Int. J. Pharm., 21:349 (1984).

11.

Ouchi, T. , H. Yuyama and O. Vogl. Makromol. Chem. Rapid Commun., 6:815 (1985).

12.

Akashi, M. , Y. Tanaka , H. Iwasaki and N. Miyauchi. Angew. Makromol. Chem., 147:207 (1987).

13.

Akashi, M. , Y. Inaki and K. Takemoto. Makromol. Chem., 178:353 (1977).